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(3R)-3,8-dihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-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 b063d98c-49f5-4633-871a-2f55e6e57e0e
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (3R)-3,8-dihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H34O10/c1-13-19(32)8-9-23(40-13)41-22-10-21(39-14(2)27(22)34)16-6-7-18-26(28(16)35)30(37)17-5-4-15-11-31(3,38)12-20(33)24(15)25(17)29(18)36/h4-7,13-14,19,21-23,27,32,34-35,38H,8-12H2,1-3H3/t13-,14+,19-,21+,22+,23-,27+,31+/m0/s1
InChI Key UHODELBZXFLXFX-UXUTXJLASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H34O10
Molecular Weight 566.60 g/mol
Exact Mass 566.21519728 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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(3R)-3,8-dihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
AC1L9F90
CHEBI:31048
(3R)-3,8-dihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
Q27114099

2D Structure

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2D Structure of (3R)-3,8-dihydroxy-9-[(2R,4R,5R,6R)-5-hydroxy-4-[(2S,5S,6S)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]-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 + 0.9326 93.26%
Caco-2 - 0.8297 82.97%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7767 77.67%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior - 0.2839 28.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7608 76.08%
BSEP inhibitior + 0.9400 94.00%
P-glycoprotein inhibitior + 0.6350 63.50%
P-glycoprotein substrate + 0.6995 69.95%
CYP3A4 substrate + 0.7193 71.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8578 85.78%
CYP3A4 inhibition - 0.9057 90.57%
CYP2C9 inhibition - 0.9271 92.71%
CYP2C19 inhibition - 0.9381 93.81%
CYP2D6 inhibition - 0.9646 96.46%
CYP1A2 inhibition - 0.5784 57.84%
CYP2C8 inhibition + 0.4454 44.54%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9350 93.50%
Skin irritation - 0.7250 72.50%
Skin corrosion - 0.9237 92.37%
Ames mutagenesis + 0.6030 60.30%
Human Ether-a-go-go-Related Gene inhibition - 0.4412 44.12%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5075 50.75%
skin sensitisation - 0.9210 92.10%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5833 58.33%
Acute Oral Toxicity (c) I 0.4051 40.51%
Estrogen receptor binding + 0.8525 85.25%
Androgen receptor binding + 0.6751 67.51%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7341 73.41%
Aromatase binding + 0.6692 66.92%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9851 98.51%

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 99.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.04% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.33% 96.38%
CHEMBL1951 P21397 Monoamine oxidase A 95.37% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.32% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.22% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.03% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.92% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.33% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.04% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.90% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.19% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 90.07% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 89.02% 97.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.30% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.07% 93.04%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.34% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.12% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.66% 86.33%
CHEMBL2056 P21728 Dopamine D1 receptor 82.67% 91.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.61% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.88% 95.64%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.64% 96.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.05% 94.00%

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 443813
LOTUS LTS0266612
wikiData Q27114099