General Information of the Compound
Compound ID
CP0010754
Compound Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
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Synonyms
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one
2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
491-70-3
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
5,7,3',4'-Tetrahydroxyflavone
7-Tetrahydroxyflavone
B-Lactams
BRN 0292084
CCRIS 3790
CHEMBL151
CI Natural Yellow 2
Cyanidenon 1470
Digitoflavone
EINECS 207-741-0
Flacitran
Flavonoid derivative 1
KUX1ZNC9J2
Luteolin
Luteoline
Luteolol
PMID26394986-Compound-45
Salifazide
UNII-KUX1ZNC9J2
Weld Lake
Yama kariyasu
luteolin
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Structure
Formula
C15H10O6
Molecular Weight
286.239
Canonical SMILES
Oc1cc(O)c2c(c1)oc(cc2=O)-c1ccc(O)c(O)c1
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InChI
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
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InChIKey
IQPNAANSBPBGFQ-UHFFFAOYSA-N
CAS
491-70-3
Physicochemical Property
logP
2.2824
Rotatable Bonds
1
Heavy Atom Count
21
Polar Areas
111.13
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Complexity
21

"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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PubChem ID
CID: 5280445
SID: 14897817
ChEMBL ID
CHEMBL151
DrugBank ID
DB15584
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: PT01546, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000248 OCI-AML-2 Homo sapiens (Human)  1
1
IC50 = 19600 nM
   TI
   LI
   LO
   TS
Protein ID: PT02718, Broad substrate specificity ATP-binding cassette transporter ABCG2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000145 NCI-H460 Homo sapiens (Human)  1
1
IC50 = 8900 nM
   TI
   LI
   LO
   TS
Protein ID: PT03308, G-protein coupled receptor 35
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000043 U2OS Homo sapiens (Human)  1
1
EC50 = 3200 nM
   TI
   LI
   LO
   TS
CL000007 HT-29 Homo sapiens (Human)  2
1
EC50 = 7240 nM
   TI
   LI
   LO
   TS
2
IC50 = 18600 nM
   TI
   LI
   LO
   TS
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 18.4 nM
   TI
   LI
   LO
   TS
Protein ID: PT05074, NADPH oxidase 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 850 nM
   TI
   LI
   LO
   TS
Protein ID: PT02973, Peroxisome proliferator-activated receptor gamma
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
EC50 = 2300 nM
   TI
   LI
   LO
   TS
Protein ID: PT01487, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 1450 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( B-Lactams )
Drug Name B-Lactams
Indication
Bacterial infection
Approved
Target(s)
DNA topoisomerase I (TOP1)
Inhibitor
Drug 2 ( Flavonoid derivative 1 )
Drug Name Flavonoid derivative 1
Company UNIVERSITY OF SOUTH FLORIDA TAN, Jun LUO, Deyan
Target(s)
Signal transducer and activator of transcription 3 (STAT3)
Inhibitor