Isoliquiritigenin

Isoliquiritigenin
Compound Structure:
Synonyms: (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one; isoliquiritigenin; 2',4,4'-Trihydroxychalcone; 4,2',4'-Trihydroxychalcone; 6'-deoxychalcone; Isoliquiritigen; 2',4',4-Trihydroxychalcone; Chalcone, 2',4,4'-trihydroxy-; trihydroxychalcone
Compound ID: NMPC-1156
PubChem ID:

638278
Molecular Formula: C15H12O4
Canonical SMILES: C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O
InChIKey: DXDRHHKMWQZJHT-FPYGCLRLSA-N
About the compound:

Isoliquiritigenin is a member of the class of chalcones that is trans-chalconehydroxylated at C-2', -4 and -4'. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, a biological pigment, a NMDA receptor antagonist, a GABA modulator, a metabolite, an antineoplastic agent and a geroprotector. It is functionally related to a trans-chalcone. It is a conjugate acid of an isoliquiritigenin(1-).

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 (80%): 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

256.25 g/mol

XLogP3-AA

3.2

Hydrogen Bond Donor Count

3

Hydrogen Bond Acceptor Count

4

Rotatable Bond Count

3

Exact Mass

256.07355886 g/mol

Monoisotopic Mass

256.07355886 g/mol

Topological Polar Surface Area

77.8Ų

Heavy Atom Count

19

Formal Charge

0

Complexity

331

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Solid

Melting Point

200 - 204 °C

Source: PubChem
Source Species: Cissus polyantha.
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