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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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Osamu Ohno et al.
Bioscience, biotechnology, and biochemistry, 74(7), 1504-1506 (2010-07-14)
An EtOH extract of fruits of Piper longum was found to exhibit a potent inhibitory effect against alpha-melanocyte-stimulating hormone (alpha-MSH)-induced melanin production in B16 mouse melanoma cells. Bioassay-directed fractionation led to the isolation of prenylated phenolic compounds bakuchiol, bavachin, and
Ken-ichi Takao et al.
Molecules (Basel, Switzerland), 17(11), 13330-13344 (2012-11-10)
An asymmetric Claisen rearrangement using Oppolzer’s camphorsultam was developed. Under thermal conditions, a geraniol-derived substrate underwent the rearrangement with good stereoselectivity. The absolute configuration of the newly formed all-carbon quaternary stereocenter was confirmed by the total synthesis of (+)-bakuchiol from
Kit-Man Lau et al.
The American journal of Chinese medicine, 38(5), 1005-1014 (2010-09-08)
Fructus Psoraleae and Folium Eucalypti Globuli have long been used as Chinese medicines to treat various ailments such as asthma, eczema and dermatomycosis. In previous studies, their antifungal activities were demonstrated. The aim of the present study was to isolate
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.
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
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