gamma-Caprolactone

Details

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Internal ID 807e06de-01cf-43c8-ab55-52d081fa089d
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name 5-ethyloxolan-2-one
SMILES (Canonical) CCC1CCC(=O)O1
SMILES (Isomeric) CCC1CCC(=O)O1
InChI InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3
InChI Key JBFHTYHTHYHCDJ-UHFFFAOYSA-N
Popularity 165 references in papers

Physical and Chemical Properties

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Molecular Formula C6H10O2
Molecular Weight 114.14 g/mol
Exact Mass 114.068079557 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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695-06-7
gamma-Hexalactone
gamma-Hexanolactone
4-Hexanolide
6-Caprolactone
5-Ethyldihydrofuran-2(3H)-one
5-ethyloxolan-2-one
Tonkalide
2(3H)-Furanone, 5-ethyldihydro-
Hexanolide-1,4
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-Caprolactone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.7758 77.58%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.4586 45.86%
OATP2B1 inhibitior - 0.8395 83.95%
OATP1B1 inhibitior + 0.9375 93.75%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.9399 93.99%
P-glycoprotein inhibitior - 0.9867 98.67%
P-glycoprotein substrate - 0.9806 98.06%
CYP3A4 substrate - 0.7038 70.38%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8634 86.34%
CYP3A4 inhibition - 0.9260 92.60%
CYP2C9 inhibition - 0.8369 83.69%
CYP2C19 inhibition - 0.6487 64.87%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.7046 70.46%
CYP2C8 inhibition - 0.9841 98.41%
CYP inhibitory promiscuity - 0.8923 89.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6755 67.55%
Eye corrosion + 0.7247 72.47%
Eye irritation + 0.9610 96.10%
Skin irritation + 0.7206 72.06%
Skin corrosion - 0.8747 87.47%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7506 75.06%
Micronuclear - 0.9900 99.00%
Hepatotoxicity + 0.7552 75.52%
skin sensitisation - 0.6555 65.55%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity - 0.8209 82.09%
Mitochondrial toxicity - 0.8750 87.50%
Nephrotoxicity - 0.5950 59.50%
Acute Oral Toxicity (c) III 0.8721 87.21%
Estrogen receptor binding - 0.9364 93.64%
Androgen receptor binding - 0.9071 90.71%
Thyroid receptor binding - 0.9287 92.87%
Glucocorticoid receptor binding - 0.9372 93.72%
Aromatase binding - 0.9014 90.14%
PPAR gamma - 0.8494 84.94%
Honey bee toxicity - 0.9671 96.71%
Biodegradation + 0.9500 95.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7039 70.39%

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 90.56% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.60% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.94% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.67% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.61% 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.
Achillea abrotanoides
Akebia quinata
Akebia trifoliata
Glycyrrhiza glabra
Gossypium hirsutum
Mangifera indica
Panax ginseng
Panax quinquefolius
Polygala senega
Scutellaria baicalensis
Trigonella foenum-graecum

Cross-Links

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PubChem 12756
NPASS NPC94368
LOTUS LTS0135228
wikiData Q27158424