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

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 40 (1986),p. 291.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.

The Angelicin, with the CAS registry number 523-50-2, is also known as 2H-Furo[2,3-h]chromen-2-one. It belongs to the product categories of Coumarins; Miscellaneous Natural Products; Heterocyclic Compounds; Heterocycles. This chemical's molecular formula is C₁₁H₆O₃ and molecular weight is 186.16. What's more, its IUPAC name is called Furo[2,3-h]chromen-2-one.

Physical properties about Angelicin are: (1)ACD/LogP: 1.974; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.97; (4)ACD/LogD (pH 7.4): 1.97; (5)ACD/BCF (pH 5.5): 18.62; (6)ACD/BCF (pH 7.4): 18.62; (7)ACD/KOC (pH 5.5): 282.23; (8)ACD/KOC (pH 7.4): 282.23; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 39.44 Å²; (13)Index of Refraction: 1.667; (14)Molar Refractivity: 49.909 cm³; (15)Molar Volume: 134.007 cm³; (16)Polarizability: 19.785×10^-24cm³; (17)Surface Tension: 55.501 dyne/cm; (18)Density: 1.389 g/cm³; (19)Flash Point: 173.107 °C; (20)Enthalpy of Vaporization: 60.859 kJ/mol; (21)Boiling Point: 362.621 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Angelicin: this chemical can be prepared by 2-oxo-2H-furo[2,3-h]chromene-8-carboxylic acid. This reaction needs reagent Cu powder and solvent quinoline at temperature of 210 °C. The reaction time is 1 hour.

Uses of Angelicin: (1) it is used as antifungal; (2) it is used to produce other chemicals. For example, it can produce furo[2,3-h]chromene-2-thione. The reaction occurs with reagent phosphorus pentasulfide, solvent pyridine and other condition of heating for 4 hours. The yield is 45 %.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. And it is irritating to eyes, respiratory system and skin. In addition, it has limited evidence of a carcinogenic effect and it is harmful by inhalation, in contact with skin and if swallowed. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C\2Oc3c1ccoc1ccc3/C=C/2
(2) InChI: InChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
(3) InChIKey: XDROKJSWHURZGO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	254mg/kg (254mg/kg)	BEHAVIORAL: ATAXIA BEHAVIORAL: ANALGESIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.
rat	LD50	intraperitoneal	165mg/kg (165mg/kg)	BEHAVIORAL: ANALGESIA BEHAVIORAL: ATAXIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.
rat	LD50	oral	322mg/kg (322mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ANALGESIA BEHAVIORAL: ATAXIA	Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.