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(3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-3-[(E)-3-[(3R)-3-nonyloxiran-2-yl]prop-2-enoyl]pyrrolidin-2-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 94d67133-4c87-4a44-9415-0063bd511c14
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > b-hydroxy-alpha,beta-unsaturated ketones
IUPAC Name (3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-3-[(E)-3-[(3R)-3-nonyloxiran-2-yl]prop-2-enoyl]pyrrolidin-2-one
SMILES (Canonical) CCCCCCCCCC1C(O1)C=CC(=O)C2(C(C(NC2=O)CO)O)O
SMILES (Isomeric) CCCCCCCCC[C@@H]1C(O1)/C=C/C(=O)[C@]2([C@H]([C@@H](NC2=O)CO)O)O
InChI InChI=1S/C19H31NO6/c1-2-3-4-5-6-7-8-9-14-15(26-14)10-11-16(22)19(25)17(23)13(12-21)20-18(19)24/h10-11,13-15,17,21,23,25H,2-9,12H2,1H3,(H,20,24)/b11-10+/t13-,14+,15?,17-,19+/m0/s1
InChI Key BOWRHOKHYKPEAR-BSYQFINISA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C19H31NO6
Molecular Weight 369.50 g/mol
Exact Mass 369.21513771 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.60
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)-3-[(E)-3-[(3R)-3-nonyloxiran-2-yl]prop-2-enoyl]pyrrolidin-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8406 84.06%
Caco-2 - 0.8363 83.63%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6810 68.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8747 87.47%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8291 82.91%
BSEP inhibitior - 0.6220 62.20%
P-glycoprotein inhibitior - 0.7237 72.37%
P-glycoprotein substrate - 0.6015 60.15%
CYP3A4 substrate + 0.5615 56.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8852 88.52%
CYP3A4 inhibition - 0.8447 84.47%
CYP2C9 inhibition - 0.8743 87.43%
CYP2C19 inhibition - 0.8885 88.85%
CYP2D6 inhibition - 0.9044 90.44%
CYP1A2 inhibition - 0.8311 83.11%
CYP2C8 inhibition - 0.7461 74.61%
CYP inhibitory promiscuity - 0.9495 94.95%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5820 58.20%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9646 96.46%
Skin irritation - 0.7435 74.35%
Skin corrosion - 0.9221 92.21%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4111 41.11%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5418 54.18%
skin sensitisation - 0.8357 83.57%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6152 61.52%
Acute Oral Toxicity (c) III 0.6134 61.34%
Estrogen receptor binding + 0.6344 63.44%
Androgen receptor binding - 0.6045 60.45%
Thyroid receptor binding + 0.5368 53.68%
Glucocorticoid receptor binding + 0.6106 61.06%
Aromatase binding + 0.6200 62.00%
PPAR gamma + 0.5219 52.19%
Honey bee toxicity - 0.9433 94.33%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6544 65.44%
Fish aquatic toxicity - 0.4697 46.97%

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 96.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 90.84% 98.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.63% 89.34%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.87% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 87.70% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.35% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.10% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.23% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.99% 96.90%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.98% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.74% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.96% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.40% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.04% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.92% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.73% 95.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.62% 92.08%
CHEMBL255 P29275 Adenosine A2b receptor 80.50% 98.59%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.24% 91.81%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.24% 90.08%

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 134715044
LOTUS LTS0147498
wikiData Q104940888