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(1R,18S,19S,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,15-hexaen-14-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 b0d6de0a-e2b8-4b13-90a9-333b96d378d4
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (1R,18S,19S,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,15-hexaen-14-one
SMILES (Canonical) C=CC1C2CC3C4=NC5=CC=CC=C5C=C4CN3C(=O)C2=COC1OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C=C[C@H]1[C@@H]2C[C@@H]3C4=NC5=CC=CC=C5C=C4CN3C(=O)C2=CO[C@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C26H28N2O8/c1-2-14-15-8-18-20-13(7-12-5-3-4-6-17(12)27-20)9-28(18)24(33)16(15)11-34-25(14)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-7,11,14-15,18-19,21-23,25-26,29-32H,1,8-10H2/t14-,15-,18+,19+,21+,22-,23+,25-,26-/m0/s1
InChI Key BNDDTTIRGZIQSE-LNAWLLJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28N2O8
Molecular Weight 496.50 g/mol
Exact Mass 496.18456586 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,18S,19S,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,15-hexaen-14-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8125 81.25%
Caco-2 - 0.8146 81.46%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5495 54.95%
OATP2B1 inhibitior - 0.8529 85.29%
OATP1B1 inhibitior + 0.8352 83.52%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9121 91.21%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6788 67.88%
CYP3A4 substrate + 0.6759 67.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition - 0.8103 81.03%
CYP2C9 inhibition - 0.8225 82.25%
CYP2C19 inhibition - 0.8472 84.72%
CYP2D6 inhibition - 0.8928 89.28%
CYP1A2 inhibition - 0.6441 64.41%
CYP2C8 inhibition + 0.6625 66.25%
CYP inhibitory promiscuity - 0.5876 58.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5585 55.85%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9648 96.48%
Skin irritation - 0.7667 76.67%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7793 77.93%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5716 57.16%
skin sensitisation - 0.8606 86.06%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5093 50.93%
Acute Oral Toxicity (c) III 0.5330 53.30%
Estrogen receptor binding + 0.8508 85.08%
Androgen receptor binding + 0.6709 67.09%
Thyroid receptor binding + 0.6089 60.89%
Glucocorticoid receptor binding + 0.5808 58.08%
Aromatase binding + 0.5540 55.40%
PPAR gamma + 0.6841 68.41%
Honey bee toxicity - 0.7574 75.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9281 92.81%

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 97.32% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.47% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.60% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.91% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.60% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 90.65% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.20% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.32% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.91% 94.00%
CHEMBL3891 P07384 Calpain 1 85.67% 93.04%
CHEMBL1951 P21397 Monoamine oxidase A 85.48% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.25% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 84.82% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.50% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.87% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.95% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.19% 99.17%
CHEMBL3524 P56524 Histone deacetylase 4 80.04% 92.97%

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.
Mostuea brunonis

Cross-Links

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PubChem 162869350
LOTUS LTS0234093
wikiData Q104938725