delta-Valerolactone

Details

• Internal ID: 711e6602-aa3a-4218-86e4-f273dd87119e
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: oxan-2-one
• SMILES (Canonical): C1CCOC(=O)C1
• SMILES (Isomeric): C1CCOC(=O)C1
• InChI: InChI=1S/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H2
• InChI Key: OZJPLYNZGCXSJM-UHFFFAOYSA-N
• Popularity: 585 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.12 g/mol
• Exact Mass: 100.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 542-28-9
• TETRAHYDRO-2H-PYRAN-2-ONE
• 5-Valerolactone
• oxan-2-one
• 2H-Pyran-2-one, tetrahydro-
• tetrahydropyran-2-one
• Valerolactone
• Tetrahydro-2-pyranone
• Penta-1,5-lactone
• .delta.-Valerolactone
• delta-Valeryllactone
• .delta.-Valeryllactone
• tetrahydro-pyran-2-one
• 1-Oxacyclohexan-2-one
• NSC 6247
• 26354-94-9
• CHEMBL452383
• DTXSID6044438
• UNII-14V1X9149L
• CHEBI:16545
• NSC-6247
• EINECS 208-807-1
• MFCD00006645
• 14V1X9149L
• DELTA-VALEROLACTONE-3,3,4,4-D4
• AI3-25024
• Pentanoic acid, 5-hydroxy-, delta-lactone
• Valeric acid, delta-hydroxy-, delta-lactone
• |A-valerolactone
• EC 208-807-1
• d-valerolactone
• Cyclopentanolide
• o-Valerolactone
• o-Valeryllactone
• 5-pentanolide
• Pentan-5-olide
• Delta valerolactone
• 2-oxotetrahydropyran
• Delta-Valerolactotie
• delta -Valerolactone
• .delta.-Pentalactone
• tetrahydro-4H-pyranone
• WLN: T6OVTJ
• Tetrahydro-2H-2-pyranone
• SCHEMBL37722
• Valeric acid, .delta.-lactone
• DTXCID4024438
• Pentanoic acid, .delta.-lactone
• NSC6247
• DELTA-VALEROLACTONE [INCI]
• NSC65442
• STR08736
• delta-Valerolactone, technical grade
• Tox21_302166
• BDBM50360797
• NSC 65442
• NSC-65442
• s3099
• AKOS009158729
• CS-W013713
• HY-W012997
• 5-Hydroxypentanoic acid .delta.-lactone
• NCGC00255756-01
• CAS-542-28-9
• SY018264
• FT-0624505
• V0039
• EN300-43042
• Pentanoic acid, 5-hydroxy-, .delta.-lactone
• C02240
• (Difluoro-trimethylsilanyl-methyl)-phosphonicacid
• Q903610
• Valeric acid, .delta.-hydroxy-, .delta.-lactone
• W-105654
• InChI=1/C5H8O2/c6-5-3-1-2-4-7-5/h1-4H
• Z432085120

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.7633	76.33%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	0.8444	84.44%
OATP1B1 inhibitior	+	0.9712	97.12%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9512	95.12%
P-glycoprotein inhibitior	-	0.9907	99.07%
P-glycoprotein substrate	-	0.9942	99.42%
CYP3A4 substrate	-	0.7236	72.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.9785	97.85%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.8244	82.44%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.8626	86.26%
CYP2C8 inhibition	-	0.9967	99.67%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	+	0.9395	93.95%
Eye irritation	+	0.9929	99.29%
Skin irritation	+	0.5465	54.65%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7548	75.48%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.9435	94.35%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.7624	76.24%
Estrogen receptor binding	-	0.9556	95.56%
Androgen receptor binding	-	0.9365	93.65%
Thyroid receptor binding	-	0.9401	94.01%
Glucocorticoid receptor binding	-	0.9007	90.07%
Aromatase binding	-	0.8492	84.92%
PPAR gamma	-	0.9023	90.23%
Honey bee toxicity	-	0.9129	91.29%
Biodegradation	+	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6673	66.73%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL261	P00915	Carbonic anhydrase I	9600 nM	Ki	PMID: 22137345
CHEMBL3594	Q16790	Carbonic anhydrase IX	3660 nM	Ki	PMID: 22137345

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.45%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.60%	91.11%

Plants that contains it

• Aspalathus linearis
• Clerodendrum mandarinorum
• Salvia miltiorrhiza

Cross-Links

• PubChem: 10953
• NPASS: NPC99700
• ChEMBL: CHEMBL452383
• LOTUS: LTS0104618
• wikiData: Q903610