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(4aR,12bR)-4a,7,8-trihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-5,12b-dihydro-4H-benzo[a]anthracene-1,6-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 1b1a8a6a-eba1-4dbe-958c-62ee00727609
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (4aR,12bR)-4a,7,8-trihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-5,12b-dihydro-4H-benzo[a]anthracene-1,6-dione
SMILES (Canonical) CC1C(CCC(O1)OC2CC(OC(C2O)C)OC3C(OC(CC3O)C4=C(C5=C(C6=C(C=C5C=C4)C7C(=O)C=C(CC7(CC6=O)O)C)O)O)C)O
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)O[C@@H]3[C@H](O[C@H](C[C@H]3O)C4=C(C5=C(C6=C(C=C5C=C4)[C@H]7C(=O)C=C(C[C@]7(CC6=O)O)C)O)O)C)O
InChI InChI=1S/C37H46O13/c1-15-9-23(39)32-21-10-19-5-6-20(34(43)30(19)35(44)31(21)25(41)14-37(32,45)13-15)26-11-24(40)36(18(4)46-26)50-29-12-27(33(42)17(3)48-29)49-28-8-7-22(38)16(2)47-28/h5-6,9-10,16-18,22,24,26-29,32-33,36,38,40,42-45H,7-8,11-14H2,1-4H3/t16-,17+,18+,22-,24+,26+,27+,28-,29-,32-,33+,36+,37+/m0/s1
InChI Key SJANDXPWAYXNFF-JXIFENOISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O13
Molecular Weight 698.80 g/mol
Exact Mass 698.29384152 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 13
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 (4aR,12bR)-4a,7,8-trihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-5,12b-dihydro-4H-benzo[a]anthracene-1,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9425 94.25%
Caco-2 - 0.8666 86.66%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6284 62.84%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior - 0.2378 23.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9071 90.71%
P-glycoprotein inhibitior + 0.6780 67.80%
P-glycoprotein substrate + 0.7165 71.65%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.8380 83.80%
CYP2C9 inhibition - 0.8182 81.82%
CYP2C19 inhibition - 0.8559 85.59%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.7303 73.03%
CYP2C8 inhibition + 0.6955 69.55%
CYP inhibitory promiscuity - 0.8670 86.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5890 58.90%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9202 92.02%
Skin irritation - 0.6827 68.27%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4263 42.63%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5417 54.17%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7671 76.71%
Acute Oral Toxicity (c) I 0.4763 47.63%
Estrogen receptor binding + 0.8594 85.94%
Androgen receptor binding + 0.7539 75.39%
Thyroid receptor binding - 0.5277 52.77%
Glucocorticoid receptor binding + 0.7256 72.56%
Aromatase binding + 0.6828 68.28%
PPAR gamma + 0.7334 73.34%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9938 99.38%

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 99.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.38% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.79% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.36% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.10% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.94% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.56% 95.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 90.28% 85.11%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.17% 97.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.03% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.91% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.03% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.79% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.60% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.70% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.44% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.44% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.10% 94.45%
CHEMBL4208 P20618 Proteasome component C5 84.33% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.98% 93.03%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.21% 95.64%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.07% 92.62%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.40% 96.67%

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 163022636
LOTUS LTS0204894
wikiData Q105254162