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methyl (1R,2R,4S)-4-[(2S,4S,5R,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-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 c441fc65-0c99-40bf-beb6-38b519507f83
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2S,4S,5R,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC5CC(C(C(O5)C)O)N(C)C)O
SMILES (Isomeric) CC[C@]1(C[C@@H](C2=C(C3=C(C=C2[C@H]1C(=O)OC)C(=O)C4=C(C3=O)C(=CC=C4)O)O)O[C@@H]5C[C@@H]([C@H]([C@H](O5)C)O)N(C)C)O
InChI InChI=1S/C30H35NO10/c1-6-30(38)12-19(41-20-11-17(31(3)4)25(33)13(2)40-20)22-15(24(30)29(37)39-5)10-16-23(28(22)36)27(35)21-14(26(16)34)8-7-9-18(21)32/h7-10,13,17,19-20,24-25,32-33,36,38H,6,11-12H2,1-5H3/t13-,17+,19+,20-,24+,25+,30-/m1/s1
InChI Key LJZPVWKMAYDYAS-BNSBUQAESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H35NO10
Molecular Weight 569.60 g/mol
Exact Mass 569.22609631 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,4S)-4-[(2S,4S,5R,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7-trihydroxy-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 + 0.8956 89.56%
Caco-2 - 0.8086 80.86%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.3561 35.61%
OATP2B1 inhibitior - 0.7248 72.48%
OATP1B1 inhibitior + 0.9395 93.95%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7698 76.98%
P-glycoprotein inhibitior + 0.6785 67.85%
P-glycoprotein substrate + 0.8550 85.50%
CYP3A4 substrate + 0.7227 72.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8239 82.39%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8326 83.26%
CYP2C19 inhibition - 0.8518 85.18%
CYP2D6 inhibition - 0.8497 84.97%
CYP1A2 inhibition + 0.5329 53.29%
CYP2C8 inhibition - 0.6486 64.86%
CYP inhibitory promiscuity - 0.8559 85.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.8066 80.66%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis + 1.0000 100.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5905 59.05%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.7875 78.75%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7446 74.46%
Acute Oral Toxicity (c) II 0.4884 48.84%
Estrogen receptor binding + 0.8489 84.89%
Androgen receptor binding + 0.7911 79.11%
Thyroid receptor binding + 0.5828 58.28%
Glucocorticoid receptor binding + 0.8542 85.42%
Aromatase binding + 0.7280 72.80%
PPAR gamma + 0.7937 79.37%
Honey bee toxicity - 0.7592 75.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9302 93.02%

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
CHEMBL2581 P07339 Cathepsin D 99.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.24% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.04% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.90% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.72% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.76% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.53% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.42% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.89% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 90.31% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.84% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.66% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.98% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.61% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 86.45% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.97% 92.62%
CHEMBL4208 P20618 Proteasome component C5 84.23% 90.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.46% 97.50%
CHEMBL2535 P11166 Glucose transporter 82.93% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.76% 93.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.11% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.04% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.45% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.41% 95.17%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.40% 96.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.34% 96.37%

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 100805379
LOTUS LTS0058350
wikiData Q77309641