ferutinin
jaeschkeanadiol p-hydroxybenzoate
Identification
| Name | ferutinin |
| IUPAC | [(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 | 41743-44-6 |
| FDA UNII | Search |
| Molecular Formula | C22 H30 O4 |
| Molecular Weight | 358.47790000 |
| MDL Number | MFCD00274479 |
| Nikkaji Number | J917.648I |
Regulatory
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) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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-oxy
bezoyl oxy)dauc-8,9-en
4-oxy-6-(4-oxy
bezoyloxy)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
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.