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3-[(2R,6S)-6-[(3S,5R)-3,5-dimethylheptyl]oxan-2-yl]-4-hydroxy-1-methyl-5-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxycyclopentyl]pyridin-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 abfa30db-0e65-497b-9a2e-26077575ef7b
Taxonomy Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
IUPAC Name 3-[(2R,6S)-6-[(3S,5R)-3,5-dimethylheptyl]oxan-2-yl]-4-hydroxy-1-methyl-5-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxycyclopentyl]pyridin-2-one
SMILES (Canonical) CCC(C)CC(C)CCC1CCCC(O1)C2=C(C(=CN(C2=O)C)C3C(C(C(C3O)O)O)O)O
SMILES (Isomeric) CC[C@@H](C)C[C@@H](C)CC[C@@H]1CCC[C@@H](O1)C2=C(C(=CN(C2=O)C)C3[C@@H]([C@@H]([C@@H]([C@@H]3O)O)O)O)O
InChI InChI=1S/C25H41NO7/c1-5-13(2)11-14(3)9-10-15-7-6-8-17(33-15)19-20(27)16(12-26(4)25(19)32)18-21(28)23(30)24(31)22(18)29/h12-15,17-18,21-24,27-31H,5-11H2,1-4H3/t13-,14+,15+,17-,18?,21-,22+,23-,24+/m1/s1
InChI Key PCXGABLZLXTHMH-BNURKJKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H41NO7
Molecular Weight 467.60 g/mol
Exact Mass 467.28830265 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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CHEBI:226165
3-[(2R,6S)-6-[(3S,5R)-3,5-dimethylheptyl]oxan-2-yl]-4-hydroxy-1-methyl-5-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxycyclopentyl]pyridin-2-one

2D Structure

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2D Structure of 3-[(2R,6S)-6-[(3S,5R)-3,5-dimethylheptyl]oxan-2-yl]-4-hydroxy-1-methyl-5-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxycyclopentyl]pyridin-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 - 0.5609 56.09%
Caco-2 - 0.8148 81.48%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5862 58.62%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8095 80.95%
OATP1B3 inhibitior + 0.9228 92.28%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior - 0.6406 64.06%
P-glycoprotein inhibitior - 0.6021 60.21%
P-glycoprotein substrate + 0.5122 51.22%
CYP3A4 substrate + 0.6096 60.96%
CYP2C9 substrate + 0.6105 61.05%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.7686 76.86%
CYP2C19 inhibition - 0.6430 64.30%
CYP2D6 inhibition - 0.8807 88.07%
CYP1A2 inhibition - 0.6622 66.22%
CYP2C8 inhibition - 0.7869 78.69%
CYP inhibitory promiscuity - 0.7198 71.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6044 60.44%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7992 79.92%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis - 0.5745 57.45%
Human Ether-a-go-go-Related Gene inhibition - 0.4794 47.94%
Micronuclear + 0.6600 66.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7691 76.91%
Acute Oral Toxicity (c) III 0.4198 41.98%
Estrogen receptor binding + 0.6591 65.91%
Androgen receptor binding + 0.6076 60.76%
Thyroid receptor binding + 0.5847 58.47%
Glucocorticoid receptor binding + 0.6615 66.15%
Aromatase binding + 0.5452 54.52%
PPAR gamma + 0.5866 58.66%
Honey bee toxicity - 0.9317 93.17%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8076 80.76%

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
CHEMBL2581 P07339 Cathepsin D 99.13% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.31% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 96.39% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 94.43% 94.45%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 93.05% 98.46%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.70% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.48% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.93% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.28% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 88.01% 95.93%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.40% 90.24%
CHEMBL5255 O00206 Toll-like receptor 4 84.14% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.88% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.37% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.00% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.83% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.95% 100.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.20% 83.57%

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 139587888
LOTUS LTS0085379
wikiData Q105206140