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8-demethyl-8-(2,3-O-dimethyl-alpha-L-rhamnosyl)tetracenomycin C

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 7b7a04fb-ad2c-4af7-bfbb-063dc8c4b0d7
Taxonomy Benzenoids > Naphthacenes > Tetracenequinones
IUPAC Name methyl (6aR,7S,10aR)-6a,7,10a,12-tetrahydroxy-3-[(2S,3R,4R,5S,6S)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy-8-methoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC3=CC4=C(C(=C3C(=C2C(=O)OC)C)O)C(=O)C5(C(=O)C=C(C(C5(C4=O)O)O)OC)O)OC)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC3=CC4=C(C(=C3C(=C2C(=O)OC)C)O)C(=O)[C@@]5(C(=O)C=C([C@H]([C@@]5(C4=O)O)O)OC)O)OC)OC)O
InChI InChI=1S/C30H32O15/c1-10-17-12(8-14(18(10)27(37)43-6)45-28-23(42-5)22(41-4)20(32)11(2)44-28)7-13-19(21(17)33)26(36)29(38)16(31)9-15(40-3)25(35)30(29,39)24(13)34/h7-9,11,20,22-23,25,28,32-33,35,38-39H,1-6H3/t11-,20-,22+,23+,25+,28-,29+,30+/m0/s1
InChI Key NIRLIWMQNRJEDG-RARRKIFNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H32O15
Molecular Weight 632.60 g/mol
Exact Mass 632.17412031 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.53
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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CHEBI:78286
C20976
Q27147736
8-demethyl-8-(2,3-di-O-methyl-alpha-L-rhamnosyl)-tetracenomycin C
8-Demethyl-8-(2,3-di-O-methyl-alpha-L-rhamnosyl)tetracenomycin C
8-demethyl-8-(2,3-O-dimethyl-alpha-L-rhamnosyl)-tetracenomycin C
methyl (6aR,7S,10aR)-3-[(6-deoxy-2,3-di-O-methyl-alpha-L-mannopyranosyl)oxy]-6a,7,10a,12-tetrahydroxy-8-methoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate

2D Structure

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2D Structure of 8-demethyl-8-(2,3-O-dimethyl-alpha-L-rhamnosyl)tetracenomycin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8669 86.69%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5156 51.56%
OATP2B1 inhibitior - 0.5594 55.94%
OATP1B1 inhibitior + 0.7692 76.92%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7188 71.88%
P-glycoprotein inhibitior + 0.6781 67.81%
P-glycoprotein substrate + 0.7249 72.49%
CYP3A4 substrate + 0.6980 69.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.7665 76.65%
CYP2C9 inhibition - 0.9517 95.17%
CYP2C19 inhibition - 0.8607 86.07%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.7260 72.60%
CYP2C8 inhibition + 0.7252 72.52%
CYP inhibitory promiscuity - 0.7058 70.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4544 45.44%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.7167 71.67%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5681 56.81%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8416 84.16%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7658 76.58%
Acute Oral Toxicity (c) III 0.4819 48.19%
Estrogen receptor binding + 0.7339 73.39%
Androgen receptor binding + 0.6930 69.30%
Thyroid receptor binding + 0.5386 53.86%
Glucocorticoid receptor binding + 0.7081 70.81%
Aromatase binding + 0.6175 61.75%
PPAR gamma + 0.6460 64.60%
Honey bee toxicity - 0.7783 77.83%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9817 98.17%

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 99.03% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.91% 94.00%
CHEMBL2581 P07339 Cathepsin D 93.55% 98.95%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 92.96% 94.42%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.78% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.22% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.58% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.71% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.66% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.30% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.39% 91.07%
CHEMBL1951 P21397 Monoamine oxidase A 87.27% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.34% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.88% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.70% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.64% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.63% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.74% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.91% 96.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.21% 95.64%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.69% 96.21%
CHEMBL4208 P20618 Proteasome component C5 81.29% 90.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.96% 95.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.26% 96.90%
CHEMBL2535 P11166 Glucose transporter 80.06% 98.75%

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 86289507
LOTUS LTS0064699
wikiData Q27147736