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(3R)-3,8-dihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

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 f01a9c4f-c6e3-4d5e-8c4f-8d46a11a447a
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (3R)-3,8-dihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H42O12/c1-16-23(38)9-11-28(46-16)48-26-10-12-29(47-17(26)2)49-36-18(3)45-27(13-24(36)39)20-7-8-22-32(33(20)41)35(43)21-6-5-19-14-37(4,44)15-25(40)30(19)31(21)34(22)42/h5-8,16-18,24,26-29,36,39,41,44H,9-15H2,1-4H3/t16-,17-,18+,24+,26-,27+,28-,29-,36+,37+/m0/s1
InChI Key BISHCHREGQIJEZ-SXKIOOGDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H42O12
Molecular Weight 678.70 g/mol
Exact Mass 678.26762677 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.65
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3,8-dihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9120 91.20%
Caco-2 - 0.8630 86.30%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7778 77.78%
OATP2B1 inhibitior - 0.5765 57.65%
OATP1B1 inhibitior + 0.8463 84.63%
OATP1B3 inhibitior + 0.8412 84.12%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9451 94.51%
P-glycoprotein inhibitior + 0.7371 73.71%
P-glycoprotein substrate + 0.7270 72.70%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8578 85.78%
CYP3A4 inhibition - 0.8875 88.75%
CYP2C9 inhibition - 0.9349 93.49%
CYP2C19 inhibition - 0.9482 94.82%
CYP2D6 inhibition - 0.9570 95.70%
CYP1A2 inhibition - 0.6391 63.91%
CYP2C8 inhibition + 0.5052 50.52%
CYP inhibitory promiscuity - 0.9558 95.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5903 59.03%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.7190 71.90%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis + 0.5930 59.30%
Human Ether-a-go-go-Related Gene inhibition - 0.4369 43.69%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5300 53.00%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.4899 48.99%
Acute Oral Toxicity (c) I 0.4145 41.45%
Estrogen receptor binding + 0.8608 86.08%
Androgen receptor binding + 0.7112 71.12%
Thyroid receptor binding - 0.5327 53.27%
Glucocorticoid receptor binding + 0.7761 77.61%
Aromatase binding + 0.7529 75.29%
PPAR gamma + 0.6901 69.01%
Honey bee toxicity - 0.7121 71.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9830 98.30%

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 99.65% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.57% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 95.20% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.30% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.26% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.00% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.71% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.51% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.44% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.36% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.29% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.88% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.49% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 89.87% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.85% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.74% 97.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.24% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.55% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.38% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.36% 97.25%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.21% 96.67%
CHEMBL2056 P21728 Dopamine D1 receptor 83.14% 91.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.87% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.56% 85.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.96% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.95% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.94% 96.00%
CHEMBL1902 P62942 FK506-binding protein 1A 80.83% 97.05%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.51% 93.03%

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 163120485
LOTUS LTS0040620
wikiData Q104936738