5,6,7-Trihydroxyisoflavone

Details

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Internal ID 6e15d2af-2e55-401b-b86e-a17ad91c5879
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name 5,6,7-trihydroxy-3-phenylchromen-4-one
SMILES (Canonical) C1=CC=C(C=C1)C2=COC3=C(C2=O)C(=C(C(=C3)O)O)O
SMILES (Isomeric) C1=CC=C(C=C1)C2=COC3=C(C2=O)C(=C(C(=C3)O)O)O
InChI InChI=1S/C15H10O5/c16-10-6-11-12(15(19)14(10)18)13(17)9(7-20-11)8-4-2-1-3-5-8/h1-7,16,18-19H
InChI Key AIXGIDCHNCBENY-UHFFFAOYSA-N
Popularity 2 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 2.70
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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SCHEMBL737653

2D Structure

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2D Structure of 5,6,7-Trihydroxyisoflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9071 90.71%
Caco-2 - 0.7991 79.91%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.5892 58.92%
OATP2B1 inhibitior - 0.6838 68.38%
OATP1B1 inhibitior + 0.9641 96.41%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior + 0.6600 66.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8449 84.49%
P-glycoprotein inhibitior - 0.8290 82.90%
P-glycoprotein substrate - 0.9731 97.31%
CYP3A4 substrate - 0.5884 58.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8553 85.53%
CYP3A4 inhibition + 0.6951 69.51%
CYP2C9 inhibition - 0.5823 58.23%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition + 0.9106 91.06%
CYP2C8 inhibition + 0.4928 49.28%
CYP inhibitory promiscuity + 0.5822 58.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6750 67.50%
Eye corrosion - 0.9905 99.05%
Eye irritation + 0.9625 96.25%
Skin irritation + 0.5835 58.35%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8906 89.06%
Micronuclear + 0.9300 93.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.7447 74.47%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.5952 59.52%
Acute Oral Toxicity (c) II 0.7348 73.48%
Estrogen receptor binding + 0.8808 88.08%
Androgen receptor binding + 0.8743 87.43%
Thyroid receptor binding + 0.7176 71.76%
Glucocorticoid receptor binding + 0.9296 92.96%
Aromatase binding + 0.8918 89.18%
PPAR gamma + 0.8695 86.95%
Honey bee toxicity - 0.9172 91.72%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9124 91.24%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.77% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.71% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.00% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.82% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.91% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.59% 95.50%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 80.13% 88.33%

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.
Pterocarpus marsupium

Cross-Links

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PubChem 10061656
LOTUS LTS0168903
wikiData Q104913018