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
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)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36
- Safety Statements
- 22-24/25-26
- WGK Germany
- 3
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.
N-Bromosuccinimide Price
- Product number
- 62707
- Product name
- Bergaptol
- Purity
- analytical standard
- Packaging
- 10mg
- Price
- $649
- Updated
- 2022/05/15
- Product number
- B318510
- Product name
- Bergaptol
- Packaging
- 25mg
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 003883
- Product name
- Bergaptol
- Packaging
- 25mg
- Price
- $496
- Updated
- 2021/12/16
- Product number
- B318510
- Product name
- Bergaptol
- Packaging
- 250mg
- Price
- $1390
- Updated
- 2021/12/16
- Product number
- FB18556
- Product name
- Bergaptol
- Packaging
- 2mg
- Price
- $60
- Updated
- 2021/12/16
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
- 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
- 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
- Product
- BERGAPTOL 486-60-2
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-08