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(3S,4aR,12bS)-4a,8,12b-trihydroxy-3-methyl-9-[(2R,5S,6R)-6-methyl-5-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]-3-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]-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 17513b15-3487-43a1-ac6e-723e310acfd0
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (3S,4aR,12bS)-4a,8,12b-trihydroxy-3-methyl-9-[(2R,5S,6R)-6-methyl-5-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]-3-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H38O13/c1-17-23(38)7-11-28(47-17)49-25-9-10-26(46-19(25)3)20-5-6-21-30(32(20)41)33(42)22-13-14-36(44)16-35(4,50-29-12-8-24(39)18(2)48-29)15-27(40)37(36,45)31(22)34(21)43/h5-8,11-14,17-19,25-26,28-29,41,44-45H,9-10,15-16H2,1-4H3/t17-,18-,19-,25+,26-,28+,29-,35-,36+,37+/m1/s1
InChI Key FPIKGAFXXMSOSP-BNYNEQEKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H38O13
Molecular Weight 690.70 g/mol
Exact Mass 690.23124126 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 13
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 (3S,4aR,12bS)-4a,8,12b-trihydroxy-3-methyl-9-[(2R,5S,6R)-6-methyl-5-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]oxan-2-yl]-3-[[(2R,6R)-6-methyl-5-oxo-2H-pyran-2-yl]oxy]-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 + 0.9659 96.59%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7890 78.90%
OATP2B1 inhibitior - 0.7060 70.60%
OATP1B1 inhibitior + 0.8307 83.07%
OATP1B3 inhibitior - 0.2746 27.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior + 0.9819 98.19%
P-glycoprotein inhibitior + 0.8026 80.26%
P-glycoprotein substrate + 0.7108 71.08%
CYP3A4 substrate + 0.7358 73.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8723 87.23%
CYP3A4 inhibition - 0.8817 88.17%
CYP2C9 inhibition - 0.8078 80.78%
CYP2C19 inhibition - 0.8323 83.23%
CYP2D6 inhibition - 0.9291 92.91%
CYP1A2 inhibition - 0.7137 71.37%
CYP2C8 inhibition + 0.6765 67.65%
CYP inhibitory promiscuity - 0.9388 93.88%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5453 54.53%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.6269 62.69%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition + 0.6930 69.30%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8425 84.25%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6191 61.91%
Acute Oral Toxicity (c) I 0.4742 47.42%
Estrogen receptor binding + 0.8355 83.55%
Androgen receptor binding + 0.7484 74.84%
Thyroid receptor binding + 0.6097 60.97%
Glucocorticoid receptor binding + 0.7858 78.58%
Aromatase binding + 0.6384 63.84%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9924 99.24%

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 98.84% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.02% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.82% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.71% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.84% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.55% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.13% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.97% 89.00%
CHEMBL301 P24941 Cyclin-dependent kinase 2 91.38% 91.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.74% 100.00%
CHEMBL240 Q12809 HERG 90.61% 89.76%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.31% 96.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 88.95% 96.67%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.79% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.75% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 87.79% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 87.17% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.97% 94.00%
CHEMBL2039 P27338 Monoamine oxidase B 85.46% 92.51%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.88% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.84% 93.04%
CHEMBL4208 P20618 Proteasome component C5 84.75% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.31% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.60% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.39% 92.88%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.34% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.50% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.16% 97.14%

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 163018604
LOTUS LTS0267883
wikiData Q104999207