Synonym: (S)-Bakuchiol; 4-[(1E,3S)-3-Ethenyl-3,7-dimethyl-1,6-octadien-1-yl]phenol
CAS Number: 10309-37-2
Empirical Formula (Hill Notation): C18H24O
Molecular Weight: 256.38
MDL Number: MFCD01707441
Linear Formula: C18H24O
Product Type: Chemical
assay |
≥95% |
form |
liquid |
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 |
Quality Level |
200 ![External link](https://krackeler.com/images/sigma/ext-link.gif) |
SMILES string |
CC(C)=C/CC[C@@](C)(C=C)C=Cc1ccc(O)cc1 |
storage temp. |
−20°C |
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. |
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. |
RIDADR |
NONH for all modes of transport |
WGK Germany |
WGK 3 |
Flash Point(F) |
Not applicable |
Flash Point(C) |
Not applicable |
Purity |
≥95% |
Storage Temp. |
−20°C |
UNSPSC |
12352200 |