Bergaptol | CAS#486-60-2 | photosensitizing

MedKoo Cat#: 585033 | Name: Bergaptol

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bergaptol is a natural 5-hydroxyfurocoumarin found in lemon, bergamot and other plants. Some studies have confirmed its anti-cancer, anti-inflammatory and anti-atherogenic functions, indicating that it may have significant medicinal value.

Chemical Structure

Bergaptol

CAS#486-60-2

Theoretical Analysis

MedKoo Cat#: 585033

Name: Bergaptol

CAS#: 486-60-2

Chemical Formula: C11H6O4

Exact Mass: 202.0266

Molecular Weight: 202.17

Elemental Analysis: C, 65.35; H, 2.99; O, 31.66

Price and Availability

Size	Price	Availability
50mg	USD 250.00	2 Weeks
100mg	USD 450.00	2 Weeks
250mg	USD 850.00	2 Weeks

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Related CAS #

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Synonym

Psoralin, 5-hydroxy-; 5-Hydroxypsoralen

IUPAC/Chemical Name

7H-Furo(3,2-g)(1)benzopyran-7-one, 4-hydroxy- (8CI)(9CI)

InChi Key

GIJHDGJRTUSBJR-UHFFFAOYSA-N

InChi Code

InChI=1S/C11H6O4/c12-10-2-1-6-9(15-10)5-8-7(11(6)13)3-4-14-8/h1-5,13H

SMILES Code

O=C1C=CC2=C(O)C3=C(OC=C3)C=C2O1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 202.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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Constitutive expression of bergaptol O-methyltransferase in Glehnia littoralis cell cultures. Plant Cell Rep. 2009 Feb;28(2):257-65. doi: 10.1007/s00299-008-0631-9. Epub 2008 Oct 31. PubMed PMID: 18974989. 5: Melough MM, Vance TM, Lee SG, Provatas AA, Perkins C, Qureshi A, Cho E, Chun OK. Furocoumarin Kinetics in Plasma and Urine of Healthy Adults Following Consumption of Grapefruit (Citrus paradisi Macf.) and Grapefruit Juice. J Agric Food Chem. 2017 Apr 12;65(14):3006-3012. doi: 10.1021/acs.jafc.7b00317. Epub 2017 Mar 29. PubMed PMID: 28322044. 6: Hehmann M, Lukacin R, Ekiert H, Matern U. Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase. Eur J Biochem. 2004 Mar;271(5):932-40. PubMed PMID: 15009205. 7: Lee SG, Kim K, Vance TM, Perkins C, Provatas A, Wu S, Qureshi A, Cho E, Chun OK. Development of a comprehensive analytical method for furanocoumarins in grapefruit and their metabolites in plasma and urine using UPLC-MS/MS: a preliminary study. 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PubMed PMID: 22785469. 12: Uto T, Tung NH, Taniyama R, Miyanowaki T, Morinaga O, Shoyama Y. Anti-inflammatory Activity of Constituents Isolated from Aerial Part of Angelica acutiloba Kitagawa. Phytother Res. 2015 Dec;29(12):1956-63. doi: 10.1002/ptr.5490. Epub 2015 Oct 14. PubMed PMID: 26463105. 13: Messer A, Raquet N, Lohr C, Schrenk D. Major furocoumarins in grapefruit juice II: phototoxicity, photogenotoxicity, and inhibitory potency vs. cytochrome P450 3A4 activity. Food Chem Toxicol. 2012 Mar;50(3-4):756-60. doi: 10.1016/j.fct.2011.11.023. Epub 2011 Dec 3. PubMed PMID: 22155270. 14: Ohnishi A, Matsuo H, Yamada S, Takanaga H, Morimoto S, Shoyama Y, Ohtani H, Sawada Y. Effect of furanocoumarin derivatives in grapefruit juice on the uptake of vinblastine by Caco-2 cells and on the activity of cytochrome P450 3A4. Br J Pharmacol. 2000 Jul;130(6):1369-77. PubMed PMID: 10903978; PubMed Central PMCID: PMC1572193. 15: Yang YF, Zhang L, Zhang YB, Yang XW. 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Prenylated flavonoids, monoterpenoid furanocoumarins and other constituents from the twigs of Dorstenia elliptica (Moraceae). Phytochemistry. 2004 Jan;65(2):221-6. PubMed PMID: 14732282. 19: Chaudhary A, Yadav BS, Singh S, Maurya PK, Mishra A, Srivastva S, Varadwaj PK, Singh NK, Mani A. Docking-based Screening of Ficus religiosa Phytochemicals as Inhibitors of Human Histamine H2 Receptor. Pharmacogn Mag. 2017 Oct;13(Suppl 3):S706-S714. doi: 10.4103/pm.pm_49_17. Epub 2017 Oct 11. PubMed PMID: 29142437; PubMed Central PMCID: PMC5669120. 20: Myung K, Manthey JA, Narciso JA. Biotransformations of 6',7'-dihydroxybergamottin and 6',7'-epoxybergamottin by the citrus-pathogenic fungi diminish cytochrome P450 3A4 inhibitory activity. Bioorg Med Chem Lett. 2012 Mar 15;22(6):2279-82. doi: 10.1016/j.bmcl.2012.01.081. Epub 2012 Jan 30. PubMed PMID: 22342630.