(5R)-5-[(Z)-hex-4-en-2-ynyl]oxolan-2-one

Details

• Internal ID: e66bd495-e631-4a74-a161-d1501b00c749
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R)-5-[(Z)-hex-4-en-2-ynyl]oxolan-2-one
• SMILES (Canonical): CC=CC#CCC1CCC(=O)O1
• SMILES (Isomeric): C/C=C\C#CC[C@H]1CCC(=O)O1
• InChI: InChI=1S/C10H12O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h2-3,9H,6-8H2,1H3/b3-2-/t9-/m0/s1
• InChI Key: QHKZTHGUDZNKEB-XADBCAIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6622	66.22%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Plasma membrane	0.5240	52.40%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8473	84.73%
P-glycoprotein inhibitior	-	0.9836	98.36%
P-glycoprotein substrate	-	0.9396	93.96%
CYP3A4 substrate	-	0.5539	55.39%
CYP2C9 substrate	-	0.8223	82.23%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8876	88.76%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.6452	64.52%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.7234	72.34%
CYP2C8 inhibition	-	0.9280	92.80%
CYP inhibitory promiscuity	-	0.7309	73.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5809	58.09%
Eye corrosion	+	0.7834	78.34%
Eye irritation	-	0.5160	51.60%
Skin irritation	-	0.5962	59.62%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5832	58.32%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6963	69.63%
skin sensitisation	-	0.5660	56.60%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4582	45.82%
Acute Oral Toxicity (c)	III	0.7829	78.29%
Estrogen receptor binding	-	0.9031	90.31%
Androgen receptor binding	-	0.9234	92.34%
Thyroid receptor binding	-	0.8007	80.07%
Glucocorticoid receptor binding	-	0.7231	72.31%
Aromatase binding	-	0.7686	76.86%
PPAR gamma	-	0.6507	65.07%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.6633	66.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.71%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.87%	100.00%

Plants that contains it

• Antonia ovata
• Boltonia asteroides
• Camellia sinensis
• Carallia brachiata
• Centaurea cyanus
• Coffea arabica
• Cyclocarya paliurus
• Dactylis glomerata
• Eriobotrya japonica
• Euphorbia watanabei
• Hypericum perforatum
• Ipomoea batatas
• Peucedanum japonicum
• Platycodon grandiflorus
• Prunus domestica
• Prunus persica
• Ribes nigrum
• Scorzonera veratrifolia
• Solidago canadensis
• Viburnum dilatatum
• Withania somnifera

Cross-Links

• PubChem: 162852891
• LOTUS: LTS0252404
• wikiData: Q27145347