Gamma-nonalactone

Details

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Internal ID d5c30a88-a4c7-449b-926d-d87afe1791fd
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 5-pentyloxolan-2-one
SMILES (Canonical) CCCCCC1CCC(=O)O1
SMILES (Isomeric) CCCCCC1CCC(=O)O1
InChI InChI=1S/C9H16O2/c1-2-3-4-5-8-6-7-9(10)11-8/h8H,2-7H2,1H3
InChI Key OALYTRUKMRCXNH-UHFFFAOYSA-N
Popularity 232 references in papers

Physical and Chemical Properties

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Molecular Formula C9H16O2
Molecular Weight 156.22 g/mol
Exact Mass 156.115029749 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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Gamma-nonalactone
gamma-Nonanolactone
5-pentyldihydrofuran-2(3H)-one
5-pentyloxolan-2-one
2(3H)-Furanone, dihydro-5-pentyl-
Prunolide
gamma-Nonanolide
Nonan-1,4-olide
Cocos aldehyde
Coconut aldehyde
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Gamma-nonalactone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 + 0.8124 81.24%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Plasma membrane 0.4605 46.05%
OATP2B1 inhibitior - 0.8448 84.48%
OATP1B1 inhibitior + 0.9180 91.80%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.9312 93.12%
P-glycoprotein inhibitior - 0.9833 98.33%
P-glycoprotein substrate - 0.9215 92.15%
CYP3A4 substrate - 0.6120 61.20%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.9096 90.96%
CYP2C9 inhibition - 0.8493 84.93%
CYP2C19 inhibition - 0.6249 62.49%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.6255 62.55%
CYP2C8 inhibition - 0.9342 93.42%
CYP inhibitory promiscuity - 0.9030 90.30%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6560 65.60%
Eye corrosion + 0.6594 65.94%
Eye irritation + 0.9752 97.52%
Skin irritation + 0.8099 80.99%
Skin corrosion - 0.8543 85.43%
Ames mutagenesis - 0.9115 91.15%
Human Ether-a-go-go-Related Gene inhibition - 0.7361 73.61%
Micronuclear - 1.0000 100.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.5935 59.35%
Respiratory toxicity - 0.8222 82.22%
Reproductive toxicity - 0.8542 85.42%
Mitochondrial toxicity - 0.9250 92.50%
Nephrotoxicity + 0.5206 52.06%
Acute Oral Toxicity (c) III 0.6100 61.00%
Estrogen receptor binding - 0.8754 87.54%
Androgen receptor binding - 0.8625 86.25%
Thyroid receptor binding - 0.8757 87.57%
Glucocorticoid receptor binding - 0.8352 83.52%
Aromatase binding - 0.9106 91.06%
PPAR gamma - 0.7822 78.22%
Honey bee toxicity - 0.9886 98.86%
Biodegradation + 0.8500 85.00%
Crustacea aquatic toxicity + 0.6182 61.82%
Fish aquatic toxicity + 0.8534 85.34%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.19% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.97% 98.95%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 88.05% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.33% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 87.28% 89.63%
CHEMBL2996 Q05655 Protein kinase C delta 86.30% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.69% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.44% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.92% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.32% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.10% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.07% 100.00%

Cross-Links

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PubChem 7710
NPASS NPC105329
LOTUS LTS0096823
wikiData Q11255995