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68612

Supelco

Bakuchiol

analytical standard

Synonym(s):

(S)-Bakuchiol, 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol

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About This Item

Empirical Formula (Hill Notation):
C18H24O
CAS Number:
10309-37-2
Molecular Weight:
256.38
Beilstein/REAXYS Number:
3611720
MDL number:
MFCD01707441
UNSPSC Code:
85151701
PubChem Substance ID:
329761022
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥95.0% (HPLC)

optical activity

[α]/D +24.0 to +30.0°, c = 0.1 in chloroform

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

storage temp.

−20°C

SMILES string

C\C(C)=C/CC[C@@](C)(C=C)\C=C\c1ccc(O)cc1

InChI

1S/C18H24O/c1-5-18(4,13-6-7-15(2)3)14-12-16-8-10-17(19)11-9-16/h5,7-12,14,19H,1,6,13H2,2-4H3/b14-12+/t18-/m1/s1

InChI key

LFYJSSARVMHQJB-QIXNEVBVSA-N

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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.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

363.2 °F - Pensky-Martens closed cup

flash_point_c

184 °C - Pensky-Martens closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD6908
BCCK7461
BCCG7662
BCCG0499
BCCB9679

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Sang Yoon Choi et al.
Journal of medicinal food, 13(4), 1019-1023 (2010-06-18)
The bark of the root and stem of Ulmus davidiana var. japonica has been used as a traditional Korean medicine to treat inflammatory disorders. This plant reportedly exhibits antioxidant, anticancer, and anti-inflammatory effects. A search for biologically active compounds in
Ai-fang Li et al.
Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences, 44(3), 431-436 (2012-06-14)
To analyze cytochrome P450 (CYP) phenotyping for bakuchiol metabolism and study the mechanism of detoxification of bakuchiol by human liver microsomes (HLM) in vitro. The CYP phenotyping for bakuchiol metabolism was determined using HLM combined with CYP specific inhibitors and
Eun-Jeon Park et al.
European journal of pharmacology, 559(2-3), 115-123 (2007-02-13)
Liver fibrosis and cirrhosis may be reversible, possibly through the selective clearance of activated hepatic stellate cells/myofibroblasts by apoptosis. Hepatic stellate cells transdifferentiate into myofibroblast-phenotype cells in culture, a process that recapitulates hepatic stellate cell activation in vivo. Bakuchiol, a
Hongli Chen et al.
Bioorganic & medicinal chemistry, 16(5), 2403-2411 (2007-12-08)
A series of derivatives of bakuchiol were synthesized and tested in vitro for their cytotoxicity, and inhibition of T cell proliferation and B cell proliferation. The data obtained provided preliminary structure-activity relationships of the compounds as immunosuppressive activity.
P-J Hsu et al.
Natural product research, 23(8), 781-788 (2009-05-07)
Bioactivity guided fractionation of an EtOAc extract from Psoralidium tenuiflorum (Pursh) Rydb. (family : Fabaceae) yielded the known compound bakuchiol as a racemic mixture. This compound was purified by liquid-liquid partitioning and chromatography followed by NMR and GCMS characterisation. This
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