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(7R,9S)-9-acetyl-7-[(2S,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9,11-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

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 8d82c99c-138e-41c8-97e1-a59021bd0daf
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name (7R,9S)-9-acetyl-7-[(2S,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9,11-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H29NO9/c1-11-23(30)17(28)8-20(36-11)37-19-10-27(34,12(2)29)9-16-14(19)7-15-22(26(16)33)24(31)13-5-4-6-18(35-3)21(13)25(15)32/h4-7,11,17,19-20,23,30,33-34H,8-10,28H2,1-3H3/t11-,17-,19+,20+,23+,27-/m0/s1
InChI Key MELGDFBIPJROHZ-YQZXLWCASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H29NO9
Molecular Weight 511.50 g/mol
Exact Mass 511.18423150 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 10
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 (7R,9S)-9-acetyl-7-[(2S,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9,11-dihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8489 84.89%
Caco-2 - 0.8345 83.45%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Nucleus 0.7680 76.80%
OATP2B1 inhibitior - 0.8690 86.90%
OATP1B1 inhibitior + 0.9005 90.05%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9379 93.79%
P-glycoprotein inhibitior - 0.5693 56.93%
P-glycoprotein substrate + 0.9065 90.65%
CYP3A4 substrate + 0.6782 67.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8060 80.60%
CYP3A4 inhibition - 0.8978 89.78%
CYP2C9 inhibition - 0.9541 95.41%
CYP2C19 inhibition - 0.9570 95.70%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition + 0.8030 80.30%
CYP2C8 inhibition - 0.7933 79.33%
CYP inhibitory promiscuity - 0.9671 96.71%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5762 57.62%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9592 95.92%
Skin irritation - 0.8072 80.72%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis + 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6365 63.65%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7218 72.18%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4857 48.57%
Acute Oral Toxicity (c) II 0.6543 65.43%
Estrogen receptor binding + 0.8989 89.89%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding + 0.5557 55.57%
Glucocorticoid receptor binding + 0.9100 91.00%
Aromatase binding + 0.7939 79.39%
PPAR gamma + 0.8467 84.67%
Honey bee toxicity - 0.6856 68.56%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8192 81.92%

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 99.74% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.86% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.10% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.63% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.46% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.63% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.51% 97.09%
CHEMBL2535 P11166 Glucose transporter 93.66% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 92.63% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.06% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.23% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.85% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.39% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.09% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.72% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 86.28% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.99% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.32% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.76% 96.00%
CHEMBL3474 P14555 Phospholipase A2 group IIA 84.69% 94.05%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.59% 94.42%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.14% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.75% 94.00%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 82.28% 83.65%
CHEMBL4530 P00488 Coagulation factor XIII 81.53% 96.00%
CHEMBL4208 P20618 Proteasome component C5 81.43% 90.00%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 81.30% 96.86%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.84% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.80% 96.21%
CHEMBL2056 P21728 Dopamine D1 receptor 80.69% 91.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.10% 99.17%

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 162891764
LOTUS LTS0041013
wikiData Q105162290