(1Z)-1-[(6R)-6-pentyloxan-2-ylidene]but-3-yn-2-one

Details

• Internal ID: f8ca8afc-2f85-40d6-aa19-ca2f7150720b
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1Z)-1-[(6R)-6-pentyloxan-2-ylidene]but-3-yn-2-one
• SMILES (Canonical): CCCCCC1CCCC(=CC(=O)C#C)O1
• SMILES (Isomeric): CCCCC[C@@H]1CCC/C(=C/C(=O)C#C)/O1
• InChI: InChI=1S/C14H20O2/c1-3-5-6-8-13-9-7-10-14(16-13)11-12(15)4-2/h2,11,13H,3,5-10H2,1H3/b14-11-/t13-/m1/s1
• InChI Key: SODAWQYBFIAKRW-KECPUOCWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8767	87.67%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.7330	73.30%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8331	83.31%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.8427	84.27%
CYP3A4 substrate	-	0.5219	52.19%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.8506	85.06%
CYP2C19 inhibition	-	0.5469	54.69%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.6647	66.47%
CYP2C8 inhibition	-	0.6527	65.27%
CYP inhibitory promiscuity	+	0.5213	52.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5963	59.63%
Eye corrosion	-	0.6313	63.13%
Eye irritation	-	0.8594	85.94%
Skin irritation	+	0.6705	67.05%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3964	39.64%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5790	57.90%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.8174	81.74%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	III	0.7128	71.28%
Estrogen receptor binding	-	0.5449	54.49%
Androgen receptor binding	-	0.6675	66.75%
Thyroid receptor binding	-	0.5545	55.45%
Glucocorticoid receptor binding	+	0.7284	72.84%
Aromatase binding	-	0.8287	82.87%
PPAR gamma	+	0.6951	69.51%
Honey bee toxicity	-	0.9448	94.48%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5859	58.59%
Fish aquatic toxicity	+	0.9100	91.00%

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	93.25%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.43%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.06%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	89.06%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.28%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.81%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.62%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.52%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.47%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.36%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.94%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.59%	98.75%

Plants that contains it

• Eryngium bourgatii

Cross-Links

• PubChem: 162936978
• LOTUS: LTS0147252
• wikiData: Q105256857