taraxerol
D-friedoolean-14-en-3b-ol
Identification
| Name | taraxerol |
| IUPAC | (3S,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol |
| CAS Number | 127-22-0 |
| FDA UNII | A32778O852 |
| Molecular Formula | C30 H50 O |
| Molecular Weight | 426.72770000 |
| MDL Number | MFCD13186859 |
| Nikkaji Number | J108.005I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 283.50 °C. @ 760.00 mm Hg |
| Boiling Point | 490.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 424.00 °F. TCC ( 217.70 °C. ) (est) |
| logP (o/w) | 11.060 (est) |
| Soluble in | water, 9.552e-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 taraxerol usage levels up to | not for fragrance use. |
| Recommendation for taraxerol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
alnulin
(3beta)-dextro-
friedoolean-14-en-3-ol
D-
friedoolean-14-en-3b-ol
dextro-
friedoolean-14-en-3beta-ol
(3S,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-
octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol
iso
olean-14-en-3b-ol
skimmiol
tiliadin
PubMed:
Pereskia aculeata miller leaves present in vivo topical anti-inflammatory activity in models of acute and chronic dermatitis.
PubMed:
Effects of Lupenone, Lupeol, and Taraxerol Derived from Adenophora triphylla on the Gene Expression and Production of Airway MUC5AC Mucin.
PubMed:
Hydrogen isotope response to changing salinity and rainfall in Australian mangroves.
PubMed:
Occurrence of taraxerol and taraxasterol in medicinal plants.
PubMed:
Antinociceptive and anti-inflammatory activities of Schefflera octophylla extracts.
PubMed:
Cardanols, long chain cyclohexenones and cyclohexenols from Lannea schimperi (Anacardiaceae).
PubMed:
[Chemical constituents of Clerodendrum trichotomum Leaves].
PubMed:
Distribution and sources of lipid compound series in sediment cores of the southern South China Sea.
PubMed:
Abroma augusta L. (Malvaceae) leaf extract attenuates diabetes induced nephropathy and cardiomyopathy via inhibition of oxidative stress and inflammatory response.
PubMed:
Effects of single, binary and tertiary combinations with Jatropha gossypifolia and other plant-derived molluscicides on reproduction and survival of the snail Lymnaea acuminata.
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:
A new cinnamoylglycoflavonoid, antimycobacterial and antioxidant constituents from Heritiera littoralis leaf extracts.
PubMed:
Interactions of antiparasitic sterols with sterol 14α-demethylase (CYP51) of human pathogens.
PubMed:
Triterpenes from Euphorbia hirta and their cytotoxicity.
PubMed:
A new taraxerol derivative from the roots of Microcos tomentosa.
PubMed:
Anti-plasmodial activity of some Zulu medicinal plants and of some triterpenes isolated from them.
PubMed:
Antimicrobial activity and cytotoxicity of triterpenes isolated from leaves of Maytenus undata (Celastraceae).
PubMed:
[Study on chemical constituents of root bark of Discocleidion rufescens].
PubMed:
Taraxerol inhibits LPS-induced inflammatory responses through suppression of TAK1 and Akt activation.
PubMed:
New sesquiterpenes and phenolic compound from Ficus foveolata.
PubMed:
Reversal of dexamethasone induced insulin resistance in 3T3L1 adipocytes by 3β-taraxerol of Mangifera indica.
PubMed:
Standardized Clitoria ternatea leaf extract as hyaluronidase, elastase and matrix-metalloproteinase-1 inhibitor.
PubMed:
Production of triterpenoid anti-cancer compound taraxerol in Agrobacterium-transformed root cultures of butterfly pea (Clitoria ternatea L.).
PubMed:
Source correlation of biomarkers in a mangrove ecosystem on Santa Catarina Island in southern Brazil.
PubMed:
Impact of Taraxerol in combination with extract of Euphorbia tirucalli plant on biological parameters of Lymnaea acuminata.
PubMed:
Effect of bioactive compounds extracted from euphorbious plants on hematological and biochemical parameters of Channa punctatus.
PubMed:
[Studies on the chemical constituents of Codonopsis pilosula].
PubMed:
[Effects of taraxerol and taraxerol acetate on cell cycle and apoptosis of human gastric epithelial cell line AGS].
PubMed:
Antiparasitic compounds from Cupania cinerea with activities against Plasmodium falciparum and Trypanosoma brucei rhodesiense.
PubMed:
Anti-inflammatory diterpene from Thyrsanthera suborbicularis.
PubMed:
Antiproliferative constituents of the roots of Conyza canadensis.
PubMed:
[Studies on the triterpenoids of Vitex trifolia].
PubMed:
[Chemical constituents of Discocleidion rufescens].
PubMed:
Determination of the phenolic content and antioxidant potential of crude extracts and isolated compounds from leaves of Cordia multispicata and Tournefortia bicolor.
PubMed:
Cloning and characterization of oxidosqualene cyclases from Kalanchoe daigremontiana: enzymes catalyzing up to 10 rearrangement steps yielding friedelin and other triterpenoids.
PubMed:
Triterpenoids from the roots of Pterospermum heterophyllum Hance.
PubMed:
[Terpenoids from Euphorbia antiquorum L.].
PubMed:
[Studies on the chemical constituents from Euphorbia chrysocoma].
PubMed:
3beta-taraxerol of Mangifera indica, a PI3K dependent dual activator of glucose transport and glycogen synthesis in 3T3-L1 adipocytes.
PubMed:
Antimicrobial and cytotoxic constituents from leaves of Sapium baccatum.
PubMed:
[Study on the chemical constituents of Uvaria microcarpa].
PubMed:
Active compounds against tinea pedis dermatophytes from Ageratina pichinchensis var. bustamenta.
PubMed:
Antifungal activity of Eugenia umbelliflora against dermatophytes.
PubMed:
Phytochemical analyses and gastroprotective effects of Eugenia umbelliflora (Myrtaceae) on experimental gastric ulcers.
PubMed:
Isolation and characterization of xanthine oxidase inhibitory constituents of Pyrenacantha staudtii.
PubMed:
Antiproliferative compounds of Helmiopsis sphaerocarpa from the Madagascar rainforest.
PubMed:
[Studies on chemical constituents of root tuber of cultivated Pseudostellaria heterophylla (Zheshen No. 1)].
PubMed:
[Studies on chemical constituents from roots of Pterospermum heterophyllum].
PubMed:
[Chemical constituents in the leave of Rhizophora stylosa L and their biological activities].
PubMed:
Photochemical alteration of 3-oxygenated triterpenoids: implications for the origin of 3,4-seco-triterpenoids in sediments.
PubMed:
New diterpenoids and the bioactivity of Erythrophleum fordii.
PubMed:
A new cytotoxic prenylated dihydrobenzofuran derivative and other chemical constituents from the rhizomes of Atractylodes lancea DC.
PubMed:
Triterpenoids and a sterol from the stem-bark of Styrax japonica and their protein tyrosine phosphatase 1B inhibitory activities.
PubMed:
[Studies on chemical constituents from whole plants of Crossostephium chinense].
PubMed:
Pentacyclic triterpenoids from the mangrove plant Rhizophora stylosa.
PubMed:
[Triterpenoids and steroids from Excoecaria agallocha].
PubMed:
Validation of HPTLC method for the analysis of taraxerol in Clitoria ternatea.
PubMed:
Lipid biomarkers in suspended particles from a subtropical estuary: assessment of seasonal changes in sources and transport of organic matter.
PubMed:
Triterpene synthases from the Okinawan mangrove tribe, Rhizophoraceae.
PubMed:
[Studies on the chemical constituents of Vaccinium iteophyllum].
PubMed:
Chemical constituents from the roots of Homonoia riparia.
PubMed:
Identification and determination of triterpenoids in Hieracium pilosella L.
PubMed:
Pentacyclic triterpenes with selective bioactivity from Sebastiania adenophora leaves, Euphorbiaceae.
PubMed:
Two novel C29-5beta-sterols from the stems of Opuntia dillenii.
PubMed:
[Study on the chemical constituents of Mitragyna rotundifolia].
PubMed:
Oleanane-type triterpenes of Embelia schimperi leaves.
PubMed:
Two new 18-en-oleane derivatives from marine mangrove plant, Barringtonia racemosa.
PubMed:
Natural product biomarkers as indicators of sources and transport of sedimentary organic matter in a subtropical river.
PubMed:
The chemical constituents of Rhododendron ovatum Planch.
PubMed:
New furofuran and butyrolactone lignans with antioxidant activity from the stem bark of Styrax japonica.
PubMed:
[Studies on chemical constituents of Clerodendrum bungei].
PubMed:
A new triterpenoid: taraxerol-3-beta-O-tridecyl ether from Derris triofoliata.
PubMed:
Studies on the chemical constituents of the roots of Rhododendron molle G. Don.
PubMed:
New cytotoxic terpenoids from the wood of Vepris punctata from the Madagascar Rainforest.
PubMed:
Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica.
PubMed:
Acetylcholinesterase inhibitors from the twigs of Vaccinium oldhami Miquel.
PubMed:
Taraxer-14-en-3beta-ol, an anti-inflammatory compound from Sterculia foetida L.
PubMed:
Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.
PubMed:
[Studies on chemical constituents of Uvaria macrophylia].
PubMed:
[A study on chemical components of Tetrastigma hemsleyanum Diels et Gilg. Native to China].
PubMed:
Anti-inflammatory and antimicrobial activities of triterpenoids from Strobilanthes callosus nees.
PubMed:
Cytotoxic principles from Ventilago leiocarpa.
PubMed:
A phytochemical investigation of Alchornea latifolia.
PubMed:
Taraxerol acetate at 100 K.
PubMed:
Rhizophora mangle (Rhizophoraceae) triterpenoids with insecticidal activity.
PubMed:
Anti-carcinogenic activity of Taraxacum plant. II.
PubMed:
Distribution of pyranocoumarins in Calophyllum cordato-oblongum.
PubMed:
Triterpene alcohols from the flowers of compositae and their anti-inflammatory effects.
PubMed:
[Chemical components of Codonopsis pilosula (Franch.) Nannf. var. volubilis (Nannf.) L.T. Shen].
PubMed:
[Chemical constituents in the leaves of Mangifera persiciformis C.Y. Wu et Y.L. Ming].
PubMed:
[Chemical constituents of Sageretia theezans Brongn].
PubMed:
Antibacterial, antifungal and anthelmintic activities of root barks of Uvaria hookeri and Uvaria narum.
PubMed:
[Chemical constituents of the leaves of Acanthopanax trifoliatus (Linn) Merr].
PubMed:
Isolation of myricadiol, myricitrin, taraxerol, and taraxerone from Myrica cerifera L. root bark.
PubMed:
[Studies on the neutral constituents of Pachysandra terminalis Sieb. et Zucc. II. Identification of taraxerol and isolation of compound-3A and 3B].
PubMed:
[Studies on the constituents of Acanthopanax sciadophylloides Franch. et Sav. 3. Higher fatty acid esters of taraxerol].
PubMed:
Taraxerol from Careya arborea.
PubMed:
The isolation of taraxerol, taraxeryl acetate, and taraxerone from Crossostephium chinense Makino (Compositae).
PubMed:
TARAXEROL FROM CLITORIA TERNATEA LINN.
PubMed:
A new source of taraxerol.