taraxerone

D-friedoolean-14-en-3-one

CAS: 514-07-8 C30 H48 O MW: 424.71176000

Identification

Nametaraxerone
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 Number514-07-8
FDA UNIIVC7U2M012Z
Molecular FormulaC30 H48 O
Molecular Weight424.71176000
MDL NumberMFCD03458694
Nikkaji NumberJ13.993I

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 ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for taraxerone usage levels up tonot for fragrance use.
Recommendation for taraxerone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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)- 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 Ac₂O/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.