gamma-Heptalactone

Details

• Internal ID: e72dac9c-f9d8-4172-b2c3-a95b579d86b2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5-propyloxolan-2-one
• SMILES (Canonical): CCCC1CCC(=O)O1
• SMILES (Isomeric): CCCC1CCC(=O)O1
• InChI: InChI=1S/C7H12O2/c1-2-3-6-4-5-7(8)9-6/h6H,2-5H2,1H3
• InChI Key: VLSVVMPLPMNWBH-UHFFFAOYSA-N
• Popularity: 49 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17 g/mol
• Exact Mass: 128.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 105-21-5
• 4-Heptanolide
• 5-propyloxolan-2-one
• gamma-Heptanolactone
• 2(3H)-Furanone, dihydro-5-propyl-
• Heptan-4-olide
• 1,4-Heptanolide
• Heptanolide-4,1
• 4-Hydroxyheptanoic acid lactone
• gamma-Propiobutyrolactone
• Dihydro-5-propyl-2(3H)-furanone
• gamma-Propyl-gamma-butyrolactone
• (+/-)-4-Heptanolide
• .gamma.-Heptalactone
• .gamma.-Heptanolactone
• FEMA No. 2539
• 4-Hydroxyheptanoic acid, gamma-lactone
• 5-propyldihydrofuran-2(3h)-one
• gamma-Heptalactone (natural)
• NSC 46097
• 4-Propyl-4-hydroxybutanoic acid lactone
• EINECS 203-279-9
• UNII-U4XIN3U7DH
• U4XIN3U7DH
• .gamma.-Propiobutyrolactone
• BRN 0109569
• CHEMBL365316
• DTXSID5047611
• CHEBI:89744
• Dihydro-5-propylfuran-2(3H)-one
• .gamma.-Propyl-.gamma.-butyrolactone
• NSC-46097
• NSC-46352
• 4-Hydroxyheptanoic acid, .gamma.-lactone
• Heptanoic acid, 4-hydroxy-, .gamma.-lactone
• 5-propyltetrahydrofuran-2-one
• -Heptalactone
• heptan-4-olid
• Gamma Heptalactone
• 5-PROPYLDIHYDRO-2-FURANONE
• gamma-Oenantholacton
• .gamma.-Heptanolide
• MFCD00036498
• gamma-Enanthonolactone
• 5-propyl-2-oxolanone
• (+/-)-gamma-Propyl-gamma-butyrolactone
• heptan - 4 - olide
• (+/-)-Dihydro-5-propyl-2(3H)-furanone
• 5-propyldihydrofuran-2-one
• SCHEMBL891524
• 5-Propyl-dihydro-furan-2-one
• DTXCID3027611
• GAMMA-HEPTALACTONE [FCC]
• 5-propyl-tetrahydro-furan-2-one
• NSC46097
• NSC46352
• .GAMMA.-HEPTALACTONE [FHFI]
• 5-Propyldihydro-2(3H)-furanone #
• Tox21_302676
• BDBM50168009
• LMFA07040012
• AKOS015905123
• LS-2780
• TETRAHYDRO-5-PROPYL-2-FURANONE
• gamma-Heptalactone, >=98%, FCC, FG
• NCGC00256923-01
• AS-61574
• CAS-105-21-5
• CS-0152400
• FT-0626613
• FT-0748042
• H0510
• D90888
• EN300-322414
• Lactone de l'acide 4-hydroxyheptanoque (gamma-)
• A801165
• ENANTHIC ACID, .GAMMA.-HYDROXY-, LACTONE
• W-108792
• Q24730325

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7950	79.50%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Plasma membrane	0.4829	48.29%
OATP2B1 inhibitior	-	0.8321	83.21%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9564	95.64%
P-glycoprotein inhibitior	-	0.9858	98.58%
P-glycoprotein substrate	-	0.9613	96.13%
CYP3A4 substrate	-	0.6704	67.04%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.9244	92.44%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.6979	69.79%
CYP2C8 inhibition	-	0.9790	97.90%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	+	0.6923	69.23%
Eye irritation	+	0.9804	98.04%
Skin irritation	+	0.6457	64.57%
Skin corrosion	-	0.9045	90.45%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7056	70.56%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6092	60.92%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7875	78.75%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.8619	86.19%
Estrogen receptor binding	-	0.9395	93.95%
Androgen receptor binding	-	0.9330	93.30%
Thyroid receptor binding	-	0.9243	92.43%
Glucocorticoid receptor binding	-	0.9114	91.14%
Aromatase binding	-	0.8914	89.14%
PPAR gamma	-	0.8962	89.62%
Honey bee toxicity	-	0.9769	97.69%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7143	71.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.18%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.03%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.09%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.07%	100.00%

Plants that contains it

• Artemisia argyi
• Bupleurum chinense
• Glycyrrhiza glabra
• Mangifera indica
• Polygala senega

Cross-Links

• PubChem: 7742
• NPASS: NPC176500
• LOTUS: LTS0176406
• wikiData: Q24730325