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Auramycin C

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 47e8f118-86f2-4765-ad4a-a8e96471b7d0
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-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)OC2C(OC(CC2N(C)C)OC3CC(C(C4=CC5=C(C(=C34)O)C(=O)C6=C(C5=O)C=CC=C6O)C(=O)OC)(C)O)C)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H](C[C@@H](O1)OC2[C@@H](O[C@H](C[C@@H]2N(C)C)O[C@H]3C[C@@]([C@@H](C4=CC5=C(C(=C34)O)C(=O)C6=C(C5=O)C=CC=C6O)C(=O)OC)(C)O)C)O)O
InChI InChI=1S/C35H43NO13/c1-14-29(39)21(38)12-24(46-14)49-33-15(2)47-23(11-19(33)36(4)5)48-22-13-35(3,44)28(34(43)45-6)17-10-18-27(32(42)26(17)22)31(41)25-16(30(18)40)8-7-9-20(25)37/h7-10,14-15,19,21-24,28-29,33,37-39,42,44H,11-13H2,1-6H3/t14-,15-,19-,21-,22-,23-,24-,28-,29+,33?,35+/m0/s1
InChI Key UMJYAGXWXMMVDD-KMOSPXHKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H43NO13
Molecular Weight 685.70 g/mol
Exact Mass 685.27344043 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.65
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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83753-71-3
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-alpha-L-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-, methyl ester, (1R-(1alpha,2beta,4beta))-
1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-6,11-dioxo-2-methyl-4-((2,3,6-trideoxy-4-(O-(2,6-dideoxy-alpha-L-lyxo-hexopyranosyl)-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-2,5,7-trihydroxy-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-
methyl (1R,2R,4S)-4-[(2R,4S,6S)-5-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-(dimethylamino)-6-methyloxan-2-yl]oxy-2,5,7-trihydroxy-2-methyl-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
UMJYAGXWXMMVDD-KMOSPXHKSA-N
DTXSID901003789
Methyl 2,5,7-trihydroxy-2-methyl-6,11-dioxo-4-{[2,3,6-trideoxy-4-O-(2,6-dideoxyhexopyranosyl)-3-(dimethylamino)hexopyranosyl]oxy}-1,2,3,4,6,11-hexahydrotetracene-1-carboxylate

2D Structure

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2D Structure of Auramycin C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7711 77.11%
Caco-2 - 0.8585 85.85%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4310 43.10%
OATP2B1 inhibitior - 0.7097 70.97%
OATP1B1 inhibitior + 0.8868 88.68%
OATP1B3 inhibitior + 0.9369 93.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5687 56.87%
P-glycoprotein inhibitior + 0.7018 70.18%
P-glycoprotein substrate + 0.8649 86.49%
CYP3A4 substrate + 0.7333 73.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8506 85.06%
CYP3A4 inhibition - 0.8322 83.22%
CYP2C9 inhibition - 0.9153 91.53%
CYP2C19 inhibition - 0.9140 91.40%
CYP2D6 inhibition - 0.8147 81.47%
CYP1A2 inhibition + 0.5791 57.91%
CYP2C8 inhibition - 0.5827 58.27%
CYP inhibitory promiscuity - 0.9673 96.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5386 53.86%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9228 92.28%
Skin irritation - 0.7940 79.40%
Skin corrosion - 0.9316 93.16%
Ames mutagenesis + 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5064 50.64%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.6907 69.07%
skin sensitisation - 0.8962 89.62%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7371 73.71%
Acute Oral Toxicity (c) III 0.5128 51.28%
Estrogen receptor binding + 0.8342 83.42%
Androgen receptor binding + 0.7956 79.56%
Thyroid receptor binding + 0.5525 55.25%
Glucocorticoid receptor binding + 0.8201 82.01%
Aromatase binding + 0.7326 73.26%
PPAR gamma + 0.7937 79.37%
Honey bee toxicity - 0.7078 70.78%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9450 94.50%

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 99.66% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.05% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.92% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.39% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.61% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 94.99% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.96% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.54% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.12% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.63% 96.21%
CHEMBL340 P08684 Cytochrome P450 3A4 92.21% 91.19%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.71% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.74% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.54% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.32% 92.88%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.93% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.88% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.73% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.63% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.60% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.45% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.31% 95.83%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.23% 99.15%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.34% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.31% 91.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.97% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 81.94% 94.73%
CHEMBL4208 P20618 Proteasome component C5 81.87% 90.00%
CHEMBL2535 P11166 Glucose transporter 81.56% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.48% 97.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.26% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.37% 93.56%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.31% 97.50%

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 174332
LOTUS LTS0098025
wikiData Q82998476