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2-Oxo-(2H)-furo(2,3-h)-1-benzopyran

CAS No.
523-50-2
Chemical Name:
2-Oxo-(2H)-furo(2,3-h)-1-benzopyran
Synonyms
ANGELICIN;ISOPSORALEN;angecin;ANGELICINE;NSC 404563;isopsoralin;ISOPSORALENE;ISOBERGAPTEN;ANGELICIN(P);Angelicin>
CBNumber:
CB9249112
Molecular Formula:
C11H6O3
Molecular Weight:
186.16
MDL Number:
MFCD00064930
MOL File:
523-50-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41
Product description Number Pack Size Price
Angelicin A0956 10mg $301
Angelicin A0956 25mg $662
Angelicin >98.0%(GC) A2573 25mg $315
Angelicin ≥98% 11683 5mg $108
Angelicin ≥98% 11683 10mg $173
More product size

2-Oxo-(2H)-furo(2,3-h)-1-benzopyran Properties

Melting point 132-134°C
Boiling point 104°C/4mmHg(lit.)
Density 1.2477 (rough estimate)
refractive index 1.6310 (estimate)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solid
color White
λmax 302nm(EtOH)(lit.)
BRN 153970
InChI InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
InChIKey XDROKJSWHURZGO-UHFFFAOYSA-N
SMILES C1(=O)OC2C3C=COC=3C=CC=2C=C1
LogP 2.080
CAS DataBase Reference 523-50-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII CZZ080D7BD
IARC 3 (Vol. 40, Sup 7) 1987
NIST Chemistry Reference 2H-furo[2,3-h]-1-benzopyran-2-one(523-50-2)
UNSPSC Code 85151701
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P301+P312+P330-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  Xn,Xi
Risk Statements  20/21/22-36/37/38-40
Safety Statements  26-36/37/39-37/39-36
WGK Germany  3
RTECS  LV0940000
HS Code  29322090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 523-50-2(Hazardous Substances Data)
NFPA 704
0
3 0

2-Oxo-(2H)-furo(2,3-h)-1-benzopyran price More Price(80)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A0956 Angelicin 523-50-2 10mg $301 2026-04-30 Buy
Sigma-Aldrich A0956 Angelicin 523-50-2 25mg $662 2026-04-30 Buy
TCI Chemical A2573 Angelicin >98.0%(GC) 523-50-2 25mg $315 2026-04-30 Buy
Cayman Chemical 11683 Angelicin ≥98% 523-50-2 5mg $108 2026-04-30 Buy
Cayman Chemical 11683 Angelicin ≥98% 523-50-2 10mg $173 2026-04-30 Buy
Product number Packaging Price Buy
A0956 10mg $301 Buy
A0956 25mg $662 Buy
A2573 25mg $315 Buy
11683 5mg $108 Buy
11683 10mg $173 Buy

2-Oxo-(2H)-furo(2,3-h)-1-benzopyran Chemical Properties,Uses,Production

Synthesis

Iodination of commercially available umbelliferone (7-hydroxycoumarin) yields 7-hydroxy-8-iodocoumarin. Acetoxy group can be introduced into hydroxyl of 7-hydroxy-8-iodocoumarin, which is used to create vaginol or vaginidiol with an isopropyl Grignard reagent and commercially available epoxy aldehydes. Subsequent acid-catalysed fragmentation of vaginol with dichloromethane in trifluoroacetic acid yields angelicin.

Toxicity

The LD50 of angelicin is 322 mg/kg which shows acute toxicity if orally administered to rats. The possible consequences are alteration in circadian rhythm and righting reflex, ataxia and analgesia.

Description

Angelicin is a furanocoumarin typically isolated from the seeds of P. corylifolia. Like other furanocoumarins, angelicin has antibacterial activities against a number of Gram (+) and Gram (-) bacteria. It has also been shown to prevent tacrine-induced cytotoxicity in human liver-derived HepG2 cells (EC50 = 47 μg/ml) and vascular relaxation in phenylephrine-precontracted rat aorta. Angelicin also weakly inhibits topoisomerase II (IC50 = 404 μM).

Chemical Properties

White Solid

Uses

Antifungal

Definition

ChEBI: Angelicin is a furanocoumarin.

Synthesis Reference(s)

Tetrahedron, 51, p. 3087, 1995 DOI: 10.1016/0040-4020(95)00070-O

Clinical Use

Angelicin derivatives are used to treat psoriasis and cancer. One way of treating these diseases is by photochemotherapy (PUVA) which combines UV irradiation with photosensitizing chemical. Also, it was shown that it is actively inhibits the synthesis of nucleic acids in tumor cells thereby decreasing their growth.

References

[1] NAZNIN A. KHATUNE . Antibacterial compounds from the seeds of Psoralea corylifolia[J]. Fitoterapia, 2004, 75 2: Pages 228-230. DOI: 10.1016/j.fitote.2003.12.018
[2] HYUN CHO1. Bakuchiol: A Hepatoprotective Compound of Psoralea corylifolia on Tacrine-Induced Cytotoxicity in Hep G2 Cells[J]. Planta medica, 2001, 67 1: 750-751. DOI: 10.1055/s-2001-18347
[3] XIANG LI. Bakuchicin induces vascular relaxation via endothelium-dependent NO-cGMP signaling.[J]. Phytotherapy Research, 2011, 25 10: 1574-1578. DOI: 10.1002/ptr.3478
[4] NAN JUN SUN. DNA Polymerase and Topoisomerase II Inhibitors from Psoralea corylifolia[J]. Journal of Natural Products , 2003, 66 5: 734. DOI: 10.1021/np030135t

Global( 372)Suppliers
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View Lastest Price from 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Angelicin pictures 2026-07-27 Angelicin
523-50-2
99.98% 10g TargetMol Chemicals Inc.
Angelicin pictures 2024-04-02 Angelicin
523-50-2
$1050.00 1g 98 500 Kg R&D Scientific Inc.
Isopsoralen pictures 2023-02-24 Isopsoralen
523-50-2
5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Angelicin pictures
  • Angelicin
    523-50-2
  • $0.00
  • 99.98%
  • TargetMol Chemicals Inc.
  • Angelicin pictures
  • Angelicin
    523-50-2
  • $1050.00
  • 98
  • R&D Scientific Inc.
  • Isopsoralen pictures
  • Isopsoralen
    523-50-2
  • $0.00
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
ANGELICINE ISOBERGAPTEN ISOPSORALENE 2-OXO-[2H]-FURO[2,3-H]-1-BENZOPYRAN furo(5’,4’,7,8)coumarin furo(5’,4’:7,8)coumarin isopsoralin Isopsoralen (Angelicin) FURO(2,3-H)BENZOPYRAN-2-ONE ANGELICINE hplc PHYTOSTEROLE GRANULAR Angelicin【coumarin derivative】 ANGELICIN (BAKUCHICIN)(RG) ANGELICIN (BAKUCHICIN)(SH) ANGELICIN(P) isopsoralen 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran Angelicin Isopsoralen 523-50-2 2-furo[2,3-h][1]benzopyranone NSC 404563 2H-Furo[2,3-h]chromen-2-one Angelicin, froM Psoralea corylifolia L. Angelicin, 98%, from Psoralea corylifolia L. 2h-furo(2,3-h)(1)benzopyran-2-one 2h-furo(2,3-h)-1-benzopyran-2-one 3-(4-hydroxy-5-benzofuranyl)-2-propenoicacidelta-lactone 3-(4-hydroxy-5-benzofuranyl)-2-propenoicacidgamma-lactone 4-hydroxy-5-benzofuranacrylicacidgamma-lactone angecin angelicin(coumarinderiv) furo(2,3-h)coumarin Angelicin> Angelicin-RM Phytosterole Granular(Angelicin) Angelicin[A0956] Angelicin (Standard) ANGELICIN ISOPSORALEN 523-50-2 BioChemical Apoptosis and Cell Cycle Cell Signaling and Neuroscience Cell Biology DNA metabolism DNA Intercalators and Crosslinkers Inhibitors chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Heterocycles Heterocyclic Compounds Coumarins Miscellaneous Natural Products