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(3R)-9-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,8-dihydroxy-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 e3c80b33-e238-4aa1-bc79-6c229cfe7c7f
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (3R)-9-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,8-dihydroxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H44O13/c1-15-24(49-28-11-22(38)32(40)16(2)48-28)9-10-27(47-15)50-26-12-25(46-17(3)33(26)41)19-7-8-21-31(34(19)42)36(44)20-6-5-18-13-37(4,45)14-23(39)29(18)30(20)35(21)43/h5-8,15-17,22,24-28,32-33,38,40-42,45H,9-14H2,1-4H3/t15-,16+,17+,22+,24-,25?,26+,27-,28-,32+,33+,37+/m0/s1
InChI Key RVYIFZVNJLDNAV-DPXNORCTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O13
Molecular Weight 696.70 g/mol
Exact Mass 696.27819145 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-9-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,8-dihydroxy-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 + 0.8794 87.94%
Caco-2 - 0.8686 86.86%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7740 77.40%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior + 0.8611 86.11%
OATP1B3 inhibitior + 0.7893 78.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7358 73.58%
BSEP inhibitior + 0.9337 93.37%
P-glycoprotein inhibitior + 0.6879 68.79%
P-glycoprotein substrate + 0.7260 72.60%
CYP3A4 substrate + 0.7243 72.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.9166 91.66%
CYP2C9 inhibition - 0.9415 94.15%
CYP2C19 inhibition - 0.9275 92.75%
CYP2D6 inhibition - 0.9669 96.69%
CYP1A2 inhibition - 0.6257 62.57%
CYP2C8 inhibition - 0.5572 55.72%
CYP inhibitory promiscuity - 0.9844 98.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6109 61.09%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.7223 72.23%
Skin corrosion - 0.9182 91.82%
Ames mutagenesis + 0.5776 57.76%
Human Ether-a-go-go-Related Gene inhibition - 0.5063 50.63%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5050 50.50%
skin sensitisation - 0.9139 91.39%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5606 56.06%
Acute Oral Toxicity (c) I 0.3286 32.86%
Estrogen receptor binding + 0.8445 84.45%
Androgen receptor binding + 0.6806 68.06%
Thyroid receptor binding - 0.5225 52.25%
Glucocorticoid receptor binding + 0.7309 73.09%
Aromatase binding + 0.7198 71.98%
PPAR gamma + 0.7376 73.76%
Honey bee toxicity - 0.7142 71.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9869 98.69%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.82% 96.38%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.36% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.30% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.44% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.94% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 92.76% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.28% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 91.58% 97.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.20% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.95% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.14% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.28% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.81% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.89% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.14% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.12% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.86% 97.25%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.68% 93.03%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.54% 95.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.00% 90.71%
CHEMBL2056 P21728 Dopamine D1 receptor 82.69% 91.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.68% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.46% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.88% 96.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.19% 94.45%

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 163005382
LOTUS LTS0002013
wikiData Q105246387