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methyl (1R,2R,4S)-4-[(2R,4S,5R,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,12-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

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 047f1660-11d5-46cc-aedd-d55efc1d1094
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4S,5R,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,12-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CCC1(CC(C2=C(C1C(=O)OC)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)O)O)N(C)C)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C([C@H]1C(=O)OC)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4O)O)O[C@H]5C[C@@H]([C@H]([C@@H](O5)C)O[C@H]6C[C@@H]([C@@H]([C@@H](O6)C)O)O)N(C)C)O
InChI InChI=1S/C36H45NO14/c1-7-36(46)13-20(50-21-11-17(37(4)5)34(15(3)49-21)51-22-12-19(39)29(40)14(2)48-22)24-25(28(36)35(45)47-6)33(44)26-27(32(24)43)31(42)23-16(30(26)41)9-8-10-18(23)38/h8-10,14-15,17,19-22,28-29,34,38-40,43-44,46H,7,11-13H2,1-6H3/t14-,15-,17-,19-,20-,21-,22-,28-,29+,34-,36+/m0/s1
InChI Key WZIPAGOFYCDCEJ-XCAZKSJXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H45NO14
Molecular Weight 715.70 g/mol
Exact Mass 715.28400511 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,4S)-4-[(2R,4S,5R,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,12-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8018 80.18%
Caco-2 - 0.8639 86.39%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4015 40.15%
OATP2B1 inhibitior - 0.8533 85.33%
OATP1B1 inhibitior + 0.8980 89.80%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7668 76.68%
P-glycoprotein inhibitior + 0.7002 70.02%
P-glycoprotein substrate + 0.8745 87.45%
CYP3A4 substrate + 0.7222 72.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8506 85.06%
CYP3A4 inhibition - 0.8224 82.24%
CYP2C9 inhibition - 0.8802 88.02%
CYP2C19 inhibition - 0.8859 88.59%
CYP2D6 inhibition - 0.8691 86.91%
CYP1A2 inhibition - 0.5646 56.46%
CYP2C8 inhibition - 0.7089 70.89%
CYP inhibitory promiscuity - 0.9336 93.36%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5733 57.33%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.8015 80.15%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis + 0.9900 99.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4862 48.62%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.9014 90.14%
Respiratory toxicity + 0.9667 96.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7842 78.42%
Acute Oral Toxicity (c) II 0.4556 45.56%
Estrogen receptor binding + 0.8721 87.21%
Androgen receptor binding + 0.7738 77.38%
Thyroid receptor binding + 0.5277 52.77%
Glucocorticoid receptor binding + 0.8346 83.46%
Aromatase binding + 0.7619 76.19%
PPAR gamma + 0.7878 78.78%
Honey bee toxicity - 0.7159 71.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9273 92.73%

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 99.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.95% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.37% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.21% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.13% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.64% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.02% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.87% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.92% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.90% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.77% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 88.47% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.27% 96.21%
CHEMBL4208 P20618 Proteasome component C5 85.46% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.37% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 83.38% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.28% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.79% 96.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.46% 95.64%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.60% 85.11%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.26% 92.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.02% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 80.87% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.66% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.14% 95.50%

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 139589244
LOTUS LTS0029812
wikiData Q104402088