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Coumabiocin 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 fec3db09-7e0f-4801-b630-68008721c3e5
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
IUPAC Name [(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbonyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate
SMILES (Canonical) CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC4=C(C=C3)OC(C4)C(C)(C)O)OC5C(C(C(C(O5)(C)C)OC)OC(=O)N)O
SMILES (Isomeric) CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC4=C(C=C3)OC(C4)C(C)(C)O)O[C@H]5[C@@H]([C@@H]([C@H](C(O5)(C)C)OC)OC(=O)N)O
InChI InChI=1S/C31H36N2O12/c1-13-17(42-28-22(35)24(44-29(32)38)25(40-6)31(4,5)45-28)10-8-16-21(34)20(27(37)43-23(13)16)33-26(36)14-7-9-18-15(11-14)12-19(41-18)30(2,3)39/h7-11,19,22,24-25,28,34-35,39H,12H2,1-6H3,(H2,32,38)(H,33,36)/t19?,22-,24+,25-,28-/m1/s1
InChI Key QABCYUIASODPGV-AMAVTPQFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H36N2O12
Molecular Weight 628.60 g/mol
Exact Mass 628.22682459 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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((3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-((2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbonyl)amino)-8-methyl-2-oxochromen-7-yl)oxy-3-methoxy-2,2-dimethyloxan-4-yl) carbamate
[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carbonyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate
N-(4-Hydroxy-7-(((2R,3R,4S,5R)-3-hydroxy-4-(C-hydroxycarbonimidoyloxy)-5-methoxy-6,6-dimethyloxan-2-yl)oxy)-8-methyl-2-oxo-2H-chromen-3-yl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboximidate
N-(4-Hydroxy-7-{[(2R,3R,4S,5R)-3-hydroxy-4-(C-hydroxycarbonimidoyloxy)-5-methoxy-6,6-dimethyloxan-2-yl]oxy}-8-methyl-2-oxo-2H-chromen-3-yl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboximidate
RefChem:128229
CHEMBL1097287
SCHEMBL29885141
CHEBI:207508
[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzouran-5-carbonyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate

2D Structure

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2D Structure of Coumabiocin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8542 85.42%
Caco-2 - 0.8534 85.34%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4955 49.55%
OATP2B1 inhibitior - 0.5099 50.99%
OATP1B1 inhibitior + 0.8905 89.05%
OATP1B3 inhibitior + 0.9316 93.16%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9437 94.37%
P-glycoprotein inhibitior + 0.7722 77.22%
P-glycoprotein substrate + 0.7720 77.20%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 0.6114 61.14%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.9104 91.04%
CYP2C9 inhibition - 0.8041 80.41%
CYP2C19 inhibition - 0.8534 85.34%
CYP2D6 inhibition - 0.8997 89.97%
CYP1A2 inhibition - 0.7768 77.68%
CYP2C8 inhibition + 0.7941 79.41%
CYP inhibitory promiscuity - 0.9189 91.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5327 53.27%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9321 93.21%
Skin irritation - 0.8097 80.97%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4881 48.81%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.6086 60.86%
skin sensitisation - 0.8662 86.62%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8809 88.09%
Acute Oral Toxicity (c) III 0.6163 61.63%
Estrogen receptor binding + 0.8076 80.76%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding + 0.5805 58.05%
Glucocorticoid receptor binding + 0.7643 76.43%
Aromatase binding + 0.7402 74.02%
PPAR gamma + 0.7861 78.61%
Honey bee toxicity - 0.7267 72.67%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9577 95.77%

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 99.68% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.91% 91.49%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 97.76% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 96.72% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.47% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.29% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 94.99% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.62% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.28% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.94% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.92% 85.14%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 92.69% 85.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.44% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 90.31% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.91% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.15% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 87.98% 94.73%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.33% 94.42%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.14% 99.17%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 85.93% 94.01%
CHEMBL2535 P11166 Glucose transporter 85.82% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.14% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.91% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.86% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.77% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.12% 99.23%
CHEMBL3232685 O00257 E3 SUMO-protein ligase CBX4 82.67% 93.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.57% 95.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.04% 96.90%

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 54734317
LOTUS LTS0022011
wikiData Q77484501