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3-Methoxy-2-methyl-2,5,7-trihydroxy-3,4-dihydro-1,6,11(2H)-naphthacenetrione

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 2ae9c549-b831-4846-966f-e6f9504782e3
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name 2,5,7-trihydroxy-3-methoxy-2-methyl-3,4-dihydrotetracene-1,6,11-trione
SMILES (Canonical) CC1(C(CC2=C(C3=C(C=C2C1=O)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC)O
SMILES (Isomeric) CC1(C(CC2=C(C3=C(C=C2C1=O)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC)O
InChI InChI=1S/C20H16O7/c1-20(26)13(27-2)7-9-10(19(20)25)6-11-15(17(9)23)18(24)14-8(16(11)22)4-3-5-12(14)21/h3-6,13,21,23,26H,7H2,1-2H3
InChI Key JYDSLMCACANRIN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H16O7
Molecular Weight 368.30 g/mol
Exact Mass 368.08960285 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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Antibiotic SM 173B
SM-173B
BRN 5639838
3-Methoxy-2-methyl-2,5,7-trihydroxy-3,4-dihydro-1,6,11(2H)-naphthacenetrione
1,6,11(2H)-Naphthacenetrione, 3,4-dihydro-2,5,7-trihydroxy-3-methoxy-2-methyl-
DTXSID20987682
2,5,7-Trihydroxy-3-methoxy-2-methyl-3,4-dihydrotetracene-1,6,11(2H)-trione

2D Structure

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2D Structure of 3-Methoxy-2-methyl-2,5,7-trihydroxy-3,4-dihydro-1,6,11(2H)-naphthacenetrione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.6385 63.85%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7983 79.83%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.9223 92.23%
OATP1B3 inhibitior + 0.9428 94.28%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6217 62.17%
P-glycoprotein inhibitior - 0.7825 78.25%
P-glycoprotein substrate - 0.6524 65.24%
CYP3A4 substrate + 0.6429 64.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8092 80.92%
CYP3A4 inhibition - 0.8143 81.43%
CYP2C9 inhibition - 0.8545 85.45%
CYP2C19 inhibition - 0.8315 83.15%
CYP2D6 inhibition - 0.8336 83.36%
CYP1A2 inhibition + 0.6912 69.12%
CYP2C8 inhibition - 0.6601 66.01%
CYP inhibitory promiscuity - 0.9075 90.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8952 89.52%
Carcinogenicity (trinary) Non-required 0.5451 54.51%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.6592 65.92%
Skin irritation - 0.6685 66.85%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis + 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7538 75.38%
Micronuclear + 0.5159 51.59%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8801 88.01%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7251 72.51%
Acute Oral Toxicity (c) III 0.5860 58.60%
Estrogen receptor binding + 0.8731 87.31%
Androgen receptor binding - 0.5244 52.44%
Thyroid receptor binding - 0.5114 51.14%
Glucocorticoid receptor binding + 0.8218 82.18%
Aromatase binding - 0.5235 52.35%
PPAR gamma + 0.8847 88.47%
Honey bee toxicity - 0.7726 77.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9757 97.57%

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 99.16% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.03% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.96% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.95% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.68% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.94% 89.00%
CHEMBL2535 P11166 Glucose transporter 92.97% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.71% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.64% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.02% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.12% 92.94%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.91% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.75% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.48% 94.00%
CHEMBL2056 P21728 Dopamine D1 receptor 84.97% 91.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.90% 96.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.97% 96.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.79% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.17% 90.24%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.07% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.59% 97.14%
CHEMBL301 P24941 Cyclin-dependent kinase 2 81.25% 91.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.24% 82.69%
CHEMBL1907 P15144 Aminopeptidase N 81.06% 93.31%
CHEMBL340 P08684 Cytochrome P450 3A4 81.00% 91.19%

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 3051955
LOTUS LTS0016351
wikiData Q82975998