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(16R,18S,19R)-19-ethenyl-16-methoxy-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-1(21),2,4,6,8,10,15(20)-heptaen-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 c5a28e1c-6165-4bdc-8d61-ca3c9d644594
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (16R,18S,19R)-19-ethenyl-16-methoxy-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-1(21),2,4,6,8,10,15(20)-heptaen-14-one
SMILES (Canonical) COC1C2=C(C=C3C4=NC5=CC=CC=C5C=C4CN3C2=O)C(C(O1)OC6C(C(C(C(O6)CO)O)O)O)C=C
SMILES (Isomeric) CO[C@H]1C2=C(C=C3C4=NC5=CC=CC=C5C=C4CN3C2=O)[C@H]([C@@H](O1)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=C
InChI InChI=1S/C27H28N2O9/c1-3-14-15-9-17-20-13(8-12-6-4-5-7-16(12)28-20)10-29(17)24(34)19(15)26(35-2)37-25(14)38-27-23(33)22(32)21(31)18(11-30)36-27/h3-9,14,18,21-23,25-27,30-33H,1,10-11H2,2H3/t14-,18-,21-,22+,23-,25+,26-,27+/m1/s1
InChI Key UGFMQZBWVICJDX-SYBSCOJXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28N2O9
Molecular Weight 524.50 g/mol
Exact Mass 524.17948047 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (16R,18S,19R)-19-ethenyl-16-methoxy-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-1(21),2,4,6,8,10,15(20)-heptaen-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 - 0.4835 48.35%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.3537 35.37%
OATP2B1 inhibitior - 0.8507 85.07%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.9454 94.54%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9674 96.74%
P-glycoprotein inhibitior - 0.4785 47.85%
P-glycoprotein substrate - 0.6810 68.10%
CYP3A4 substrate + 0.7059 70.59%
CYP2C9 substrate - 0.8084 80.84%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition - 0.5477 54.77%
CYP2C9 inhibition - 0.7678 76.78%
CYP2C19 inhibition - 0.7722 77.22%
CYP2D6 inhibition - 0.8103 81.03%
CYP1A2 inhibition - 0.5829 58.29%
CYP2C8 inhibition + 0.6945 69.45%
CYP inhibitory promiscuity + 0.7040 70.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9601 96.01%
Skin irritation - 0.7914 79.14%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis + 0.5736 57.36%
Human Ether-a-go-go-Related Gene inhibition - 0.5129 51.29%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.6499 64.99%
skin sensitisation - 0.8725 87.25%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7324 73.24%
Acute Oral Toxicity (c) III 0.5915 59.15%
Estrogen receptor binding + 0.7986 79.86%
Androgen receptor binding + 0.7101 71.01%
Thyroid receptor binding + 0.5611 56.11%
Glucocorticoid receptor binding + 0.6602 66.02%
Aromatase binding + 0.5842 58.42%
PPAR gamma + 0.7228 72.28%
Honey bee toxicity - 0.7370 73.70%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6613 66.13%

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 97.83% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.58% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.53% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.36% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 95.09% 83.82%
CHEMBL220 P22303 Acetylcholinesterase 94.54% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.79% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.92% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.43% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.30% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 88.39% 94.73%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.64% 83.57%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.78% 95.83%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 86.08% 88.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.14% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.05% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 84.92% 91.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.40% 95.89%
CHEMBL3891 P07384 Calpain 1 82.64% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.38% 93.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.33% 100.00%

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.
Ophiorrhiza pumila

Cross-Links

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PubChem 101208613
LOTUS LTS0159737
wikiData Q105272313