Scopoletin

Scopoletin
Compound Structure:
Synonyms: scopoletin; 92-61-5 ;Gelseminic acid ;7-Hydroxy-6-methoxy-2H-chromen-2-one; 6-Methylesculetin
Compound ID: NMPC-1472
PubChem ID:

5280460

Molecular Formula: C10H8O4
Canonical SMILES: COC1=C(C=C2C(=C1)C=CC(=O)O2)O
InChIKey: RODXRVNMMDRFIK-UHFFFAOYSA-N
About the compound:

Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urticadioica), passion flower (Passiflora), noni (Morindacitrifolia fruit) and European black nightshade (Solanumnigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects.

GHS Hazard Statements

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

192.17 g/mol

XLogP3-AA

1.5

Hydrogen Bond Donor Count

1

Hydrogen Bond Acceptor Count

4

Rotatable Bond Count

1

Exact Mass

192.04225873 g/mol

Monoisotopic Mass

192.04225873 g/mol

Topological Polar Surface Area

55.8Ų

Heavy Atom Count

14

Formal Charge

0

Complexity

261

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Solid

Melting Point

204 °C

Source: PubChem                        

Source Species: Talinum triangulare
Download SDF