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5,7,2'-Trihydroxyflavone

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e9e6d677-ea8a-4ba3-95a9-50182eb12c79
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones
IUPAC Name 5,7-dihydroxy-2-(2-hydroxyphenyl)chromen-4-one
SMILES (Canonical) C1=CC=C(C(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
SMILES (Isomeric) C1=CC=C(C(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChI InChI=1S/C15H10O5/c16-8-5-11(18)15-12(19)7-13(20-14(15)6-8)9-3-1-2-4-10(9)17/h1-7,16-18H
InChI Key OFYPDAKTVZXXPC-UHFFFAOYSA-N
Popularity 27 references in papers

Physical and Chemical Properties

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Molecular Formula C15H10O5
Molecular Weight 270.24 g/mol
Exact Mass 270.05282342 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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73046-40-9
5,7-dihydroxy-2-(2-hydroxyphenyl)-4H-chromen-4-one
5,7-dihydroxy-2-(2-hydroxyphenyl)chromen-4-one
CHEMBL242385
5,7-Dihydroxy-2-(2-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(2-hydroxyphenyl)-
2'-Hydroxychrysin
2',5,7-TRIHYDROXYFLAVONE
TNP00057
5,7,2''-Trihydroxyflavone
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5,7,2'-Trihydroxyflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9677 96.77%
Caco-2 + 0.7027 70.27%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7606 76.06%
OATP2B1 inhibitior - 0.6752 67.52%
OATP1B1 inhibitior + 0.9026 90.26%
OATP1B3 inhibitior - 0.5698 56.98%
MATE1 inhibitior + 0.6600 66.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8009 80.09%
P-glycoprotein inhibitior - 0.7799 77.99%
P-glycoprotein substrate - 0.8557 85.57%
CYP3A4 substrate - 0.5237 52.37%
CYP2C9 substrate - 0.6443 64.43%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition + 0.7960 79.60%
CYP2C9 inhibition + 0.8949 89.49%
CYP2C19 inhibition + 0.8881 88.81%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition + 0.9254 92.54%
CYP2C8 inhibition + 0.5734 57.34%
CYP inhibitory promiscuity + 0.8009 80.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7003 70.03%
Eye corrosion - 0.9917 99.17%
Eye irritation + 0.9719 97.19%
Skin irritation + 0.6236 62.36%
Skin corrosion - 0.9718 97.18%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8853 88.53%
Micronuclear + 0.9500 95.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8396 83.96%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4617 46.17%
Acute Oral Toxicity (c) II 0.5830 58.30%
Estrogen receptor binding + 0.9616 96.16%
Androgen receptor binding + 0.8793 87.93%
Thyroid receptor binding + 0.7299 72.99%
Glucocorticoid receptor binding + 0.9597 95.97%
Aromatase binding + 0.8836 88.36%
PPAR gamma + 0.9349 93.49%
Honey bee toxicity - 0.8425 84.25%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9214 92.14%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4096 P04637 Cellular tumor antigen p53 12589.3 nM
12589.3 nM
 Potency
Potency
 via CMAUP
via CMAUP
CHEMBL3622 P33261 Cytochrome P450 2C19 3981.1 nM
 Potency
 via CMAUP
CHEMBL3397 P11712 Cytochrome P450 2C9 5011.9 nM
 Potency
 via CMAUP
CHEMBL289 P10635 Cytochrome P450 2D6 25118.9 nM
 Potency
 via CMAUP
CHEMBL340 P08684 Cytochrome P450 3A4 3981.1 nM
3981.1 nM
 Potency
Potency
 via CMAUP
via CMAUP
CHEMBL4040 P28482 MAP kinase ERK2 39810.7 nM
 Potency
 via CMAUP
CHEMBL1293224 P10636 Microtubule-associated protein tau 17782.8 nM
15848.9 nM
 Potency
Potency
 via CMAUP
via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.41% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.83% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.85% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.23% 95.56%
CHEMBL3194 P02766 Transthyretin 93.91% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.60% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.57% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 86.41% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.03% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.78% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.33% 99.15%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.97% 83.57%
CHEMBL2535 P11166 Glucose transporter 82.52% 98.75%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.47% 93.65%
CHEMBL1978 P11511 Cytochrome P450 19A1 81.47% 91.76%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Scutellaria alpina
Scutellaria amabilis
Scutellaria baicalensis
Scutellaria barbata
Scutellaria prostrata
Scutellaria strigillosa

Cross-Links

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PubChem 5322064
NPASS NPC213216
ChEMBL CHEMBL242385
LOTUS LTS0077695
wikiData Q83101774