ChemicalBook > CAS DataBase List > BERGAPTOL

BERGAPTOL

Product Name
BERGAPTOL
CAS No.
486-60-2
Chemical Name
BERGAPTOL
Synonyms
4-HYDROXYPSORALEN;BERGAPTOL;NSC 341958;Bergaptolc;BERGAPTOL hplc;5-HYDROXYPSORALEN;4-Hydroxybergapten;BERGAPTOL WITH HPLC;5-Hydroxyfuranocoumarin;5-Hydroxy-6,7-furanocouMarin
CBNumber
CB9340774
Molecular Formula
C11H6O4
Formula Weight
202.16
MOL File
486-60-2.mol
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BERGAPTOL Property

Melting point:
287-290°C
Boiling point:
311.9±11.0 °C(Predicted)
Density 
1.526±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
6.80±0.20(Predicted)
color 
Pale Beige to Pale Brown
BRN 
190104
LogP
1.405 (est)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36
Safety Statements 
22-24/25-26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
62707
Product name
Bergaptol
Purity
analytical standard
Packaging
10mg
Price
$649
Updated
2022/05/15
TRC
Product number
B318510
Product name
Bergaptol
Packaging
25mg
Price
$180
Updated
2021/12/16
Usbiological
Product number
003883
Product name
Bergaptol
Packaging
25mg
Price
$496
Updated
2021/12/16
TRC
Product number
B318510
Product name
Bergaptol
Packaging
250mg
Price
$1390
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB18556
Product name
Bergaptol
Packaging
2mg
Price
$60
Updated
2021/12/16
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BERGAPTOL Chemical Properties,Usage,Production

Chemical Properties

White powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It comes from the fruit of Citrus medica L. Var. Sarcodactylis of the Rutaceae family.

Uses

A hydroxylated psoralen that acts as a potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC50 value of 24.92 and 42.93 μM, respectively. Recent studies suggest that it may have antiproliferative and anticancer properties.

Definition

ChEBI: Bergaptol is a member of psoralens and a 5-hydroxyfurocoumarin. It is a conjugate acid of a bergaptol(1-).

Synthesis

484-20-8

486-60-2

mL) solution in dichloromethane (CH2Cl2, 3.5 mmol) was slowly added dropwise via a glass syringe to a 1 M solution of boron tribromide (BBr3, 4 mmol) in dichloromethane. The reaction mixture was stirred at 0°C for 1-2 hours. Upon completion of the reaction, the reaction was quenched by the addition of crushed ice and the reaction mixture was extracted with dichloromethane (CH2Cl2) and washed several times with water. The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated to dryness under reduced pressure to give the target phenolic compound.

in vivo

Bergaptol (10-40 mg/kg, i.p., once a day for two weeks) improves the cognitive impairment in LPS-treated mice[4].

Animal Model:LPS (40 μg/kg, i.c.v.)-treated mice[4]
Dosage:10-40 mg/kg
Administration:i.p., once a day for two week
Result:Reduced LPS-induced fixation and cleavage of neuronal nuclei in the CA1 region of the hippocampus (H&E staining).
Increasead the dendritic spine density of mice.
Inhibited LPS-induced neuroinflammation.

target

CYP3A4

IC 50

CYP3

References

[1] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 20, p. 2593 - 2598
[2] Organic and Biomolecular Chemistry, 2006, vol. 4, # 8, p. 1604 - 1610
[3] European Journal of Medicinal Chemistry, 2013, vol. 60, p. 155 - 169
[4] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 2, p. 784 - 788
[5] Patent: WO2004/37827, 2004, A1. Location in patent: Page 26

BERGAPTOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BERGAPTOL manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Bergaptol 486-60-2
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06
Shanghai Standard Technology Co., Ltd.
Product
Bergaptol 486-60-2
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
100 g
Release date
2020-08-13
Career Henan Chemical Co
Product
BERGAPTOL 486-60-2
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08

486-60-2, BERGAPTOLRelated Search:

ALLOISOIMPERATORIN Isoimperatorin Bergapten BERGAPTOL ISOPIMPINELLIN Bergamotine BYAKANGELICIN BERGAPTOL(SH) ISOOXYPEUCEDANIN OXYPEUCEDANIN HYDRATE phellopterin BYAKANGELICOL 5,8-DIHYDROXYPSORALEN BERGAPTOL ALLYL ETHER NEOBYAKANGELICOL BYAKANGELICIN bergaptol-O-glucopyranoside AKOS 244-100

  • 4-HYDROXYPSORALEN
  • BERGAPTOL
  • BERGAPTOL hplc
  • BERGAPTOL WITH HPLC
  • 4-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one
  • 4-Hydroxybergapten
  • 5-Hydroxy-6,7-furanocouMarin
  • NSC 341958
  • 4-hydroxy-7H-furo[3,2-g]chroMen-7-one
  • 4-Hydroxy-furo[3,2-g]chromen-7-one
  • Bergaptol (5-Hydroxypsoralen
  • 4-hydroxy-7-furo[3,2-g][1]benzopyranone
  • 5-HYDROXYPSORALEN
  • Bergaptol, 98%, from Citrus medica L. var. sarcodactylis Swingle
  • 7H-Furo[3,2-g][1]benzopyran-7-one,4-hydroxy-
  • Bergaptolc
  • 5-Hydroxyfuranocoumarin
  • 486-60-2
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Coumarins
  • Miscellaneous