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4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol

4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL

CAS: 10309-37-2;17015-60-0

Molecular Formula: C18H24O

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4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol - Names and Identifiers

Name 4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL
Synonyms BAKUCHIOL
Backuchiol
(S)-Bakuchiol
BAKUCHIOL(RG)
BACTRIS GASIPAES FRUIT JUICE
4-(3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-PHENOL
4-[(1E)-7-methyl-3-vinyl-octa-1,6-dienyl]phenol
PHENOL,4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)
7-dimethyl-1,6-octadienyl)-4-(3-ethenyl-(s-(e))-pheno
4-[(1E,3S)-3,7-Dimethyl-3-vinyl-1,6-octadienyl]phenol
4-[(1E,3S)-3-Vinyl-3,7-dimethyl-1,6-octadienyl]phenol
4-[(S,E)-3-Ethenyl-3,7-dimethyl-1,6-octadienyl]phenol
P-(3,7-DIMETHYL-3-VINYLOCTA-TRANS-1,6-DIMETHYL) PHENOL
4-[(1E)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol
PHENOL, 4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)-, (E)-
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol
PHENOL,4-(3-ETHENYL-3,7-DIMETHYL-1,6-OCTADIENYL)-, (E)-()-,
CAS 10309-37-2
17015-60-0
EINECS 685-515-4
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
InChIKey LFYJSSARVMHQJB-WYMLVPIESA-N

4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol - Physico-chemical Properties

Molecular FormulaC18H24O
Molar Mass256.38
Density0.963
Melting Point145-147°C
Boling Point391℃
Flash Point177℃
Solubility Soluble in water, methanol, DMSO and other solvents, insoluble in petroleum ether, chloroform.
Vapor Presure0Pa at 25℃
AppearanceLight yellow oily liquid
ColorOil
BRN3611720
pKa10.10±0.26(Predicted)
Storage ConditionInert atmosphere,Store in freezer, under -20°C
StabilityStable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
SensitiveSensitive to air
Refractive Index1.4500 (estimate)
MDLMFCD01707441
Physical and Chemical PropertiesFruit derived from the leguminous plant Psoralea corylifolia L.

4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol - Risk and Safety

WGK Germany3
RTECSSL3785000
ToxicityLD50 orl-mus: 2560 mg/kg MZHUDX 42,646,80

4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol - Reference

Reference
Show more
1. Fan Lingqiu Xinsong Gao Yang et al. Simultaneous Determination of 10 Components in Psoralea corylifolia by HPLC [J]. Journal of Qiqihar Medical College 2018 39(16):73-76.
2. Huang Xiaojing, Zhou Xiao, Yongsheng. Simultaneous Determination of Psoralen Dihydroflavone and Psoralen Phenol in Psoralea corylifolia L. by HPLC [J]. Chinese Pharmacy 2017(24).
3. Huang Xiaojing, Zhou Xiaoying, Zhou Shiyu. Effect of Cobalt -60 Irradiation on Fingerprint of Psoralea corylifolia L. [J]. Chinese Drug Evaluation, 2015, 000(003):159-161.
4. Chen, Zhi-Jing, et al. "Dietary total prenylflavonoids from the fruits of Psoralea corylifolia L. prevents age-related cognitive deficits and down-regulates Alzheimer's markers in SAMP8 mICE." Molecules 23.1 (2018): 196.https://doi.org/10.3390/molecules230
5. [IF = 4.072] Tiehua Zhang et al. "Estrogenic properties of coumarins and meroterpene from the fruits of Cullen corylifolium: Experimental and computational studies." Phytochemistry. 2018 Aug;152:148
6. [IF = 2.675] Xiumin Chen et al. "Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro." Febs Lett. 2013 Sep;587(18):2930-2935

4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol - Reference Information

LogP5.09 at 20℃ and pH6.31
surface tension 43.92mN/m at 1g/L and 20 ℃
Introduction Psoralen phenol is a plant natural ingredient found on the seeds and leaves of a plant called Psoralen (scientific name: Psoralea corylifolia). It originated in India and plays an important role in Ayurvedic herbal therapy. It is also widely used in many Chinese medicines in China. Psoralen is an effective antioxidant, which can significantly reduce the color difference caused by skin exposure to the external environment, and has a soothing effect. In addition, it can also smooth fine lines and wrinkles. Combining the above advantages, psoralen phenol has appeared in more and more skin care products in recent years. The latest research shows that topical use in skin parts has unique benefits for all skin types.
pharmacological effects psoralen phenol, also known as psoralen, is a light yellow Shan-like liquid. Animal experiments believe that it has a strong selectivity to kidney damage in mice, and it can be used to make nephritis model kernels with cytotoxic activity, which is an effective ingredient for clinical treatment of corns.
skin effect psoralen phenol has no photosensitivity and has a lot of skin. It is a relatively new active ingredient of skin care products in recent years. Based on its oil control, antioxidant, antibacterial, and anti-inflammatory effects, it is the gospel of oil pox skin. Another very important effect of psoralen is anti-aging. CTFA uses psoralen phenol as a cosmetic raw material, which is included in the 2000 edition of the "International Cosmetic Raw Material Standard Chinese Name Catalog" of the China Fragrance Association.
use phytoestrogen-like substance psoralen has the effect of protecting skin from photoaging.
used for content determination/identification/pharmacological experiments and other pharmacological effects: antibacterial effect, anti-implantation and estrogen-like effect
psoralea corylifolia phenol has hypoglycemic, lipid-lowering, anti-inflammatory, antibacterial, antioxidant and liver protection, anti-cancer, antidepressant, estrogen-like effect.
category toxic substances
toxicity classification poisoning
acute toxicity oral administration-mouse LD50:2560 mg/kg; Abdominal cavity-mouse LD50;94 mg/kg
flammability hazard characteristics combustible; combustion produces stimulating smoke
storage and transportation characteristics ventilation and low temperature drying
fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
Last Update:2024-04-09 18:58:34
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol
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View History
4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dien-1-yl]phenol
1-CHLORO-2,5-DIMETHYLBENZENE
N-(2-[3-(ALLYLSULFANYL)-6-METHYL-1,2,4-TRIAZIN-5-YL]VINYL)-4-METHOXYANILINE
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