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Esperamicin A2

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 ef672d84-6a18-4ee1-922d-4926ab3042d1
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Acylaminobenzoic acid and derivatives
IUPAC Name [4-hydroxy-6-[[(2S,5Z,9R,13E)-9-hydroxy-2-[4-hydroxy-5-[(4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl)oxyamino]-3-[4-methoxy-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C57H76N4O22S4/c1-27-45(61-83-43-24-36(63)51(84-11)29(3)77-43)47(64)50(80-41-25-38(71-7)34(58-5)26-75-41)55(78-27)79-37-17-15-13-14-16-19-57(69)32(18-20-86-87-85-12)44(37)46(60-56(68)74-10)48(65)52(57)81-42-23-35(62)49(28(2)76-42)82-54(67)31-21-39(72-8)40(73-9)22-33(31)59-53(66)30(4)70-6/h13-14,18,21-22,27-29,34-38,41-43,45,47,49-52,55,58,61-64,69H,4,20,23-26H2,1-3,5-12H3,(H,59,66)(H,60,68)/b14-13-,32-18+/t27?,28?,29?,34?,35?,36?,37-,38?,41?,42?,43?,45?,47?,49?,50?,51?,52?,55?,57+/m0/s1
InChI Key HPRFQGMNEDASPB-VPVVSHQUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C57H76N4O22S4
Molecular Weight 1297.50 g/mol
Exact Mass 1296.38340476 g/mol
Topological Polar Surface Area (TPSA) 428.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 28
H-Bond Donor 8
Rotatable Bonds 24

Synonyms

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RefChem:137880
((2S,3S,4S,6S)-4-hydroxy-6-(((5Z,13E)-9-hydroxy-2-((2S,3S,4R,5R,6S)-4-hydroxy-5-(((2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl)oxyamino)-3-((2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl)oxy-6-methyloxan-2-yl)oxy-12-(methoxycarbonylamino)-13-(2-(methyltrisulfanyl)ethylidene)-11-oxo-10-bicyclo(7.3.1)trideca-1(12),5-dien-3,7-diynyl)oxy)-2-methyloxan-3-yl) 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate
[(2S,3S,4S,6S)-4-hydroxy-6-[[(5Z,13E)-9-hydroxy-2-[(2S,3S,4R,5R,6S)-4-hydroxy-5-[[(2R,4R,5R,6S)-4-hydroxy-6-methyl-5-methylsulfanyloxan-2-yl]oxyamino]-3-[(2S,4S,5S)-4-methoxy-5-(propan-2-ylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl] 4,5-dimethoxy-2-(2-methoxyprop-2-enoylamino)benzoate
99674-27-8
Carbamic acid, (8-((4,6-dideoxy-2-O-(2,4-dideoxy-3-O-methyl-4-((1-methylethyl)amino)-alpha-L-threo-pentopyranosyl)-4-(((2,6-dideoxy-4-S-methyl-4-thio-beta-D-ribo-hexopyranosyl)oxy)amino)-beta-D-glucopyranosyl)oxy)-12-((2,6-dideoxy-4-O-(4,5-dimethoxy-2-((2-methoxy-1-oxo-2-propenyl)amino)benzoyl)-alpha-L-ylxo-hexopyranosyl)oxy)-1-hydroxy-13-(2-(methyltrithio)ethylidene)-11-oxobicyclo(7.3.1)trideca-4,9-diene-2,6-diyn-10-yl)-, methyl ester, (1R-(1R*,4Z,8S*,12S*,13E))-
N-(2-(((4-hydroxy-6-(((2S,5Z,9R,13E)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-((4-hydroxy-5-(((4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl)oxy)amino)-3-((4-methoxy-5-(methylamino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulfanyl)disulfanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-3-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
N-(2-(((4-hydroxy-6-(((2S,5Z,9R,13E)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-((4-hydroxy-5-(((4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl)oxy)amino)-3-((4-methoxy-5-(methylamino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulphanyl)disulphanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-3-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
N-(2-(((4-hydroxy-6-(((2S,5Z,9R,13E)-9-hydroxy-12-((hydroxy(methoxy)methylidene)amino)-2-((4-hydroxy-5-(((4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl)oxy)amino)-3-((4-methoxy-5-(methylamino)oxan-2-yl)oxy)-6-methyloxan-2-yl)oxy)-13-(2-((methylsulphanyl)disulphanyl)ethylidene)-11-oxobicyclo(7.3.1)trideca-1(12),5-dien-3,7-diyn-10-yl)oxy)-2-methyloxan-3-yl)oxy)carbonyl)-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidic acid
N-(2-{[(4-hydroxy-6-{[(2S,5Z,9R,13E)-9-hydroxy-12-{[hydroxy(methoxy)methylidene]amino}-2-{[4-hydroxy-5-({[4-hydroxy-6-methyl-5-(methylsulfanyl)oxan-2-yl]oxy}amino)-3-{[4-methoxy-5-(methylamino)oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-13-{2-[(methylsulfanyl)disulfanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl]oxy}-2-methyloxan-3-yl)oxy]carbonyl}-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
N-(2-{[(4-hydroxy-6-{[(2S,5Z,9R,13E)-9-hydroxy-12-{[hydroxy(methoxy)methylidene]amino}-2-{[4-hydroxy-5-({[4-hydroxy-6-methyl-5-(methylsulphanyl)oxan-2-yl]oxy}amino)-3-{[4-methoxy-5-(methylamino)oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-13-{2-[(methylsulphanyl)disulphanyl]ethylidene}-11-oxobicyclo[7.3.1]trideca-1(12),5-dien-3,7-diyn-10-yl]oxy}-2-methyloxan-3-yl)oxy]carbonyl}-4,5-dimethoxyphenyl)-2-methoxyprop-2-enimidate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Esperamicin A2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6748 67.48%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5220 52.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9683 96.83%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate + 0.8499 84.99%
CYP3A4 substrate + 0.7597 75.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition + 0.8897 88.97%
CYP2C9 inhibition - 0.6515 65.15%
CYP2C19 inhibition - 0.6056 60.56%
CYP2D6 inhibition - 0.8552 85.52%
CYP1A2 inhibition - 0.6589 65.89%
CYP2C8 inhibition + 0.8507 85.07%
CYP inhibitory promiscuity - 0.5391 53.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5267 52.67%
Eye corrosion - 0.9764 97.64%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.7538 75.38%
Skin corrosion - 0.9106 91.06%
Ames mutagenesis + 0.5336 53.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7569 75.69%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5090 50.90%
skin sensitisation - 0.8217 82.17%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5624 56.24%
Acute Oral Toxicity (c) III 0.5646 56.46%
Estrogen receptor binding + 0.7067 70.67%
Androgen receptor binding + 0.7574 75.74%
Thyroid receptor binding + 0.6748 67.48%
Glucocorticoid receptor binding + 0.7587 75.87%
Aromatase binding + 0.7127 71.27%
PPAR gamma + 0.8208 82.08%
Honey bee toxicity - 0.5626 56.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9971 99.71%

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 99.19% 91.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 97.46% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.57% 97.36%
CHEMBL2581 P07339 Cathepsin D 96.19% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 96.19% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 95.86% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.80% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.66% 94.45%
CHEMBL4208 P20618 Proteasome component C5 93.53% 90.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.27% 89.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.01% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.44% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.19% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 91.09% 95.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.91% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.98% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.64% 95.89%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.36% 97.53%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.09% 92.62%
CHEMBL332 P03956 Matrix metalloproteinase-1 87.90% 94.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.55% 91.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.87% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.81% 96.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.52% 94.42%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.22% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.23% 95.56%
CHEMBL5028 O14672 ADAM10 84.04% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.36% 91.03%
CHEMBL2535 P11166 Glucose transporter 83.17% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.93% 97.14%
CHEMBL4015 P41597 C-C chemokine receptor type 2 82.49% 98.57%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.53% 90.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.36% 89.34%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.96% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.08% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.06% 94.73%

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 139587920
LOTUS LTS0131645
wikiData Q105031849