3',5,7-Trihydroxy-5'-methoxyisoflavone

Details

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Internal ID a2a8e8f8-c366-461e-b3a5-54af6c8b46b0
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 3-O-methylated isoflavonoids > 3-O-methylisoflavones
IUPAC Name 5,7-dihydroxy-3-(3-hydroxy-5-methoxyphenyl)chromen-4-one
SMILES (Canonical) COC1=CC(=CC(=C1)O)C2=COC3=CC(=CC(=C3C2=O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1)O)C2=COC3=CC(=CC(=C3C2=O)O)O
InChI InChI=1S/C16H12O6/c1-21-11-3-8(2-9(17)4-11)12-7-22-14-6-10(18)5-13(19)15(14)16(12)20/h2-7,17-19H,1H3
InChI Key ADKPZCOYGZJTBN-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H12O6
Molecular Weight 300.26 g/mol
Exact Mass 300.06338810 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3',5,7-Trihydroxy-5'-methoxyisoflavone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9694 96.94%
Caco-2 - 0.6260 62.60%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 0.5634 56.34%
OATP1B1 inhibitior + 0.9402 94.02%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior + 0.5400 54.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.7340 73.40%
P-glycoprotein inhibitior - 0.6581 65.81%
P-glycoprotein substrate - 0.9115 91.15%
CYP3A4 substrate + 0.5440 54.40%
CYP2C9 substrate - 0.6401 64.01%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition + 0.7746 77.46%
CYP2C9 inhibition + 0.8287 82.87%
CYP2C19 inhibition + 0.9470 94.70%
CYP2D6 inhibition - 0.6939 69.39%
CYP1A2 inhibition + 0.9540 95.40%
CYP2C8 inhibition + 0.5183 51.83%
CYP inhibitory promiscuity + 0.8845 88.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6169 61.69%
Eye corrosion - 0.9796 97.96%
Eye irritation + 0.8864 88.64%
Skin irritation - 0.6033 60.33%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8768 87.68%
Micronuclear + 0.9100 91.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9484 94.84%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.6884 68.84%
Acute Oral Toxicity (c) III 0.7005 70.05%
Estrogen receptor binding + 0.8297 82.97%
Androgen receptor binding + 0.8026 80.26%
Thyroid receptor binding + 0.7225 72.25%
Glucocorticoid receptor binding + 0.8682 86.82%
Aromatase binding + 0.8229 82.29%
PPAR gamma + 0.8828 88.28%
Honey bee toxicity - 0.8523 85.23%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8717 87.17%

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 98.11% 91.11%
CHEMBL1929 P47989 Xanthine dehydrogenase 95.69% 96.12%
CHEMBL2581 P07339 Cathepsin D 95.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.74% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.05% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.21% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.56% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.63% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.26% 90.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.86% 93.65%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.36% 94.42%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.10% 99.17%
CHEMBL3194 P02766 Transthyretin 82.94% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.30% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 82.25% 94.73%

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.
Croton megistocarpus
Geranium sibiricum
Lagerstroemia indica
Machilus japonica
Senecio isatideus
Strobilanthes cusia
Trigonella foenum-graecum

Cross-Links

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PubChem 91203449
NPASS NPC280102
LOTUS LTS0234637
wikiData Q104909643