SMB00604

Bakuchiol

≥95%

• 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: 10309-37-2
• Molecular Weight: 256.38
• UNSPSC Code: 12352205
• NACRES: NA.25
• PubChem Substance ID: 329825075
• MDL number: MFCD01707441
• Beilstein/REAXYS Number: 3611720

Properties

• Quality Segment: 200
• assay: ≥95%
• form: liquid
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• 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

Description

General description

Bakuchiol (BAK) is a phenolic meroterpene compound extracted from the fruits and seeds of Psoralea corylifolia. It can also be found in other plants and flowers from the Leguminosae plant family.

Application

Bakuchiol has been used as a reference standard to detect its existence in Psoralea corylifolia L. (PC) using ultra-performance liquid chromatography.

Biochem/physiol Actions

Bakuchiol (BAK) has various pharmacological effects such as antioxidant, antiaging, anti-inflammatory, anti-bacterial, anti-diabetic, cardioprotective, and estrogen-like effects. It is known to have similar efficacy but to be better-tolerated than retinol in improving photoaging. Bakuchiol displays antimicrobial activity against oral microorganisms such as Streptococcus mutans. It is also a DNA polymerase inhibitor and showed anti-tumor activity in human lung adenocarcinoma A549 cells. Bakuchiol has displayed hepatoprotective activity against rat liver damage in both in vitro and in vivo.

Safety Information

• pictograms: GHS09
• signalword: Warning
• hcodes: H410
• pcodes: P273 - P391 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class: 10 - Combustible liquids
• wgk: WGK 3
• flash_point_f: 363.2 °F - Pensky-Martens closed cup
• flash_point_c: 184 °C - Pensky-Martens closed cup