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Methyl (6aR,7S,10aR)-6,6a,7,10,10a,11-hexahydro-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-2-naphthacenecarboxylate

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 b772328c-d5a4-4643-be94-ddf8f47e5770
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H20O11/c1-8-14-9(6-11(32-2)15(8)21(29)34-4)5-10-16(17(14)25)20(28)22(30)13(24)7-12(33-3)19(27)23(22,31)18(10)26/h5-7,19,25,27,30-31H,1-4H3/t19-,22-,23-/m1/s1
InChI Key ULHJWHCSSAEMLW-UEVCKROQSA-N
Popularity 51 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20O11
Molecular Weight 472.40 g/mol
Exact Mass 472.10056145 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 0.40
Atomic LogP (AlogP) -0.04
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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71135-22-3
CHEBI:9470
DTXSID001037032
methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate
2-Naphthacenecarboxylic acid, 6,6a,7,10,10a,11-hexahydro-6a,10a,12,?-tetrahydroxy-3,?-dimethoxy-1-methyl-6,11,?-trioxo-, methyl ester
methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate
RefChem:925620
DTXCID501521121
Methyl (6aR,7S,10aR)-6,6a,7,10,10a,11-hexahydro-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-2-naphthacenecarboxylate
NSC309451
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Methyl (6aR,7S,10aR)-6,6a,7,10,10a,11-hexahydro-6a,7,10a,12-tetrahydroxy-3,8-dimethoxy-1-methyl-6,10,11-trioxo-2-naphthacenecarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9647 96.47%
Caco-2 - 0.7007 70.07%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6585 65.85%
OATP2B1 inhibitior - 0.7118 71.18%
OATP1B1 inhibitior + 0.7733 77.33%
OATP1B3 inhibitior + 0.8845 88.45%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6524 65.24%
P-glycoprotein inhibitior - 0.4570 45.70%
P-glycoprotein substrate + 0.6095 60.95%
CYP3A4 substrate + 0.6700 67.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.7927 79.27%
CYP2C9 inhibition - 0.8873 88.73%
CYP2C19 inhibition - 0.9136 91.36%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.6628 66.28%
CYP2C8 inhibition + 0.7290 72.90%
CYP inhibitory promiscuity - 0.7671 76.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9118 91.18%
Carcinogenicity (trinary) Non-required 0.4934 49.34%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.7941 79.41%
Skin irritation - 0.7082 70.82%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6914 69.14%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6052 60.52%
skin sensitisation - 0.7876 78.76%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4906 49.06%
Acute Oral Toxicity (c) III 0.4519 45.19%
Estrogen receptor binding + 0.7135 71.35%
Androgen receptor binding + 0.7206 72.06%
Thyroid receptor binding + 0.5830 58.30%
Glucocorticoid receptor binding + 0.6156 61.56%
Aromatase binding - 0.4826 48.26%
PPAR gamma + 0.6297 62.97%
Honey bee toxicity - 0.8443 84.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9958 99.58%

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 97.26% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.90% 85.14%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 94.37% 94.42%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.45% 94.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.03% 95.17%
CHEMBL2535 P11166 Glucose transporter 89.73% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.63% 99.23%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.19% 91.79%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.53% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.09% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.53% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.96% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.10% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.72% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.43% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.11% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.52% 92.94%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.07% 92.38%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.74% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.53% 93.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.15% 96.00%

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 73632
NPASS NPC40210
LOTUS LTS0100170
wikiData Q27108403