5-Hydroxy-2,3-bis(2-hydroxy-5-methyl-4-oxochromen-3-yl)-7-methylnaphthalene-1,4-dione

Details

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Internal ID 1aa0b860-a87e-4818-baa2-c9acc587a43d
Taxonomy Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name 5-hydroxy-2,3-bis(2-hydroxy-5-methyl-4-oxochromen-3-yl)-7-methylnaphthalene-1,4-dione
SMILES (Canonical) CC1=C2C(=CC=C1)OC(=C(C2=O)C3=C(C(=O)C4=C(C3=O)C=C(C=C4O)C)C5=C(OC6=CC=CC(=C6C5=O)C)O)O
SMILES (Isomeric) CC1=C2C(=CC=C1)OC(=C(C2=O)C3=C(C(=O)C4=C(C3=O)C=C(C=C4O)C)C5=C(OC6=CC=CC(=C6C5=O)C)O)O
InChI InChI=1S/C31H20O9/c1-12-10-15-21(16(32)11-12)29(36)23(25-28(35)20-14(3)7-5-9-18(20)40-31(25)38)22(26(15)33)24-27(34)19-13(2)6-4-8-17(19)39-30(24)37/h4-11,32,37-38H,1-3H3
InChI Key UOKYCYFXWVHQOK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H20O9
Molecular Weight 536.50 g/mol
Exact Mass 536.11073221 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.93
H-Bond Acceptor 9
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-Hydroxy-2,3-bis(2-hydroxy-5-methyl-4-oxochromen-3-yl)-7-methylnaphthalene-1,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9802 98.02%
Caco-2 - 0.6240 62.40%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.8523 85.23%
OATP2B1 inhibitior - 0.5627 56.27%
OATP1B1 inhibitior + 0.9216 92.16%
OATP1B3 inhibitior + 0.8895 88.95%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7558 75.58%
P-glycoprotein inhibitior - 0.4774 47.74%
P-glycoprotein substrate - 0.8911 89.11%
CYP3A4 substrate + 0.5433 54.33%
CYP2C9 substrate - 0.6200 62.00%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.8325 83.25%
CYP2C9 inhibition + 0.8415 84.15%
CYP2C19 inhibition - 0.5625 56.25%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition - 0.5753 57.53%
CYP inhibitory promiscuity + 0.6061 60.61%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9713 97.13%
Carcinogenicity (trinary) Danger 0.5927 59.27%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.6102 61.02%
Skin irritation - 0.6336 63.36%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7256 72.56%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.8392 83.92%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.6563 65.63%
Acute Oral Toxicity (c) III 0.4104 41.04%
Estrogen receptor binding + 0.8488 84.88%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding - 0.5241 52.41%
Glucocorticoid receptor binding + 0.8002 80.02%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7960 79.60%
Honey bee toxicity - 0.8935 89.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9938 99.38%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.54% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.69% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.35% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 95.73% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.50% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.40% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 91.97% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.91% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.12% 99.15%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 86.56% 93.65%
CHEMBL4302 P08183 P-glycoprotein 1 86.24% 92.98%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.31% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL1811 P34995 Prostanoid EP1 receptor 84.20% 95.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.88% 96.67%
CHEMBL5932 P53671 LIM domain kinase 2 81.57% 96.49%

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.
Diospyros ismailii
Diospyros maingayi

Cross-Links

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PubChem 342160
LOTUS LTS0029000
wikiData Q105276425