taraxerone
D-friedoolean-14-en-3-one
Identification
| Name | taraxerone |
| IUPAC | (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 | 514-07-8 |
| FDA UNII | VC7U2M012Z |
| Molecular Formula | C30 H48 O |
| Molecular Weight | 424.71176000 |
| MDL Number | MFCD03458694 |
| Nikkaji Number | J13.993I |
Regulatory
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) |
No sensory data available
Safety Information
| 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 taraxerone usage levels up to | not for fragrance use. |
| Recommendation for taraxerone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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)-
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 AcâO/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.