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(3S,4aR,12bR)-9-[(2S,4R,5R,6S)-4-[(2S,5R,6S)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,4a,8-trihydroxy-12b-[(2R,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-5-methylsulfanyl-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 dfa886f8-ad1d-42cd-8ac1-99aea1af8941
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
IUPAC Name (3S,4aR,12bR)-9-[(2S,4R,5R,6S)-4-[(2S,5R,6S)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,4a,8-trihydroxy-12b-[(2R,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-5-methylsulfanyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H58O17S/c1-18-25(45)9-11-33(56-18)61-44-30(47)16-42(5,53)17-43(44,54)31(62-6)13-24-36(44)41(52)23-8-7-22(39(50)35(23)40(24)51)28-15-29(38(49)21(4)55-28)60-32-12-10-27(19(2)57-32)59-34-14-26(46)37(48)20(3)58-34/h7-8,13,18-21,25-29,32-34,37-38,45-46,48-50,53-54H,9-12,14-17H2,1-6H3/t18-,19-,20-,21-,25+,26-,27+,28-,29+,32-,33+,34+,37+,38+,42+,43-,44+/m0/s1
InChI Key WDNBUGBJVRAIKE-BWHIVZFZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H58O17S
Molecular Weight 891.00 g/mol
Exact Mass 890.33947155 g/mol
Topological Polar Surface Area (TPSA) 283.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4aR,12bR)-9-[(2S,4R,5R,6S)-4-[(2S,5R,6S)-5-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,4a,8-trihydroxy-12b-[(2R,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-5-methylsulfanyl-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 + 0.9151 91.51%
Caco-2 - 0.8696 86.96%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5410 54.10%
OATP2B1 inhibitior - 0.8671 86.71%
OATP1B1 inhibitior + 0.8453 84.53%
OATP1B3 inhibitior + 0.8886 88.86%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9662 96.62%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.7891 78.91%
CYP3A4 substrate + 0.7404 74.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8693 86.93%
CYP3A4 inhibition - 0.8550 85.50%
CYP2C9 inhibition - 0.8243 82.43%
CYP2C19 inhibition - 0.7429 74.29%
CYP2D6 inhibition - 0.8952 89.52%
CYP1A2 inhibition - 0.7696 76.96%
CYP2C8 inhibition + 0.7075 70.75%
CYP inhibitory promiscuity - 0.8745 87.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5772 57.72%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.6954 69.54%
Skin corrosion - 0.9188 91.88%
Ames mutagenesis + 0.5192 51.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7030 70.30%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5773 57.73%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6146 61.46%
Acute Oral Toxicity (c) II 0.4131 41.31%
Estrogen receptor binding + 0.8573 85.73%
Androgen receptor binding + 0.7781 77.81%
Thyroid receptor binding + 0.5643 56.43%
Glucocorticoid receptor binding + 0.7909 79.09%
Aromatase binding + 0.6703 67.03%
PPAR gamma + 0.8212 82.12%
Honey bee toxicity - 0.7050 70.50%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9921 99.21%

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 99.51% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.49% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 96.96% 95.93%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.83% 96.38%
CHEMBL1951 P21397 Monoamine oxidase A 95.71% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.01% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.12% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.28% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.07% 95.89%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.87% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.59% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.58% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 89.06% 96.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.65% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.37% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.83% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.39% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.40% 93.04%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.29% 85.14%
CHEMBL259 P32245 Melanocortin receptor 4 81.79% 95.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.42% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.19% 97.14%
CHEMBL2056 P21728 Dopamine D1 receptor 80.97% 91.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.56% 95.64%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.21% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.02% 97.25%

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.
There are no matching plants.

Cross-Links

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PubChem 162901840
LOTUS LTS0064516
wikiData Q105302540