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ChemicalBook >  Product Catalog >  Natural Products >  Terpenes >  (4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one

(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one

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(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one Basic information

Product Name:
(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
Synonyms:
  • (4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one
  • D-Friedoolean-14-en-3-one
  • Taraxera-14-ene-3-one
  • Taraxerone, 98%, from Adenophora tetraphylla(Thunb.)Fisch
  • Taraxeron
  • 27-Norolean-14-en-3-one,13-methyl-, (13a)-
  • Tarxerone
  • 27-Norolean-14-en-3-one, 13-methyl-, (13α)-
CAS:
514-07-8
MF:
C30H48O
MW:
424.7
Mol File:
514-07-8.mol
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(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one Chemical Properties

Melting point:
241-243 °C
Boiling point:
488.3±44.0 °C(Predicted)
Density 
1.01±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
form 
Solid
color 
White to off-white
LogP
10.480 (est)
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Safety Information

HS Code 
29143990
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(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-one Usage And Synthesis

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from light bamboo leaves and dandelion.

Uses

Taraxerone is isolated from Sedum sarmentosum. Taraxerone enhances effects on alcohol dehydrogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities with EC50 values of 512.42 and 500.16 μM, respectively[1].

Definition

ChEBI: A natural product found in Cupania cinerea.

in vivo

Taraxerone significantly lowers the plasma alcohol and acetaldehyde concentrations in mice. Compare to the control group, the ADH and ALDH expressions in the liver tissues are abruptly increased in the taraxerone-treated groups after ethanol exposure[1]. Taraxerone prevents catalase, superoxide dismutase, and reduces glutathione concentrations from the decrease induced by ethanol administration[1].

References

[1] Sung CK, et al. Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions.Food Chem Toxicol. 2012 Jul;50(7):2508-14. DOI:10.1016/j.fct.2012.04.031

(4aS,6aS,6aR,8aR,12aS,14aS,14bS)-4,4,6a,6a,8a,11,11,14b-octamethyl-2,4 a,5,6,8,9,10,12,12a,13,14,14a-dodecahydro-1H-picen-3-oneSupplier

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