17015-60-0

Basic information

• Product Name: BAKUCHIOL
• Synonyms: BAKUCHIOL;PHENOL, 4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)-, (E)-;BAKUCHIOL: PHENOL,4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)-, (E)-()-,;PHENOL,4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)
• CAS NO: 17015-60-0
• Molecular Formula: C₁₈H₂₄O
• Molecular Weight: 256.38
• Mol File: 17015-60-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 382.7oC at 760 mmHg
• Flash Point: 172.6oC
• Appearance: /
• Density: 0.97g/cm3
• Vapor Pressure: 1.1E-06mmHg at 25°C
• Refractive Index: 1.554
• PKA: 10.10±0.26(Predicted)
• CAS DataBase Reference: BAKUCHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: BAKUCHIOL(17015-60-0)
• EPA Substance Registry System: BAKUCHIOL(17015-60-0)

Safety Data

• Hazardous Substances Data: 17015-60-0(Hazardous Substances Data)

Usage

General Description

Bakuchiol is a natural chemical compound derived from the seeds and leaves of the Psoralea corylifolia plant, and it has gained attention in the skincare industry for its potential anti-aging and skin-brightening properties. It is often referred to as a natural alternative to retinol, as it has been found to have similar effects on the skin, such as stimulating collagen production and reducing the appearance of wrinkles and fine lines. Additionally, bakuchiol has shown promise in reducing hyperpigmentation and improving overall skin tone. Its anti-inflammatory and antioxidant properties also make it a popular ingredient in skincare products, where it is used to help improve the overall health and appearance of the skin while being gentle and well-tolerated, especially by those with sensitive skin.

InChI:InChI=1/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

Upstream product

• 17015-63-3 (S,E)-1-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)-4-methoxybenzene 
• 5703-26-4 4-Methoxyphenylacetaldehyde 
• 6138-90-5 trans-geranyl bromide 
• 80-59-1 Tiglic acid 
• 485385-65-7 (S)-2-ethenyl-2,6-dimethylhept-5-en-1-ol 
• 1492057-03-0 C₂₇H₃₈OSi 
• 1492057-02-9 (S)-((2-(2-bromoethyl)-2-methylbut-3-en-1-yl)oxy)(tert-butyl)diphenylsilane 
• 1492057-01-8 (S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methylpent-4-en-1-ol 
• 1492056-99-1 (S)-tert-butyl 3-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methylpent-4-enoate 
• 1492056-88-8 (S)-tert-butyl 3-(hydroxymethyl)-3-methylpent-4-enoate 
• 1492056-85-5 (S)-tert-butyl 3-((R)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-3-methylpent-4-enoate 
• 1020108-56-8 (3S)-3-ethenyl-1-(4-methoxyphenyl)-3,7-dimethyloct-6-en-2-yl methanesulfonate 
• 1020108-55-7 (3S)-3-ethenyl-1-(4-methoxyphenyl)-3,7-dimethyloct-6-en-2-ol 
• 1020108-54-6 (S)-2-ethenyl-2,6-dimethylhept-5-enal 

Downstream Products

• 74921-91-8 bakuchiol ethyl ether 
• 74921-92-9 (S,E)-1-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)-4-propoxybenzene 
• 1026776-51-1 C₁₉H₂₄O₂ 
• 1026776-58-8 (S,E)-4-(3,7-dimethyl-3-vinylocta-1,6-dien-1-yl)-2-nitrophenol 
• 1026776-43-1 12,13-diolbakuchiol 

Related news

Isolation and identification of metabolites of BAKUCHIOL (cas 17015-60-0) in rats08/12/2019

Bakuchiol, the main active component of Psoralea corylifolia, showed a range of significant pharmacological activities, including antimicrobial, antiinflammatory, reduction of bone loss and estrogenic activities. In this research, 12 metabolites, including 11 new compounds, were isolated from th...detailed

BAKUCHIOL (cas 17015-60-0) exhibits anti-metastasis activity through NF-κB cross-talk signaling with AR and ERβ in androgen-independent prostate cancer cells PC-308/11/2019

Androgen-independent prostate cancer (PCa) is a developed tumor derived from the local androgen dependent PCa, which often affects elderly men. Psoralea corylifolia L, a traditional Chinese medicine, has been widely used for PCa treatment as an important part of a common prescription, while the ...detailed

Metabolic detoxification of BAKUCHIOL (cas 17015-60-0) is mediated by oxidation of CYP 450s in liver microsomes08/10/2019

Bakuchiol, one of bioactive compounds isolated from the dried ripe fruits of Psoralea corylifolia L., possesses a variety of pharmacological activities. In this study, the metabolites of bakuchiol in rat liver microsomes as well as their cytotoxicities were studied. A total of eight metabolites ...detailed

BAKUCHIOL (cas 17015-60-0) suppresses oestrogen/testosterone-induced Benign Prostatic Hyperplasia development through up-regulation of epithelial estrogen receptor β and down-regulation of stromal aromatase08/09/2019

Estrogens and androgens play critical roles during benign prostatic hyperplasia (BPH) development. Estrogen receptors (ERs), androgen receptor (AR) and aromatase, the key conversion enzyme of androgen to estrogen, are thought to be the effective targets for BPH treatment. Bakuchiol (Ba)-containi...detailed

Relevant articles and documents

Enantioselective Synthesis of Quaternary Stereocenters via Chromium Catalysis

Asymmetric allylation of aldehydes with γ-disubstituted allyl halides has been achieved in the presence of a sulfonamide/oxazoline chromium complex. A variety of synthetically useful α-homoallylic alcohols with two consecutive stereogenic centers, including one quaternary carbon, can be accessed in a highly diastereoselective and enantioselective manner.

A short synthesis of (+)-bakuchiol

The concise enantioselective total synthesis of (+)-bakuchiol has been achieved using an asymmetric 1,4-addition to construct its all-carbon chiral quaternary center based on the induction of chirality by the (2′S)-2′-phenyloxazolidinone auxiliary, followed by a one-pot transformation under aldol reaction conditions. The synthesis was completed in four steps from (E)-geranic acid in an overall yield of 53%. Georg Thieme Verlag Stuttgart · New York.

Asymmetric construction of all-carbon quaternary stereocenters by chiral-auxiliary-mediated claisen rearrangement and total synthesis of (+)-Bakuchiol

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 the rearrangement product.