Naringenin
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Molecular Identity
Naringenin
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
PubChem CID: 439246
(S)-naringenin is the (S)-enantiomer of naringenin. It has a role as a plant metabolite and an expectorant. It is a (2S)-flavan-4-one and a naringenin. It is a conjugate acid of a (S)-naringenin(1-). It is an enantiomer of a (R)-naringenin.
2D Structure
Properties
C15H12O5
Molecular Formula
272.25
Molecular Weight
g/mol
272.0685
Exact Mass
Da
2.4
XLogP
Drug-like (Lipinski: < 5)
87
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
363
Complexity
SMILES
Canonical SMILES
SMILES: C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)OIsomeric SMILES
SMILES: C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)OSynonyms(20)
naringenin480-41-1(S)-Naringeninsalipurpol(2S)-NaringeninNaringenineSalipurolnaringetolpelargidanon5,7,4'-Trihydroxyflavanone(-)-(2S)-NaringeninHN5425SBF2(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-oneDTXSID1022392CHEBI:17846
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Naringenin
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