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(3R,4aR,12bR)-3,4a,8-trihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-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 e1cee78a-7572-41f8-97c7-846782301068
Taxonomy Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
IUPAC Name (3R,4aR,12bR)-3,4a,8-trihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H46O14/c1-16-22(38)7-9-27(48-16)50-25-13-24(47-18(3)31(25)41)19-5-6-20-29(32(19)42)33(43)21-11-12-36(46)15-35(4,45)14-26(40)37(36,30(21)34(20)44)51-28-10-8-23(39)17(2)49-28/h5-6,11-12,16-18,22-25,27-28,31,38-39,41-42,45-46H,7-10,13-15H2,1-4H3/t16-,17-,18+,22-,23-,24+,25+,27-,28-,31+,35-,36-,37+/m0/s1
InChI Key NXMILGRUJOPZOM-SPOSRZSFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O14
Molecular Weight 714.80 g/mol
Exact Mass 714.28875614 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4aR,12bR)-3,4a,8-trihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-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 + 0.9645 96.45%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6971 69.71%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8596 85.96%
OATP1B3 inhibitior - 0.2788 27.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8071 80.71%
BSEP inhibitior + 0.9193 91.93%
P-glycoprotein inhibitior + 0.7099 70.99%
P-glycoprotein substrate + 0.7410 74.10%
CYP3A4 substrate + 0.7325 73.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.8328 83.28%
CYP2C9 inhibition - 0.8105 81.05%
CYP2C19 inhibition - 0.8739 87.39%
CYP2D6 inhibition - 0.9132 91.32%
CYP1A2 inhibition - 0.7496 74.96%
CYP2C8 inhibition + 0.6146 61.46%
CYP inhibitory promiscuity - 0.8639 86.39%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5555 55.55%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.6282 62.82%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4283 42.83%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5075 50.75%
skin sensitisation - 0.8474 84.74%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6531 65.31%
Acute Oral Toxicity (c) I 0.4768 47.68%
Estrogen receptor binding + 0.8542 85.42%
Androgen receptor binding + 0.7468 74.68%
Thyroid receptor binding - 0.4888 48.88%
Glucocorticoid receptor binding + 0.7240 72.40%
Aromatase binding + 0.6815 68.15%
PPAR gamma + 0.7053 70.53%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9892 98.92%

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 99.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.70% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.22% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 95.18% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.90% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.59% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.23% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.20% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 93.01% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.81% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.32% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.09% 86.33%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 86.58% 96.67%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.29% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.23% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.20% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.74% 93.04%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.38% 82.67%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.30% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.45% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.01% 97.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.88% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.60% 92.94%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.01% 93.10%

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 139588971
LOTUS LTS0018517
wikiData Q105187262