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Megalomicin 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 0ef45fee-7de9-4162-b075-a7f2e846355e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
IUPAC Name (3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
SMILES (Canonical) CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)O)C)OC3C(C(CC(O3)C)N(C)C)O)(C)OC4CC(C(C(O4)C)O)N(C)C)C)C)O)(C)O
SMILES (Isomeric) CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)O)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O[C@H]4C[C@H]([C@H]([C@@H](O4)C)O)N(C)C)C)C)O)(C)O
InChI InChI=1S/C44H80N2O15/c1-16-30-44(11,54)37(50)23(4)33(47)21(2)19-43(10,61-31-18-29(46(14)15)34(48)26(7)56-31)39(60-41-35(49)28(45(12)13)17-22(3)55-41)24(5)36(25(6)40(52)58-30)59-32-20-42(9,53)38(51)27(8)57-32/h21-32,34-39,41,48-51,53-54H,16-20H2,1-15H3/t21-,22-,23+,24+,25-,26+,27+,28+,29-,30-,31+,32+,34+,35-,36+,37-,38+,39-,41+,42-,43-,44-/m1/s1
InChI Key LRWRQTMTYVZKQW-WWDNQWNISA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C44H80N2O15
Molecular Weight 877.10 g/mol
Exact Mass 876.55586985 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 17
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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Megalomicin
Megalomicin [INN]
28022-11-9
TJB59Q46Z0
Sch 13430
SCH-13430
Antibiotic XK 41C
Antibiotic W-847-A
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-4-[(2R,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-7-[(2S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-3,5,7,9,11,13-hexamethyl-oxacyclotetradecane-2,10-dione
Megalomicina
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Megalomicin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7278 72.78%
Caco-2 - 0.8965 89.65%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.5276 52.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9214 92.14%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6431 64.31%
P-glycoprotein inhibitior + 0.7545 75.45%
P-glycoprotein substrate + 0.8736 87.36%
CYP3A4 substrate + 0.7321 73.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8807 88.07%
CYP3A4 inhibition - 0.7025 70.25%
CYP2C9 inhibition - 0.9150 91.50%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9130 91.30%
CYP1A2 inhibition - 0.9157 91.57%
CYP2C8 inhibition - 0.9366 93.66%
CYP inhibitory promiscuity - 0.9528 95.28%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5644 56.44%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.7791 77.91%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5792 57.92%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.9699 96.99%
skin sensitisation - 0.9243 92.43%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8555 85.55%
Acute Oral Toxicity (c) III 0.6681 66.81%
Estrogen receptor binding - 0.5791 57.91%
Androgen receptor binding + 0.5446 54.46%
Thyroid receptor binding - 0.6915 69.15%
Glucocorticoid receptor binding + 0.7529 75.29%
Aromatase binding + 0.6231 62.31%
PPAR gamma + 0.7236 72.36%
Honey bee toxicity - 0.6415 64.15%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.7342 73.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.26% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.91% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.86% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.89% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 90.33% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.15% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.74% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.51% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.88% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 86.68% 90.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.96% 96.21%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.37% 95.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.42% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.13% 91.07%
CHEMBL299 P17252 Protein kinase C alpha 83.79% 98.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.68% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.65% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.15% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.72% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.57% 93.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.52% 90.08%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.46% 82.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.43% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 82.30% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.08% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 80.02% 97.05%

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 31864
LOTUS LTS0135032
wikiData Q27110185