General Information of the Compound
Compound ID
CP0041321
Compound Name
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
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Synonyms
(-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
(-)-(2S)-Naringenin
(-)-Naringenin
(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
(2S)-4',5,7-trihydroxyflavan-4-one
(2S)-4',5,7-trihydroxyflavanone
(2S)-5,7,4'-trihydroxyflavone
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
(2S)-Naringenin
(R,S)-Naringenin
(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(S)-2,3-dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
(S)-Naringenin
13308-00-4
1ST40170
2,3-Dihydro-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
2uxu
4',5, 7-Trihydroxyflavanone
4',5,7-Trihydroxyflavanon
4',5,7-triOH-Flavone
4',5,7-trihydroxyflavan-4-one
480-41-1
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-
4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)-
4deu
4eh3
5,7,4'-Trihydroxyflavanone
5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one
5,7-dihydroxy-2-(4-hydroxyphenyl)-4h-chroman-4-one
A827427
AC-33954
AI3-23355
AIDS001417
AKOS016843490
Asahina
BDBM23419
BE-14348A
BIDD:ER0116
BRD-K08832567-001-02-4
BRD-K08832567-001-06-5
BSPBio_001954
C00509
C15H12O5
CAS-480-41-1
CCG-38601
CCRIS 5839
CHEBI:17846
CHEMBL9352
CS-6421
DB03467
DTXCID302392
DTXSID1022392
DivK1c_000118
EINECS 207-550-2
EN300-303163
FS-4072
FT-0617134
FTVWIRXFELQLPI-ZDUSSCGKSA-N
Flavanone, 4',5,7-trihydroxy-
Flavanone, 4',5,7-trihydroxy- (8CI)
HMS2202M06
HMS500F20
HN5425SBF2
HY-N0100
IDI1_000118
KBio1_000118
KBio2_000727
KBio2_003295
KBio2_005863
KBio3_001454
KBioGR_000508
KBioSS_000727
LMPK12140001
MLS000574861
NARIGENIN
NARINGENIN [INCI]
NARINGENIN [MI]
NARINGENIN, (-)-
NCGC00016457-01
NCGC00016457-02
NCGC00016457-03
NCGC00017346-01
NCGC00163598-01
NINDS_000118
NSC 11855
NSC 34875
NSC-11855
NSC-34875
Nari
Naringenine
Phytochemistry 8: 127 (1969)
Q-100666
Q418374
S-Dihydrogenistein
SCHEMBL20570
SDCCGMLS-0066570.P001
SMR000156272
SPBio_000329
SPECTRUM1500746
SR-01000721771
SR-01000721771-3
SR-01000721771-4
SW219329-1
Salipurol
Spectrum2_000325
Spectrum3_000567
Spectrum4_000124
Spectrum5_001423
Spectrum_000247
TNP00287
UNII-HN5425SBF2
YSO1
Yso1
naringenin
naringetol
pelargidanon
pelargidanon 1602
s2394
salipurpol
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Structure
Formula
C15H12O5
Molecular Weight
272.256
Canonical SMILES
Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1
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InChI
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1
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InChIKey
FTVWIRXFELQLPI-ZDUSSCGKSA-N
Physicochemical Property
logP
2.5099
Rotatable Bonds
1
Heavy Atom Count
20
Polar Areas
86.99
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Complexity
20

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 439246
SID: 16584015
ChEMBL ID
CHEMBL9352
DrugBank ID
DB03467
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02516, Multidrug resistance-associated protein 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
Ki = 2400 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Yso1 )
Drug Name Yso1
Company YSOPIA Bioscience
Indication
Obesity
Phase 2