(4R,5R)-4-hydroxy-5-pentyloxolan-2-one

Details

• Internal ID: 2b4429dc-4a83-41b4-a6d2-f431e283fe6e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4R,5R)-4-hydroxy-5-pentyloxolan-2-one
• SMILES (Canonical): CCCCCC1C(CC(=O)O1)O
• SMILES (Isomeric): CCCCC[C@@H]1[C@@H](CC(=O)O1)O
• InChI: InChI=1S/C9H16O3/c1-2-3-4-5-8-7(10)6-9(11)12-8/h7-8,10H,2-6H2,1H3/t7-,8-/m1/s1
• InChI Key: NVARDNCEKDHHJR-HTQZYQBOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22 g/mol
• Exact Mass: 172.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	+	0.5114	51.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6747	67.47%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9496	94.96%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.8650	86.50%
CYP3A4 substrate	-	0.6031	60.31%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.8511	85.11%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.6651	66.51%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.7868	78.68%
CYP2C8 inhibition	-	0.9809	98.09%
CYP inhibitory promiscuity	-	0.9486	94.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6564	65.64%
Eye corrosion	-	0.9548	95.48%
Eye irritation	+	0.7345	73.45%
Skin irritation	+	0.7345	73.45%
Skin corrosion	-	0.6903	69.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7739	77.39%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5306	53.06%
skin sensitisation	-	0.8239	82.39%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6098	60.98%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.5010	50.10%
Estrogen receptor binding	-	0.8496	84.96%
Androgen receptor binding	-	0.7454	74.54%
Thyroid receptor binding	-	0.8015	80.15%
Glucocorticoid receptor binding	-	0.6026	60.26%
Aromatase binding	-	0.8924	89.24%
PPAR gamma	-	0.7429	74.29%
Honey bee toxicity	-	0.9829	98.29%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5952	59.52%
Fish aquatic toxicity	+	0.8721	87.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.90%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	86.64%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	84.38%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.20%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.39%	100.00%

Plants that contains it

• Eucommia ulmoides

Cross-Links

• PubChem: 11275287
• NPASS: NPC201723