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ferutinin
jaeschkeanadiol p-hydroxybenzoate

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Name:[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
CAS Number: 41743-44-6Picture of molecule3D/inchi
Other(deleted CASRN):69500-35-2
FDA UNII: Search
Nikkaji Web:J917.648I
MDL:MFCD00274479
XlogP3-AA:4.50 (est)
Molecular Weight:358.47790000
Formula:C22 H30 O4
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: 489.00 °C. @ 760.00 mm Hg (est)
Flash Point: 328.00 °F. TCC ( 164.40 °C. ) (est)
logP (o/w): 5.720 (est)
Soluble in:
 water, 0.6235 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Ferutinine Ferutinine:85 % - Ten
Odor: characteristic
Use: Estrogenic activity; half agonist of estradiol receptors. Complex esters of phenolcarbon acids, , from plants of the Ferula genus, Umbelliferae. ADCs Cytotoxin
Santa Cruz Biotechnology
For experimental / research use only.
Ferutinin 98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Ferutinin ≥98% (HPLC)
sds
 
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
 
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 ferutinin usage levels up to:
 not for fragrance use.
 
Recommendation for ferutinin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :354654
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
Chemidplus:0041743446
 
References:
 [(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):354654
Pubchem (sid):135226291
 
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
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
 ferula tenuisecta
Search Trop Picture
 
Synonyms:
 benzoic acid, 4-hydroxy-, (3R,3aS,4S,8aR)-1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-4-azulenyl ester
4-oxy-6-(4-oxybezoyl oxy)dauc-8,9-en
4-oxy-6-(4-oxybezoyloxy)dauc-8,9-en
(3R,3aS,4S,8aR)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-4-azulenyl 4-hydroxybenzoate
(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxybenzoate
[(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-hydroxybenzoate
 jaeschkeanadiol p-hydroxy benzoate
 jaeschkeanadiol p-hydroxybenzoate
 jaeschkeanadiol para-hydroxybenzoate
 

Articles:

PubMed:Investigating anticancer properties of the sesquiterpene ferutinin on colon carcinoma cells, in vitro and in vivo.
PubMed:Ferutinin, an apoptosis inducing terpenoid from Ferula ovina.
PubMed:Opening of the mitochondrial permeability transition pore links mitochondrial dysfunction to insulin resistance in skeletal muscle.
PubMed:Ferutinin dose-dependent effects on uterus and mammary gland in ovariectomized rats.
PubMed:Phytochemical and biological studies of Solanum schimperianum Hochst.
PubMed:Ferutinin induces in vitro eryptosis/erythroptosis in human erythrocytes through membrane permeabilization and calcium influx.
PubMed:Role of polyhydroxybutyrate in mitochondrial calcium uptake.
PubMed:Ferutinin promotes proliferation and osteoblastic differentiation in human amniotic fluid and dental pulp stem cells.
PubMed:Antifungal compounds from the rhizome and roots of Ferula hermonis.
PubMed:Effects of different doses of ferutinin on bone formation/resorption in ovariectomized rats.
PubMed:Structural and histomorphometric evaluations of ferutinin effects on the uterus of ovariectomized rats during osteoporosis treatment.
PubMed:Antiinflammatory sesquiterpenes from the root oil of Ferula hermonis.
PubMed:Antimycobacterial activity of ferutinin alone and in combination with antitubercular drugs against a rapidly growing surrogate of Mycobacterium tuberculosis.
PubMed:Calcium mobilization by the plant estrogen ferutinin does not induce blood platelet aggregation.
PubMed:Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae).
PubMed:Influence of ferutinin on bone metabolism in ovariectomized rats. II: role in recovering osteoporosis.
PubMed:Antibacterial mono- and sesquiterpene esters of benzoic acids from Iranian propolis.
PubMed:Influence of ferutinin on bone metabolism in ovariectomized rats. I: role in preventing osteoporosis.
PubMed:The phytoestrogen ferutinin improves sexual behavior in ovariectomized rats.
PubMed:The phytoestrogen ferutinin affects female sexual behavior modulating ERalpha expression in the hypothalamus.
PubMed:Activity of elaeochytrin A from Ferula elaeochytris on leukemia cell lines.
PubMed:Potent inhibition of human phosphodiesterase-5 by icariin derivatives.
PubMed:Ferutinin stability in human plasma and interaction with human serum albumin.
PubMed:Role of ferutinin in the impairment of female sexual function induced by Ferula hermonis.
PubMed:Ferutinin stimulates nitric oxide synthase activity in median eminence of the rat.
PubMed:Activity of single components of Ferula hermonis on male rat sexual behavior.
PubMed:Antiproliferative effects of daucane esters from Ferula communis and F. arrigonii on human colon cancer cell lines.
PubMed:Daucane sesquiterpenes from Ferula hermonis.
PubMed:Structure--activity relationships of the estrogenic sesquiterpene ester ferutinin. Modification of the terpenoid core.
PubMed:Calcium ionophoretic and apoptotic effects of ferutinin in the human Jurkat T-cell line.
PubMed:Actions of ionomycin, 4-BrA23187 and a novel electrogenic Ca2+ ionophore on mitochondria in intact cells.
PubMed:Daucane phytoestrogens: a structure-activity study.
PubMed:Influence of plant terpenoids on the permeability of mitochondria and lipid bilayers.
PubMed:Ionophoretic properties of ferutinin.
PubMed:Amplectol: A Novel Acetylenic Thiophene Derivative from Blumea amplectens var. arenaria.
 
Notes:
None found
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