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Auramycin B

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 6c80daf8-e44a-453b-92b3-849090a53e67
Taxonomy Phenylpropanoids and polyketides > Anthracyclines
IUPAC Name methyl (1R,2R,4S)-4-[(2R,4S,5S,6S)-4-(dimethylamino)-5-[[(1R,3R,5S,8S,10S,12S,14S)-5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-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/C41H49NO15/c1-16-24(44)13-26-40(53-16)57-38-18(3)52-29(14-25(38)54-26)56-37-17(2)51-28(12-22(37)42(5)6)55-27-15-41(4,49)33(39(48)50-7)20-11-21-32(36(47)31(20)27)35(46)30-19(34(21)45)9-8-10-23(30)43/h8-11,16-18,22,25-29,33,37-38,40,43,47,49H,12-15H2,1-7H3/t16-,17-,18-,22-,25-,26-,27-,28-,29-,33-,37+,38+,40-,41+/m0/s1
InChI Key PCGZUKQITWMLRC-RJFPJLDVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C41H49NO15
Molecular Weight 795.80 g/mol
Exact Mass 795.31021986 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.78
H-Bond Acceptor 16
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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78173-91-8
DTXSID00228823
PCGZUKQITWMLRC-RJFPJLDVSA-N
1-Naphthacenecarboxylic acid, 4-(((2''',3''-anhydro)-O-3,6-dideoxy-alpha-L-erythro-hexopyranos-4-ulosyl-(1->4)-O-2,6-dideoxy-alpha-L-lyxo-hexopyranosyl-(1->4)-2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-2-methyl-6,11-d ioxo-, methyl ester, (1R-(1alpha,2beta,4beta))-
1-Naphthacenecarboxylic acid, 4-(((2''',3''-anhydro)-O-3,6-dideoxy-alpha-L-erythro-hexopyranos-4-ulosyl-(1-4)-O-2,6-dideoxy-alpha-L-lyxo-hexapyranosyl-(1-4)-2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-2-methyl-6,11-dioxo-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-

2D Structure

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2D Structure of Auramycin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7957 79.57%
Caco-2 - 0.8623 86.23%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.4699 46.99%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9401 94.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6755 67.55%
P-glycoprotein inhibitior + 0.7629 76.29%
P-glycoprotein substrate + 0.8523 85.23%
CYP3A4 substrate + 0.7493 74.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition - 0.8186 81.86%
CYP2C9 inhibition - 0.9107 91.07%
CYP2C19 inhibition - 0.9019 90.19%
CYP2D6 inhibition - 0.7162 71.62%
CYP1A2 inhibition + 0.6463 64.63%
CYP2C8 inhibition + 0.6849 68.49%
CYP inhibitory promiscuity - 0.9206 92.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5286 52.86%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.8012 80.12%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis + 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4038 40.38%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5876 58.76%
Acute Oral Toxicity (c) III 0.5308 53.08%
Estrogen receptor binding + 0.8544 85.44%
Androgen receptor binding + 0.8323 83.23%
Thyroid receptor binding + 0.5277 52.77%
Glucocorticoid receptor binding + 0.8463 84.63%
Aromatase binding + 0.7677 76.77%
PPAR gamma + 0.8109 81.09%
Honey bee toxicity - 0.6579 65.79%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9303 93.03%

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 99.81% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.71% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.88% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.92% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.39% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.79% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 93.19% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.01% 85.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.82% 96.21%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.97% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.01% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.03% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.47% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.05% 92.88%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.91% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.50% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.84% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.60% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 83.58% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 83.28% 94.73%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.18% 85.30%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.92% 99.15%
CHEMBL4208 P20618 Proteasome component C5 82.85% 90.00%
CHEMBL2535 P11166 Glucose transporter 82.62% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.85% 92.62%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.76% 93.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.73% 93.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.52% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.36% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.13% 91.07%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.97% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.69% 99.17%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.53% 85.11%

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 155837
LOTUS LTS0247270
wikiData Q83108895