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1,8-Dihydroxy-9-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]-3-methylbenzo[a]anthracene-7,12-dione

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 c874cab0-2f3b-4dda-a3fc-18d49bc576e4
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name 1,8-dihydroxy-9-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]-3-methylbenzo[a]anthracene-7,12-dione
SMILES (Canonical) CC1C(CCC(O1)OC2C(OC(CC2O)C3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C=CC6=C5C(=CC(=C6)C)O)O)C)O
SMILES (Isomeric) CC1C(CCC(O1)OC2C(OC(CC2O)C3=C(C4=C(C=C3)C(=O)C5=C(C4=O)C=CC6=C5C(=CC(=C6)C)O)O)C)O
InChI InChI=1S/C31H32O9/c1-13-10-16-4-5-18-26(25(16)21(33)11-13)29(36)19-7-6-17(28(35)27(19)30(18)37)23-12-22(34)31(15(3)38-23)40-24-9-8-20(32)14(2)39-24/h4-7,10-11,14-15,20,22-24,31-35H,8-9,12H2,1-3H3
InChI Key CXZQLGBHGHBRAY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H32O9
Molecular Weight 548.60 g/mol
Exact Mass 548.20463259 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,8-Dihydroxy-9-[4-hydroxy-5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]-3-methylbenzo[a]anthracene-7,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8880 88.80%
Caco-2 - 0.8578 85.78%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7767 77.67%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior + 0.8524 85.24%
OATP1B3 inhibitior - 0.2353 23.53%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8608 86.08%
BSEP inhibitior + 0.8665 86.65%
P-glycoprotein inhibitior - 0.4648 46.48%
P-glycoprotein substrate + 0.5328 53.28%
CYP3A4 substrate + 0.6646 66.46%
CYP2C9 substrate - 0.8296 82.96%
CYP2D6 substrate - 0.8354 83.54%
CYP3A4 inhibition - 0.9522 95.22%
CYP2C9 inhibition - 0.8735 87.35%
CYP2C19 inhibition - 0.9349 93.49%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.6704 67.04%
CYP2C8 inhibition + 0.5296 52.96%
CYP inhibitory promiscuity - 0.9385 93.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.7603 76.03%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis + 0.6363 63.63%
Human Ether-a-go-go-Related Gene inhibition - 0.6098 60.98%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.9203 92.03%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7720 77.20%
Acute Oral Toxicity (c) III 0.3562 35.62%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6835 68.35%
Aromatase binding + 0.5831 58.31%
PPAR gamma + 0.7620 76.20%
Honey bee toxicity - 0.8371 83.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9469 94.69%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.55% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.05% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.06% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.23% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.67% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.50% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.82% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.91% 99.15%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.36% 93.03%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.44% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.78% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 86.21% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.13% 95.89%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.03% 95.64%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.43% 96.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.71% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.57% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.45% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.06% 93.04%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.13% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 81.97% 91.19%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.84% 85.11%
CHEMBL4208 P20618 Proteasome component C5 80.92% 90.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.79% 96.38%
CHEMBL2056 P21728 Dopamine D1 receptor 80.62% 91.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.25% 96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163005307
LOTUS LTS0168792
wikiData Q103818159