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Umbelliferone

Umbelliferone structure

CAS No:
93-35-6
Formula:
C9H6O3
Chemical Name:
Umbelliferone
Synonyms:
2H-1-Benzopyran-2-one,7-hydroxy-;Coumarin,7-hydroxy-;7-Hydroxy-2H-1-benzopyran-2-one;Hydrangine;7-Hydroxycoumarin;7-Oxycoumarin;Skimmetin;Skimmetine;Umbelliferone;Hydrangin;Umbelliferon;7-Hydroxy-2-chromenone;7-Hydroxy-2H-chromen-2-one;NSC 19790;7-Hydroxylcoumarin;1391-97-5;1082662-10-9
Categories:
Biochemical Engineering > Chinese Herbs

Description

Umbelliferone, a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

Solid

Umbelliferone is a hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. It has a role as a fluorescent probe, a plant metabolite and a food component.

Umbelliferone Basic Attributes

Molecular Weight：

162.14

Exact Mass：

162.14

BRN：

127683

EC Number：

202-240-3

UNII：

60Z60NTL4G

NSC Number：

19790

DSSTox ID：

DTXSID5052626

HScode：

29322980

Characteristics

PSA：

46.5

XLogP3：

1.6

Appearance：

Off-white to beige-brownish Powder and Agglomerate

Density：

1.4±0.1 g/cm3

Melting Point：

230.5 °C

Boiling Point：

382ºC

Flash Point：

181.2±19.3 °C

Refractive Index：

1.640

Water Solubility：

H2O: 1 g/100 mL (100 ºC);dioxane: soluble

Storage Conditions：

-20°C Freezer

Toxicity：

LD50 intravenous in mouse: 450mg/kg

Collision Cross Section：

154.46 Å² [M+Na]+ [CCS Type: DT, Method: stepped-field]|130.56 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|130.1 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

GN6820000

Marks：

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 199 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Metabolism/Metabolites：

7-Hydroxycoumarin is a known human metabolite of 7-ethoxycoumarin, 7-methoxycoumarin, and coumarin.

MeSH Entry Terms：

7-hydroxycoumarin

Umbelliferone Use and Manufacturing

Methods of Manufacturing

Umbrella ketone is obtained by condensing 2, 4-dihydroxyacetophenone and malic acid in the presence of sulfuric acid at 90-130℃ to eliminate acetyl groups.

Uses

In sunscreen lotions and creams; as intracellular and pH sensitive fluorescent indicator and blood-brain barrier probe.

Computed Properties

Molecular Weight:162.14
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:162.031694049
Monoisotopic Mass:162.031694049
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Resorcinol

Propiolic acid

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Guide of Umbelliferone

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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