5,7-Dihydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethylchromen-4-one

Details

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Internal ID 6b75df5b-1135-4fa3-a8ea-604b0b998346
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
IUPAC Name 5,7-dihydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethylchromen-4-one
SMILES (Canonical) CC1=C(C(=C2C(=C1O)C(=O)C=C(O2)C3=C(C=CC(=C3)OC)O)C)O
SMILES (Isomeric) CC1=C(C(=C2C(=C1O)C(=O)C=C(O2)C3=C(C=CC(=C3)OC)O)C)O
InChI InChI=1S/C18H16O6/c1-8-16(21)9(2)18-15(17(8)22)13(20)7-14(24-18)11-6-10(23-3)4-5-12(11)19/h4-7,19,21-22H,1-3H3
InChI Key ZCCFCTIEGKENDS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H16O6
Molecular Weight 328.30 g/mol
Exact Mass 328.09468823 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.20
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 5,7-Dihydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethylchromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9616 96.16%
Caco-2 + 0.6278 62.78%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7722 77.22%
OATP2B1 inhibitior + 0.5728 57.28%
OATP1B1 inhibitior + 0.8271 82.71%
OATP1B3 inhibitior + 0.8929 89.29%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7088 70.88%
P-glycoprotein inhibitior - 0.6395 63.95%
P-glycoprotein substrate - 0.8590 85.90%
CYP3A4 substrate + 0.5454 54.54%
CYP2C9 substrate - 0.6360 63.60%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition + 0.6254 62.54%
CYP2C9 inhibition - 0.6046 60.46%
CYP2C19 inhibition + 0.7342 73.42%
CYP2D6 inhibition - 0.7168 71.68%
CYP1A2 inhibition + 0.9199 91.99%
CYP2C8 inhibition - 0.6317 63.17%
CYP inhibitory promiscuity + 0.8500 85.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6171 61.71%
Eye corrosion - 0.9831 98.31%
Eye irritation + 0.5898 58.98%
Skin irritation - 0.7339 73.39%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis + 0.6536 65.36%
Human Ether-a-go-go-Related Gene inhibition - 0.7453 74.53%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9530 95.30%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7726 77.26%
Acute Oral Toxicity (c) III 0.5744 57.44%
Estrogen receptor binding + 0.9202 92.02%
Androgen receptor binding + 0.8791 87.91%
Thyroid receptor binding + 0.6871 68.71%
Glucocorticoid receptor binding + 0.8771 87.71%
Aromatase binding + 0.7611 76.11%
PPAR gamma + 0.8443 84.43%
Honey bee toxicity - 0.8656 86.56%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9038 90.38%

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 98.65% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 97.63% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.08% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.88% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.81% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 90.78% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.29% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.28% 90.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.55% 93.65%
CHEMBL3194 P02766 Transthyretin 86.50% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 86.20% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.35% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.90% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.31% 94.42%
CHEMBL1907 P15144 Aminopeptidase N 82.53% 93.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.37% 99.17%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.02% 83.57%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.47% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.05% 95.89%

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.
Pentanema britannicum

Cross-Links

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PubChem 5319463
NPASS NPC92399