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Merck
CN

75934

3β-Taraxerol

analytical standard

Synonym(s):

(3β)-D-Friedoolean-14-en-3-ol, (3β13α)-13-Methyl-27-norolean-14-en-3-ol, Alnulin, Skimmiol, Taraxerol, Tiliadin

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About This Item

Empirical Formula (Hill Notation):
C30H50O
CAS Number:
127-22-0
Molecular Weight:
426.72
NACRES:
NA.24
PubChem Substance ID:
329766775
UNSPSC Code:
85151701
MDL number:
MFCD13186859

Key Documents

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InChI

1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24-,27-,28-,29-,30+/m0/s1

SMILES string

CC1(C)CC[C@]2(C)CC=C3[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@@]3(C)[C@]2([H])C1

InChI key

GGGUGZHBAOMSFJ-GADYQYKKSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4486
BCCH8354
BCCC9135
BCBZ9455
BCBT5837

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Min-Qing Tian et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 33(4), 405-408 (2008-06-07)
To study the chemical constituents of Excoecaria agallocha L. The constituents were isolated and purified by repeated column chromatography and their structures were elucidated by spectroscopic analysis. Six triterpenoids including taraxerone (1), beta-amyrin acetate (2), 3beta-[(2E,4E)-6-oxo-decadienoyloxy]-olean-12-ene (3), taraxerol (4), acetylaleuritolic
Xiangyang Yao et al.
International immunopharmacology, 15(2), 316-324 (2013-01-22)
Taraxerol, a triterpenoid compound, has potent anti-inflammatory effects. However, the molecular mechanisms are not clear. In the study, taraxerol concentration dependently inhibited nitric-oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) at the protein and mRNA levels and these inhibitions decreased the production
Venkatesan Kumar et al.
Phytochemical analysis : PCA, 19(3), 244-250 (2007-11-13)
A new, simple, sensitive, selective and precise HPTLC method has been developed for the determination of taraxerol in Clitoria ternatea L. Determination of taraxerol was performed on TLC aluminium plates. Linear ascending development was carried out in twin trough glass
Bernd R T Simoneit et al.
Chemosphere, 74(4), 543-550 (2008-11-22)
The reactivity of higher plant derived 3-oxy-triterpenoids to sunlight was investigated using a series of pure reference standards both under simulated and real solar exposure. The majority of the exposed compounds showed reactivity to light, particularly to simulated sunlight and
Shuai Li et al.
Journal of Asian natural products research, 11(7), 652-657 (2010-02-26)
Two new triterpenoids taraxer-14-ene-1alpha,3beta-diol (1) and 3beta-hydroxytaraxer-14-ene-1-one (2), together with the known triterpenes taraxerol (3), betulin (4), betulinic acid (5), sumaresinolic acid (6), and 5-hydroxy-2-methoxy-1,4-naphthoquinone (7), 5,7-dihydroxy-6,8-dimethylchromone (8), alpha-monpalmitin (9), palmitic acid (10), 6beta-hydroxystigmast-4-en-3-one (11), beta-sitostero1 (12), have been isolated
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