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(3S)-6-hydroxy-3-methyl-8-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-benzo[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 f2c53208-8cd9-4a12-8f5c-a337baef54ab
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (3S)-6-hydroxy-3-methyl-8-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H24O9/c1-9-6-11-8-14(27)18-19(16(11)13(26)7-9)21(29)12-4-3-5-15(17(12)22(18)30)34-25-24(32)23(31)20(28)10(2)33-25/h3-5,8-10,20,23-25,27-28,31-32H,6-7H2,1-2H3/t9-,10-,20-,23+,24-,25-/m0/s1
InChI Key WEVSDLAMOJTGBF-LTASVHNWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24O9
Molecular Weight 468.50 g/mol
Exact Mass 468.14203234 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.14
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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(3S)-6-hydroxy-3-methyl-8-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione

2D Structure

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2D Structure of (3S)-6-hydroxy-3-methyl-8-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4-dihydro-2H-benzo[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 - 0.4597 45.97%
Caco-2 - 0.7776 77.76%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6428 64.28%
OATP2B1 inhibitior - 0.8484 84.84%
OATP1B1 inhibitior + 0.9306 93.06%
OATP1B3 inhibitior + 0.9679 96.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.6651 66.51%
P-glycoprotein inhibitior - 0.6201 62.01%
P-glycoprotein substrate - 0.5509 55.09%
CYP3A4 substrate + 0.6300 63.00%
CYP2C9 substrate - 0.6400 64.00%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.8032 80.32%
CYP2C9 inhibition - 0.8440 84.40%
CYP2C19 inhibition - 0.8775 87.75%
CYP2D6 inhibition - 0.8640 86.40%
CYP1A2 inhibition + 0.5933 59.33%
CYP2C8 inhibition - 0.6594 65.94%
CYP inhibitory promiscuity - 0.8990 89.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.7642 76.42%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis + 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5361 53.61%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8838 88.38%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7245 72.45%
Acute Oral Toxicity (c) III 0.4075 40.75%
Estrogen receptor binding + 0.6743 67.43%
Androgen receptor binding - 0.4906 49.06%
Thyroid receptor binding - 0.6304 63.04%
Glucocorticoid receptor binding + 0.7399 73.99%
Aromatase binding - 0.5169 51.69%
PPAR gamma + 0.5720 57.20%
Honey bee toxicity - 0.7795 77.95%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9832 98.32%

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
CHEMBL2581 P07339 Cathepsin D 98.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.92% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.07% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.86% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.77% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.00% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.89% 91.49%
CHEMBL2535 P11166 Glucose transporter 88.74% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 86.55% 94.73%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.89% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.23% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.37% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.08% 97.36%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.49% 96.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.40% 97.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.83% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.06% 97.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 80.87% 94.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.55% 97.09%

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 139588914
LOTUS LTS0146705
wikiData Q105303613