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(1R,15S,16S,17S)-16-ethenyl-3-hydroxy-4-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2(7),3,5,12-tetraen-11-one

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 89a9a20d-aeb9-4aa4-9745-07f1d53eb9a9
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (1R,15S,16S,17S)-16-ethenyl-3-hydroxy-4-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2(7),3,5,12-tetraen-11-one
SMILES (Canonical) COC1=C(C2=C(CCN3C2CC4C(C(OC=C4C3=O)OC5C(C(C(C(O5)CO)O)O)O)C=C)C=C1)O
SMILES (Isomeric) COC1=C(C2=C(CCN3[C@@H]2C[C@H]4[C@@H]([C@@H](OC=C4C3=O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=C)C=C1)O
InChI InChI=1S/C25H31NO10/c1-3-12-13-8-15-18-11(4-5-16(33-2)19(18)28)6-7-26(15)23(32)14(13)10-34-24(12)36-25-22(31)21(30)20(29)17(9-27)35-25/h3-5,10,12-13,15,17,20-22,24-25,27-31H,1,6-9H2,2H3/t12-,13-,15+,17+,20+,21-,22+,24-,25-/m0/s1
InChI Key CAPTWSBFXVCIAY-ABPMVTQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H31NO10
Molecular Weight 505.50 g/mol
Exact Mass 505.19479619 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.29
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,15S,16S,17S)-16-ethenyl-3-hydroxy-4-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2(7),3,5,12-tetraen-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6722 67.22%
Caco-2 - 0.8196 81.96%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6615 66.15%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8321 83.21%
OATP1B3 inhibitior + 0.9382 93.82%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6782 67.82%
P-glycoprotein inhibitior - 0.5442 54.42%
P-glycoprotein substrate + 0.5291 52.91%
CYP3A4 substrate + 0.7051 70.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8344 83.44%
CYP3A4 inhibition - 0.9212 92.12%
CYP2C9 inhibition - 0.8147 81.47%
CYP2C19 inhibition - 0.8137 81.37%
CYP2D6 inhibition - 0.7944 79.44%
CYP1A2 inhibition - 0.7155 71.55%
CYP2C8 inhibition + 0.5294 52.94%
CYP inhibitory promiscuity - 0.8334 83.34%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5383 53.83%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9434 94.34%
Skin irritation - 0.7629 76.29%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4549 45.49%
Micronuclear + 0.8400 84.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8441 84.41%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8604 86.04%
Acute Oral Toxicity (c) III 0.6199 61.99%
Estrogen receptor binding + 0.8444 84.44%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding + 0.5156 51.56%
Glucocorticoid receptor binding + 0.6515 65.15%
Aromatase binding + 0.5361 53.61%
PPAR gamma + 0.6201 62.01%
Honey bee toxicity - 0.7750 77.50%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.7603 76.03%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.95% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.32% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.21% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.34% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.04% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.44% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.33% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.25% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.00% 89.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.87% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.86% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.78% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.25% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.63% 95.83%
CHEMBL4208 P20618 Proteasome component C5 82.16% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.31% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163103628
LOTUS LTS0192826
wikiData Q104951735