EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

taraxerone
D-friedoolean-14-en-3-one

Supplier Sponsors

Name:(4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
CAS Number: 514-07-8Picture of molecule3D/inchi
FDA UNII: VC7U2M012Z
Nikkaji Web:J13.993I
MDL:MFCD03458694
XlogP3-AA:9.00 (est)
Molecular Weight:424.71176000
Formula:C30 H48 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 488.30 °C. @ 760.00 mm Hg (est)
Flash Point: 397.00 °F. TCC ( 202.80 °C. ) (est)
logP (o/w): 10.480 (est)
Soluble in:
 water, 8.307e-005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Taraxera-14-ene-3-one 98%
BOC Sciences
For experimental / research use only.
Taraxerone 0.985
Odor: characteristic
Use: Taraxerone isolated from the herb of Taraxacum mongolicum Hand. Mazz. It can prevent catalase and superoxide dismutase, and reduce glutathione concentration. allelopathic and antifungal effects
Carbosynth
For experimental / research use only.
Taraxerone
Coompo
For experimental / research use only.
Taraxerone from Plants ≥96%
Odor: characteristic
Use: Taraxerone have been reported with different biological activities, such as allelopathic and antifungal. Taraxerone exhibited weak antiviral activity against herpes simplex virus (type I and II). The IC50 values of taraxerone were 102.34±1.53 µM and 1,763.81±12.63 µM/mL (Trolox equivalent) by the DPPH and ferric reducing ability of plasma (FRAP) assays, respectively. Taraxerone exhibited comparable antioxidant capacities with butylated hydroxytoluene (BHT) by the DPPH (p=0.117) and FRAP (p= 0.179) assays. The production of inducible nitric oxide in lipopolysaccharide-stimulated murine macrophage was inhibited by taraxerone (IC50=38.49±3.77 µM) via downregulation of inducible nitric oxide synthase (iNOS) expression at the transcriptional level. The inhibitory effect of taraxerone on nitric oxide generation was significantly more effective than that of caffeic acid and/or gallic acid.
 
Safety Information:
 
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
 
Pictogram
 
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:
Category:
natural substances and extractives
Recommendation for taraxerone usage levels up to:
 not for fragrance use.
 
Recommendation for taraxerone 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 :92785
National Institute of Allergy and Infectious Diseases:Data
(4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
Chemidplus:0000514078
 
References:
 (4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):92785
Pubchem (sid):135049777
 
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
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
D-friedoolean-14-en-3-one
dextro-friedoolean-14-en-3-one
(4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydro-3(2H)-picenone
(4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydropicen-3(2H)-one
(4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
3(2H)-picenone, 1,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydro-4,4,6a,8a,11,11,12b,14b-octamethyl-, (4aR,6aR,8aR,12aR,12bS,14aR,14bR)-
 

Articles:

PubMed:Antinociceptive and anti-inflammatory activities of Schefflera octophylla extracts.
PubMed:Cardanols, long chain cyclohexenones and cyclohexenols from Lannea schimperi (Anacardiaceae).
PubMed:Application of the taraxerane-oleanane rearrangement to the synthesis of seco-oleanane triterpenoids from taraxerone.
PubMed:[Study on chemical constituents from leaf of Bombax ceiba (II)].
PubMed:A new triterpenoid from Sapium baccatum (Euphorbiaceae).
PubMed:Cholinesterase inhibitory triterpenoids from the bark of Garcinia hombroniana.
PubMed:[Study on steroidal and triterpenoid constituents from Cissus pteroclada].
PubMed:Unexpected course of Beckmann rearrangement of taraxerone oxime with Acâ‚‚O/AcOH.
PubMed:Triterpenes from Euphorbia hirta and their cytotoxicity.
PubMed:Triterpenoid profile of flower and leaf cuticular waxes of heather Calluna vulgaris.
PubMed:Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions.
PubMed:New triterpenoids from the stem bark of Hypodaphnis zenkeri.
PubMed:Triterpenoids from Schleichera oleosa of Darjeeling Foothills and Their Antimicrobial Activity.
PubMed:Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.
PubMed:Antimicrobial and cytotoxic constituents from leaves of Sapium baccatum.
PubMed:[Studies on chemical constituents from stems of Cudrania tricuspidata].
PubMed:[Studies on chemical constituents of Evodia rutaecarpa].
PubMed:[Chemical constituents in the leave of Rhizophora stylosa L and their biological activities].
PubMed:[Studies on chemical constituents from stem bark of Trewia nudiflora].
PubMed:[Triterpenoids and steroids from Excoecaria agallocha].
PubMed:A new benzofuranic acid from the leaves of Rhus alata.
PubMed:[Studies on the chemical constituents of Vaccinium iteophyllum].
PubMed:Chemical constituents from the roots of Homonoia riparia.
PubMed:Pentacyclic triterpenes with selective bioactivity from Sebastiania adenophora leaves, Euphorbiaceae.
PubMed:[Compounds from marine mangrove plant Bruguiera sexangula var. rhynchopetala].
PubMed:Oleanane-type triterpenes of Embelia schimperi leaves.
PubMed:Pentacyclic triterpenoids from Mallotus apelta.
PubMed:Bioactive diterpenoids, a new jatrophane and two ent-abietanes, and other constituents from Euphorbia pubescens.
PubMed:Pentacyclic triterpenes from Euphorbia stygiana.
PubMed:[A new triterpenoid from Adenophora polyantha].
PubMed:[A study on chemical components of Tetrastigma hemsleyanum Diels et Gilg. Native to China].
PubMed:[Chemical constituents of Cichorium intybus L].
PubMed:A phytochemical investigation of Alchornea latifolia.
PubMed:Cytotoxic constituents from the stems of Diospyros maritima.
PubMed:[Chemical constituents of Adenophora stricta Miq].
PubMed:3 beta-hydroxy-28-P-coumaroyloxy-lup-20(29)-en-27-oic acid from Caraipa densifolia.
PubMed:Isolation of myricadiol, myricitrin, taraxerol, and taraxerone from Myrica cerifera L. root bark.
PubMed:The isolation of taraxerol, taraxeryl acetate, and taraxerone from Crossostephium chinense Makino (Compositae).
PubMed:TARAXERONE FROM CLITORIA TERNATEA LINN.
 
Notes:
None found
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