UMBELLIFERONE

PRODUCT IDENTIFICATION
CAS NO. 93-35-6

7-HYDROXYCOUMARIN
EINECS NO. 202-240-3
FORMULA C9H6O3
MOL WT. 162.14

H.S. CODE

 2932.20.3000

TOXICITY

  
SYNONYMS 7-Hydroxycoumarin : 7-Hydroxy-2H-1-benzopyran-2-one;
7-羟基香豆素; 7-Coumarinyl alcohol; 7-Hidroxicumarina; 7-Hydroxycoumarine; beta-Umbelliferone; 7-HC; 7-Hydroxy-2H-chromen-2-one; Hydrangin; Hydrangine; Umbelliferon; 7-Hidroxicumarina; 7-Hydroxycoumarine; 7-Oxycoumarin; Skimmetin; Skimmetine; Umbelliferon; Umbelliferone
SMILES c12c(cc(O)cc1)oc(=O)cc2

CLASSIFICATION

 Coumarin

EXTRA NOTES

 Active metabolite of coumarin.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE off-white crystalline powder
MELTING POINT

225 - 234 C (Decomposes)
BOILING POINT

 
SPECIFIC GRAVITY

 
SOLUBILITY IN WATER soluble in hot water
SOLVENT SOLUBILITY Freely soluble in acetic acid
pH weak acidic
log P 1.03 (Octanol-water)
OH RATE CONSTANT 4.37E-11 (cm3/molecule-sec at 25 C Atmospheric)
VAPOR DENSITY

 
AUTOIGNITION  

REFRACTIVE INDEX

 
NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0
FLASH POINT

 
STABILITY Stable under normal conditions.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - 7-Hydroxycoumarin

PubChem Compound Summary - 7-Hydroxycoumarin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Umbelliferone

http://www.ebi.ac.uk/chebi/ -  Umbelliferone

http://www.ncbi.nlm.nih.gov/ -  Umbelliferone

Material Safety Data Sheet

http://www.epress.com/
Plant derived phenolic coumarins might play a role as dietary antioxidants because of their consumption in the human diet in fruits and vegetables. Umbelliferone (7-hydroxycoumarin), a derivative of coumarin, is a benzopyrone in nature and it is present in the fruits of Aegle marmelos Correa and Anethum graveolens L. UMB has also been reported to have antioxidant properties. The parent compound coumarin has been reported to reduce blood glucose level. In our studies, UMB has reduced blood glucose and lipid peroxidation and elevated antioxidants?status in plasma and liver of STZ-diabetic rats. But, no detailed study has been carried out on the effect of UMB on lipid peroxidation, antioxidants and lipid profile in the heart and brain of STZ-diabetic rats.

http://www.biochemj.org/
Identification of the human liver cytochrome P-450 responsible for coumarin 7-hydroxylase activity

Local:
Coumarin (anhydride of o-coumaric acid) is white, crystalline lactone, obtainable naturally from several plants, such as tonka bean, lavender, sweet clover grass, strawberries, and cinnamon, or produced synthetically from an amino acid, phenylalanine. It is the principle of dicumarol which inhibits the hepatic synthesis of the vitamin K–dependent coagulation factors. Coumarin derivatives are used widely as anticoagulants (such as warfarin, -OH group is attached at 4 position) for the treatment of disorders in which there is excessive or undesirable clotting, such as thrombophlebitis, pulmonary embolism, and certain cardiac conditions. Coumarin derivatives are also used as rodenticides due to the property of causing fatal hemorrhaging. Coumarin has the characteristic odour like that of vanilla beans. It is used for the preparation of perfumes, soaps, flavourings. The coumarin nucleus (benzo-2-pyrone) is derived cinnamic acid (phenylacrylic skeleton) in the biosynthesis. Accordingly, the hydroxy group attached to coumarin structure at 7 position is important in biosynthesis pathway. Umbelliferone (7-hydroxy coumarin), esculetin (6,7-Dihydroxycoumarin), scopoletin (7-hydroxy-6-methoxycoumarin) are the widespread coumarins in nature. Umbelliferone and its derivatives are suitable for use photoactive agents, sunscreen composition, fluorescent probe and dyes and used in the synthesis of drugs especially anticancer.
SALES SPECIFICATION

APPEARANCE

 off-white crystalline powder
ASSAY

98.0% min
MELTING POINT

225 - 234 C

SULFATED ASH

0.2% max

LOSS ON DRYING

0.5% max
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards:Irritant

GHS

 
SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.

PRECAUTIONARY STATEMENTS

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash skin thoroughly after handling.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/eye protection/face protection.
P302 + P352 IF ON SKIN: Wash with plenty of soap and water.
P304 + P340 IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312 Call a POISON CENTER or doctor/physician if you feel unwell.
P321 Specific treatment (see supplemental first aid instructions on this label).
P332 + P313 If skin irritation occurs: Get medical advice/attention.
P337 + P313 If eye irritation persists: Get medical advice/attention.
P362 Take off contaminated clothing and wash before reuse.
P403 + P233 Store in a well-ventilated place. Keep container tightly closed.
P405 Store locked up.
P501 Dispose of contents/container through a waste management company authorized by the local government. 
EC DIRECTIVES

 
HAZARD CODES

Xi Irritant

RISK PHRASES

 36/37/38: Irritating to eyes, respiratory system and skin

SAFETY PHRASES

26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36  Wear suitable protective clothing

PRICE INFORMATION