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Auramycin A

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 dcb114b9-c47b-491f-8b50-4cf50c496a51
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4R,5R,6R)-4-(dimethylamino)-5-[(2S,4R,5R,6R)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H51NO15/c1-17-24(43)11-12-28(52-17)56-39-19(3)54-30(15-26(39)45)57-38-18(2)53-29(14-23(38)42(5)6)55-27-16-41(4,50)34(40(49)51-7)21-13-22-33(37(48)32(21)27)36(47)31-20(35(22)46)9-8-10-25(31)44/h8-10,13,17-19,23,26-30,34,38-39,44-45,48,50H,11-12,14-16H2,1-7H3/t17-,18+,19+,23+,26+,27-,28-,29-,30-,34-,38-,39-,41+/m0/s1
InChI Key UFVSOHSXEJJBKL-NODMTQFTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H51NO15
Molecular Weight 797.80 g/mol
Exact Mass 797.32586992 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 16
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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RefChem:916477
1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-2-methyl-6,11-dioxo-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-((2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl)-alpha-L-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-, methyl ester, (1R-(1alpha,2beta,4beta))-
78173-92-9
methyl (1R,2R,4S)-4-((2R,4S,5S,6S)-4-(dimethylamino)-5-((2S,4S,5S,6S)-4-hydroxy-6-methyl-5-((2R,6S)-6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl)oxy-6-methyloxan-2-yl)oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
CHEBI:223352
methyl (1R,2R,4S)-4-[(2R,4R,5R,6R)-4-(dimethylamino)-5-[(2S,4R,5R,6R)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate

2D Structure

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2D Structure of Auramycin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6878 68.78%
Caco-2 - 0.8659 86.59%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4263 42.63%
OATP2B1 inhibitior - 0.7136 71.36%
OATP1B1 inhibitior + 0.8678 86.78%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8596 85.96%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate + 0.8554 85.54%
CYP3A4 substrate + 0.7458 74.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8450 84.50%
CYP3A4 inhibition - 0.7847 78.47%
CYP2C9 inhibition - 0.8920 89.20%
CYP2C19 inhibition - 0.8751 87.51%
CYP2D6 inhibition - 0.7698 76.98%
CYP1A2 inhibition + 0.5234 52.34%
CYP2C8 inhibition + 0.5901 59.01%
CYP inhibitory promiscuity - 0.9351 93.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5526 55.26%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.7909 79.09%
Skin corrosion - 0.9308 93.08%
Ames mutagenesis + 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4251 42.51%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.7907 79.07%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7327 73.27%
Acute Oral Toxicity (c) II 0.4649 46.49%
Estrogen receptor binding + 0.8751 87.51%
Androgen receptor binding + 0.8440 84.40%
Thyroid receptor binding + 0.5303 53.03%
Glucocorticoid receptor binding + 0.8772 87.72%
Aromatase binding + 0.8282 82.82%
PPAR gamma + 0.8046 80.46%
Honey bee toxicity - 0.6930 69.30%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9002 90.02%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.15% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.59% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.47% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.73% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.42% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.17% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.79% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.97% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.95% 96.21%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.99% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.02% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.46% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 88.35% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.18% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.36% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.96% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.18% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.10% 92.62%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.72% 95.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.33% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.49% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.80% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.76% 91.07%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.62% 96.67%
CHEMBL1951 P21397 Monoamine oxidase A 81.61% 91.49%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.39% 97.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.12% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.88% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 80.34% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.20% 99.15%

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 139589085
LOTUS LTS0165480
wikiData Q105272172