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methyl (1R,2S,4R)-4-[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-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 c564e36a-a0d3-4cb6-88c0-12f1c73776b6
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2S,4R)-4-[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical) CC1C(C(CC(O1)OC2CC(C(C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)C(=O)OC)(C)O)N(C)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](C[C@H](O1)O[C@@H]2C[C@]([C@@H](C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)C(=O)OC)(C)O)N(C)C)O
InChI InChI=1S/C29H33NO10/c1-12-24(32)16(30(3)4)10-19(39-12)40-18-11-29(2,37)23(28(36)38-5)14-9-15-22(27(35)21(14)18)26(34)20-13(25(15)33)7-6-8-17(20)31/h6-9,12,16,18-19,23-24,31-32,35,37H,10-11H2,1-5H3/t12-,16-,18+,19+,23-,24-,29-/m0/s1
InChI Key QJXJRECTYIMQFD-YULHHQJHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H33NO10
Molecular Weight 555.60 g/mol
Exact Mass 555.21044625 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,4R)-4-[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-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 + 0.8715 87.15%
Caco-2 - 0.7935 79.35%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.3673 36.73%
OATP2B1 inhibitior - 0.5845 58.45%
OATP1B1 inhibitior + 0.9198 91.98%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6107 61.07%
P-glycoprotein inhibitior + 0.6896 68.96%
P-glycoprotein substrate + 0.8522 85.22%
CYP3A4 substrate + 0.7280 72.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8239 82.39%
CYP3A4 inhibition - 0.8368 83.68%
CYP2C9 inhibition - 0.8818 88.18%
CYP2C19 inhibition - 0.8896 88.96%
CYP2D6 inhibition - 0.7841 78.41%
CYP1A2 inhibition + 0.6843 68.43%
CYP2C8 inhibition - 0.5929 59.29%
CYP inhibitory promiscuity - 0.9343 93.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5617 56.17%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9103 91.03%
Skin irritation - 0.7986 79.86%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis + 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5884 58.84%
Micronuclear + 0.5700 57.00%
Hepatotoxicity + 0.6532 65.32%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6632 66.32%
Acute Oral Toxicity (c) III 0.4538 45.38%
Estrogen receptor binding + 0.8293 82.93%
Androgen receptor binding + 0.7845 78.45%
Thyroid receptor binding + 0.6145 61.45%
Glucocorticoid receptor binding + 0.8523 85.23%
Aromatase binding + 0.7200 72.00%
PPAR gamma + 0.7617 76.17%
Honey bee toxicity - 0.7401 74.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9472 94.72%

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 99.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.09% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.59% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.53% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.56% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.53% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.28% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.48% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.86% 96.21%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.41% 85.14%
CHEMBL2535 P11166 Glucose transporter 88.04% 98.75%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.60% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.47% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.07% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.47% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.15% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.01% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.62% 93.03%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.16% 95.83%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.07% 96.77%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.03% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.66% 83.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.64% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.25% 99.15%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.88% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.47% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.21% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.18% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.32% 93.56%

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 139589073
LOTUS LTS0218948
wikiData Q105222954