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Bakuchiol

analytical standard

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Synonym(s):
(S)-Bakuchiol, 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol
Empirical Formula (Hill Notation):
C18H24O
CAS Number:
Molecular Weight:
256.38
Beilstein:
3611720
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 3


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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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