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CAS Number: 10284-63-6Picture of molecule3D/inchi
Nikkaji Web:J14.856C
XlogP3-AA:-3.20 (est)
Molecular Weight:194.18378000
Formula:C7 H14 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 317.00 to 318.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.000032 mmHg @ 25.00 °C. (est)
Flash Point: 294.00 °F. TCC ( 145.60 °C. ) (est)
logP (o/w): -2.119 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: humectants
skin conditioning
Alfa Biotechnology
For experimental / research use only.
D-Pinitol 98%
BOC Sciences
For experimental / research use only.
For experimental / research use only.
D-Pinitol from Plants ≥96%
Odor: characteristic
Use: D-Pinitol is a form of the B vitamin inositol that was initially discovered in the leaves of a plant called Bougainvillea spectabilis, which had been used in traditional healing medicine for many diabetic associated conditions. Further studies found it to have insulin-like properties but without causing hypoglycemia in individuals. D-Pinitol has now become one of the better studied insulin mimickers in the supplement industry and is proving to be an excellent aid in improving glucose metabolism. D-Pinitol is an exciting and safe nutrient you many choose to consider to reduce calorie consumption when supplementing with creatine. It also is showing promise for the millions of Americans now suffering from insufficient functioning of insulin in the body and the ailments that come with it. D-pinitol has been demonstrated to exert insulin-like and anti-inflammatory activities. However, its anti-allergic effect in the Th1/Th2 immune response is poorly understood. Recently, it was shown that T-bet and GATA-3 are master Th1 and Th2 regulatory transcription factors. d-pinitol plays a critical role in the amelioration of the pathogenetic process of asthma in mice. These findings provide new insight into the immunopharmacological role of d-pinitol in terms of its effects in a murine model of asthma, and also broaden current perspectives in our understanding of the immunopharmacological functions of d-pinitol.
Santa Cruz Biotechnology
For experimental / research use only.
Sigma-Aldrich: Aldrich
For experimental / research use only.
D-Pinitol 95%
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
cosmetic agents
Recommendation for (+)-pinitol usage levels up to:
 not for fragrance use.
Recommendation for (+)-pinitol flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :164619
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:10284-63-6
Pubchem (cid):164619
Pubchem (sid):135120758
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Golm Metabolome Database:Search
Metabolomics Database:Search
KEGG (GenomeNet):C03844
HMDB (The Human Metabolome Database):HMDB34219
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 carob bean
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 ginkgo biloba leaf
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 ginkgo biloba pollen
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 pea seed
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 soybean leaf
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 soybean nodule
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 soybean seed
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 soybean stem
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PubMed:D-pinitol mitigates tumor growth by modulating interleukins and hormones and induces apoptosis in rat breast carcinogenesis through inhibition of NF-κB.
PubMed:Chemical constituents of Allophylus africanus.
PubMed:Content of methylated inositols in familiar edible plants.
PubMed:Anti-diabetic effect of purple corn extract on C57BL/KsJ db/db mice.
PubMed:The variation of root exudates from the hyperaccumulator Sedum alfredii under cadmium stress: metabonomics analysis.
PubMed:Pterocarpan-enriched soy leaf extract ameliorates insulin sensitivity and pancreatic β-cell proliferation in type 2 diabetic mice.
PubMed:Ruthenium and osmium complexes of hemilabile chiral monophosphinite ligands derived from 1D-pinitol or 1D-chiro-inositol as catalysts for asymmetric hydrogenation reactions.
PubMed:Impact of warming and drought on carbon balance related to wood formation in black spruce.
PubMed:De novo assembly of red clover transcriptome based on RNA-Seq data provides insight into drought response, gene discovery and marker identification.
PubMed:Characterization of carbohydrates in rainwater from the southeastern North Carolina.
PubMed:Deciphering the mechanisms involved in Portulaca oleracea (C4) response to drought: metabolic changes including crassulacean acid-like metabolism induction and reversal upon re-watering.
PubMed:D-pinitol promotes apoptosis in MCF-7 cells via induction of p53 and Bax and inhibition of Bcl-2 and NF-κB.
PubMed:A C2-symmetric chiral pool-based flexible strategy: synthesis of (+)- and (-)-shikimic acids, (+)- and (-)-4-epi-shikimic acids, and (+)- and (-)-pinitol.
PubMed:Novel chemical constituents with anti-inflammatory activity from the leaves of Sesbania aculeata.
PubMed:Changes in carbohydrate content in zucchini fruit (Cucurbita pepo L.) under low temperature stress.
PubMed:Ice plant (Mesembryanthemum crystallinum) improves hyperglycaemia and memory impairments in a Wistar rat model of streptozotocin-induced diabetes.
PubMed:A novel methodological approach for δ(18)O analysis of sugars using gas chromatography-pyrolysis-isotope ratio mass spectrometry.
PubMed:Isolation and developmental expression analysis of L-myo-inositol-1-phosphate synthase in four Actinidia species.
PubMed:Ultrasound-assisted extraction of D-pinitol from carob pods using Response Surface Methodology.
PubMed:New natural compounds from Rhododendron lepidotum.
PubMed:A single acute dose of pinitol from a naturally-occurring food ingredient decreases hyperglycaemia and circulating insulin levels in healthy subjects.
PubMed:D-pinitol Inhibits Prostate Cancer Metastasis through Inhibition of αVβ3 Integrin by Modulating FAK, c-Src and NF-κB Pathways.
PubMed:Gut microbiota composition modifies fecal metabolic profiles in mice.
PubMed:Antihepatotoxic activity of a quantified Desmodium adscendens decoction and D-pinitol against chemically-induced liver damage in rats.
PubMed:Tracing fresh assimilates through Larix decidua exposed to elevated CO₂ and soil warming at the alpine treeline using compound-specific stable isotope analysis.
PubMed:Protection against the synaptic targeting and toxicity of Alzheimer's-associated Aβ oligomers by insulin mimetic chiro-inositols.
PubMed:D-Pinitol attenuates 7, 12 dimethylbenz [a] anthracene induced hazards through modulating protein bound carbohydrates, adenosine triphosphatases and lysosomal enzymes during experimental mammary carcinogenesis.
PubMed:D-chiro-inositol and pinitol extend the life span of Drosophila melanogaster.
PubMed:Antihyperglycemic activity of extracts from Boldoa purpurascens leaves in alloxan-induced diabetic rats.
PubMed:Different sodium salts cause different solute accumulation in the halophyte Prosopis strombulifera.
PubMed:D-chiro-inositol negatively regulates the formation of multinucleated osteoclasts by down-regulating NFATc1.
PubMed:Interactions between phytochemical components of Sutherlandia frutescens and the antiretroviral, atazanavir in vitro: implications for absorption and metabolism.
PubMed:Low molecular weight carbohydrates in pine nuts from Pinus pinea L.
PubMed:Hypoglycemic constituents of Gynura divaricata subsp. formosana.
PubMed:D-pinitol inhibits RANKL-induced osteoclastogenesis.
PubMed:Effects of pinitol on glycemic control, insulin resistance and adipocytokine levels in patients with type 2 diabetes mellitus.
PubMed:Day/night regulation of aquaporins during the CAM cycle in Mesembryanthemum crystallinum.
PubMed:Experimental model proposed to deduce pharmacological evidence of the beta-cell neogenesis activity of Argyrolobium roseum vis-a-vis an evaluation of its hypoglycemic activity.
PubMed:Responses to water stress of gas exchange and metabolites in Eucalyptus and Acacia spp.
PubMed:GATA binding protein 3 overexpression and suppression significantly contribute to the regulation of allergic skin inflammation.
PubMed:Determination of D-pinitol in carob syrup.
PubMed:Free cyclitol, soluble carbohydrate and protein contents in Vigna unguiculata and Phaseolus vulgaris bean sprouts.
PubMed:Protein and metabolite composition of xylem sap from field-grown soybeans (Glycine max).
PubMed:The immunosuppressive effects of Agyrolobium roseum and pinitol in experimental animals.
PubMed:Dose-response study of sajabalssuk ethanol extract from Artemisia princeps Pampanini on blood glucose in subjects with impaired fasting glucose or mild type 2 diabetes.
PubMed:D-chiro-inositol affects accumulation of raffinose family oligosaccharides in developing embryos of Pisum sativum.
PubMed:Plant physiology and proteomics reveals the leaf response to drought in alfalfa (Medicago sativa L.).
PubMed:Impact of D-pinitol on the attenuation of proinflammatory cytokines, hyperglycemia-mediated oxidative stress and protection of kidney tissue ultrastructure in streptozotocin-induced diabetic rats.
PubMed:Woody legumes: a (re)view from the South.
PubMed:D-pinitol and myo-inositol stimulate translocation of glucose transporter 4 in skeletal muscle of C57BL/6 mice.
PubMed:Attenuation of oxidative stress and alteration of hepatic tissue ultrastructure by D-pinitol in streptozotocin-induced diabetic rats.
PubMed:Effects of nonstructural carbohydrate concentration in alfalfa on fermentation and microbial protein synthesis in continuous culture.
PubMed:D-pinitol attenuates the impaired activities of hepatic key enzymes in carbohydrate metabolism of streptozotocin-induced diabetic rats.
PubMed:[Chemical constituents from leaves of Albizia chinensis].
PubMed:The effects of creatine monohydrate supplementation with and without D-pinitol on resistance training adaptations.
PubMed:Pancreatic tissue protective nature of D-Pinitol studied in streptozotocin-mediated oxidative stress in experimental diabetic rats.
PubMed:Carbon stable isotope ratio of phloem sugars in mature pine trees throughout the growing season: comparison of two extraction methods.
PubMed:d- chiro-Inositol is absorbed but not synthesised in rodents.
PubMed:Semi-synthetic analogs of pinitol as potential inhibitors of TNF-alpha cytokine expression in human neutrophils.
PubMed:D-(+)-pinitol, a component of the heartwood of Enterolobium cyclocarpum (Jacq.) Griseb.
PubMed:Effects of acute pinitol supplementation on plasma pinitol concentration, whole body glucose tolerance, and activation of the skeletal muscle insulin receptor in older humans.
PubMed:Metabolic response of soy pinitol on lipid-lowering, antioxidant and hepatoprotective action in hamsters fed-high fat and high cholesterol diet.
PubMed:Source profiles of organic compounds emitted upon combustion of green vegetation from temperate climate forests.
PubMed:Rat L6 myotubes as an in vitro model system to study GLUT4-dependent glucose uptake stimulated by inositol derivatives.
PubMed:Soy pinitol acts partly as an insulin sensitizer or insulin mediator in 3T3-L1 preadipocytes.
PubMed:A review of the taxonomy, ethnobotany, chemistry and pharmacology of Sutherlandia frutescens (Fabaceae).
PubMed:Antihyperlipidemic effect of D-pinitol on streptozotocin-induced diabetic Wistar rats.
PubMed:Inositol methyl tranferase from a halophytic wild rice, Porteresia coarctata Roxb. (Tateoka): regulation of pinitol synthesis under abiotic stress.
PubMed:Protective effect of pinitol against D-galactosamine-induced hepatotoxicity in rats fed on a high-fat diet.
PubMed:Pinitol targets nuclear factor-kappaB activation pathway leading to inhibition of gene products associated with proliferation, apoptosis, invasion, and angiogenesis.
PubMed:The influence of Sutherlandia frutescens on adrenal steroidogenic cytochrome P450 enzymes.
PubMed:Identification and quantitative analysis of stage-specific carbohydrates in loblolly pine (Pinus taeda) zygotic embryo and female gametophyte tissues.
PubMed:Functional role of polyhydroxy compounds on protein structure and thermal stability studied by circular dichroism spectroscopy.
PubMed:[Studies on chemical constituents from stems and leaves of Adenanthera pavanina].
PubMed:Identification and quantitative determination of carbohydrates in ethanolic extracts of two conifers using 13C NMR spectroscopy.
PubMed:Effects of soy pinitol on the pro-inflammatory cytokines and scavenger receptors in oxidized low-density lipoprotein-treated THP-1 macrophages.
PubMed:Cytotoxic cholestane and pregnane glycosides from Tribulus macropterus.
PubMed:Chemical composition and volatile constituents of Anthyllis barba-jovis.
PubMed:Effect of pinitol on glucose metabolism and adipocytokines in uncontrolled type 2 diabetes.
PubMed:D-pinitol inhibits Th1 polarization via the suppression of dendritic cells.
PubMed:Antihyperglycemic activity of Rhizophora apiculata Bl. in rats.
PubMed:Synthesis of azole nucleoside analogues of D-pinitol as potential antitumor agents.
PubMed:Synthesis of 4/5-deoxy-4/5-nucleobase derivatives of 3-O-methyl-D-chiro-inositol as potential antiviral agents.
PubMed:Larvicidal activity of Acacia nilotica extracts and isolation of D-pinitol--a bioactive carbohydrate.
PubMed:D-pinitol regulates Th1/Th2 balance via suppressing Th2 immune response in ovalbumin-induced asthma.
PubMed:Functional myo-inositol catabolic genes of Bacillus subtilis Natto are involved in depletion of pinitol in Natto (fermented soybean).
PubMed:Pinitol from soybeans reduces postprandial blood glucose in patients with type 2 diabetes mellitus.
PubMed:Cyclitols protect glutamine synthetase and malate dehydrogenase against heat induced deactivation and thermal denaturation.
PubMed:Inositols prevent and reverse endothelial dysfunction in diabetic rat and rabbit vasculature metabolically and by scavenging superoxide.
PubMed:Synergistic antiinflammatory effects of pinitol and glucosamine in rats.
PubMed:Studies of chemical constituents and their antioxidant activities from Astragalus mongholicus Bunge.
PubMed:A new biflavonoid from Aristolochia contorta.
PubMed:Allosteric activation of protein phosphatase 2C by D-chiro-inositol-galactosamine, a putative mediator mimetic of insulin action.
PubMed:Dihydrostilbene derivatives from Glycyrrhiza glabra leaves.
PubMed:Reducing properties, energy efficiency and carbohydrate metabolism in hyperhydric and normal carnation shoots cultured in vitro: a hypoxia stress?
PubMed:Effects of pinitol isolated from soybeans on glycaemic control and cardiovascular risk factors in Korean patients with type II diabetes mellitus: a randomized controlled study.
PubMed:Pinitol supplementation does not affect insulin-mediated glucose metabolism and muscle insulin receptor content and phosphorylation in older humans.
PubMed:Resistive training and chromium picolinate: effects on inositols and liver and kidney functions in older adults.
PubMed:Phenolic metabolites from honeybush tea (Cyclopia subternata).
PubMed:Enzyme-catalysed synthesis of galactosylated 1D- and 1L-chiro-inositol, 1D-pinitol, myo-inositol and selected derivatives using the beta-galactosidase from the thermophile Thermoanaerobacter sp. strain TP6-B1.
PubMed:Boron retranslocation in Scots pine and Norway spruce.
PubMed:Glucosamine-induced insulin resistance in L6 muscle cells.
PubMed:Identification of mono-, oligo-, and polysaccharides secreted from soybean roots.
PubMed:Isolation, structure, synthesis, and bioactivity of a novel putative insulin mediator. A galactosamine chiro-inositol pseudo-disaccharide Mn2+ chelate with insulin-like activity.
PubMed:Seasonal changes in the levels of compatible osmolytes in three halophytic species of inland saline vegetation in Hungary.
PubMed:Tetrahydroisoquinoline alkaloids and 2-deoxyribonolactones from Aristolochia arcuata.
PubMed:A pyramid of loci for partial resistance to Fusarium solani f. sp. glycines maintains Myo-inositol-1-phosphate synthase expression in soybean roots.
PubMed:Simultaneous determination of carbohydrates and simmondsins in jojoba seed meal (Simmondsia chinensis) by gas chromatography.
PubMed:Racemochrysone, a dihydroanthracenone from Senna racemosa.
PubMed:Carbohydrates from Detarium microcarpum bark extract.
PubMed:AIDS herbal therapy.
PubMed:Adesmia aegiceras: antimicrobial activity and chemical study.
PubMed:Identification of 4,5-didemethyl-4-O-alpha-D-glucopyranosylsimmondsin and pinitol alpha-D-galactosides in jojoba seed meal (Simmondsia chinensis).
PubMed:Soy molasses as fermentation substrate for production of butanol using Clostridium beijerinckii BA101.
PubMed:Coniferyl alcohol metabolism in conifers -- II. Coniferyl alcohol and dihydroconiferyl alcohol biosynthesis.
PubMed:Dynamics of nonstructural carbohydrates and biomass yield in a fodder legume tree at different harvest intensities.
PubMed:Molecular cloning and functional characterization of two kinds of betaine-aldehyde dehydrogenase in betaine-accumulating mangrove Avicennia marina (Forsk.) Vierh.
PubMed:Relationships of plasma C-peptide and gender to the urinary excretion of inositols in older people.
PubMed:Anti-inflammatory effect of (+)-pinitol.
PubMed:New syntheses of 1D- and 1L-1,2-anhydro-myo-inositol and assessment of their glycosidase inhibitory activities.
PubMed:Cyclitols as cryoprotectants for spinach and chickpea thylakoids.
PubMed:Adhesion and development of the root rot fungus (Heterobasidion annosum) on conifer tissues: effects of spore and host surface constituents.
PubMed:Polyphenols, condensed tannins, and other natural products in Onobrychis viciifolia (Sainfoin).
PubMed:Insulin-like effect of pinitol.
PubMed:Galactosylpinitols isolated from vetch (Vicia villosa roth.) seeds.
PubMed:Effect of pinitol treatment on insulin action in subjects with insulin resistance.
PubMed:A new isoflavone from Genista corsica.
PubMed:Non-structural carbohydrate status in Norway spruce buds in the context of annual bud structural development as affected by acidic pollution.
PubMed:Towards the production of salt-tolerant crops.
PubMed:Purification and characterization of stachyose synthase from lentil (Lens culinaris) seeds: galactopinitol and stachyose synthesis.
PubMed:Mono- and sesquiterpenes and antifungal constituents from Artemisia species.
PubMed:Salt stress in Mesembryanthemum crystallinum L. cell suspensions activates adaptive mechanisms similar to those observed in the whole plant.
PubMed:Myo-inositol-dependent sodium uptake in ice plant
PubMed:Flavonoids from genista ephedroides
PubMed:Zanhasaponins A and B, antiphospholipase A2 saponins from an antiinflammatory extract of Zanha africana root bark.
PubMed:Three new oleanane saponins from Zanha africana.
PubMed:Growth, water relations and solute accumulation in osmotically stressed seedlings of the tropical tree Colophospermum mopane.
PubMed:Coordinate transcriptional induction of myo-inositol metabolism during environmental stress.
PubMed:Cholestane- and pregnane-type glycosides from the roots of Tribulus cistoides.
PubMed:Cardioactive steroid saponins and other constituents from the aerial parts of Tribulus cistoides.
PubMed:Salt Stress Perception and Plant Growth Regulators in the Halophyte Mesembryanthemum crystallinum.
PubMed:Anion exchange separation and pulsed amperometric detection of inositols from flower petals.
PubMed:Increased Expression of a myo-Inositol Methyl Transferase in Mesembryanthemum crystallinum Is Part of a Stress Response Distinct from Crassulacean Acid Metabolism Induction.
PubMed:A novel methyl transferase induced by osmotic stress in the facultative halophyte Mesembryanthemum crystallinum.
PubMed:D-(+)-Pinitol, an oviposition stimulant for the pipevine swallowtail butterfly,Battus philenor.
PubMed:Effects of Salt Stress on Amino Acid, Organic Acid, and Carbohydrate Composition of Roots, Bacteroids, and Cytosol of Alfalfa (Medicago sativa L.).
PubMed:Toxicity of fractions obtained from the legume species Astragalus lusitanicus Lam. lusitanicus.
PubMed:Chiral synthesis of D- and L-myo-inositol 1,4,5-trisphosphate.
PubMed:Boron fertilization and carbohydrate relations in mycorrhizal and nonmycorrhizal shortleaf pine.
PubMed:Carbohydrate, organic Acid, and amino Acid composition of bacteroids and cytosol from soybean nodules.
PubMed:Pinitol from the Leaves of Gliricidia sepium.
PubMed:Preferential Leaching of Pinitol from Soybeans during Imbibition.
PubMed:Evaluation of active versus passive uptake of metabolites by Rhizobium japonicum bacteroids.
PubMed:Sugar and organic Acid constituents in white clover.
PubMed:Effects of cotton condensed tannin, maysin (Corn) and pinitol (soybeans) onHeliothis zea growth and development.
PubMed:Gas chromatographic analysis of in situ cyclitol utilization by Klebsielleae growing in redwood extracts.
PubMed:Pinitol, a larval growth inhibitor for Heliothis zea in soybeans.
PubMed:Cyclitol utilization associated with the presence of Klebsielleae in botanical environments.
PubMed:Biological and phytochemical investigations of Dianthus barbatus cv. "China Doll" (Caryophyllaceae).
PubMed:[Free sugars, cyclitols and organic acids in the cambial sap of Pinus sylvestris L., Picea Abies Karst. and Abies alba Mill].
PubMed:Enzymic epimerization of sequoyitol to D-pinitol in Trifolium incarnatum.
PubMed:The origins of tannins and flavonoids in black-wattle barks and heartwoods, and their associated "non-tannin" components.
PubMed:Pinitol (5-O-methyl-D-inositol) as a constituent of Medicago sativa.
PubMed:[New research on pinitol in leguminous plants; presence of d-quercitol in Pterocarpus lucens].
PubMed:[The pinitol of Coniferae and the quebrachitol of Aceraceae; search for these compounds in some other families].
PubMed:[Not Available].
PubMed:Sugar Alcohols: XVII. The Utilization of Sorbitol, Styracitol, Sorbose, Pinitol, Primulitol and Hydroxypyruvic Aldehyde by Various Microörganisms.
Widely distributed in plants Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. (Wikipedia)
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