10-[(E)-2-[(2R,3R)-3-[(E)-pent-2-enyl]oxiran-2-yl]ethenyl]oxecan-2-one

Details

• Internal ID: f6776ac1-7f31-4118-b9c1-6e8c8e232ac6
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: 10-[(E)-2-[(2R,3R)-3-[(E)-pent-2-enyl]oxiran-2-yl]ethenyl]oxecan-2-one
• SMILES (Canonical): CCC=CCC1C(O1)C=CC2CCCCCCCC(=O)O2
• SMILES (Isomeric): CC/C=C/C[C@@H]1[C@H](O1)/C=C/C2CCCCCCCC(=O)O2
• InChI: InChI=1S/C18H28O3/c1-2-3-7-11-16-17(21-16)14-13-15-10-8-5-4-6-9-12-18(19)20-15/h3,7,13-17H,2,4-6,8-12H2,1H3/b7-3+,14-13+/t15?,16-,17-/m1/s1
• InChI Key: NQKZDMRQSOUOJH-SIHQFMLQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 3
• 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	+	0.9937	99.37%
Caco-2	+	0.6789	67.89%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5343	53.43%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6809	68.09%
P-glycoprotein inhibitior	-	0.5989	59.89%
P-glycoprotein substrate	-	0.8585	85.85%
CYP3A4 substrate	+	0.5242	52.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.7439	74.39%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.6934	69.34%
CYP2C8 inhibition	-	0.8684	86.84%
CYP inhibitory promiscuity	-	0.8543	85.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6021	60.21%
Eye corrosion	-	0.8375	83.75%
Eye irritation	-	0.8559	85.59%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8710	87.10%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5855	58.55%
skin sensitisation	+	0.5447	54.47%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8312	83.12%
Acute Oral Toxicity (c)	III	0.7779	77.79%
Estrogen receptor binding	+	0.6567	65.67%
Androgen receptor binding	-	0.8191	81.91%
Thyroid receptor binding	-	0.5110	51.10%
Glucocorticoid receptor binding	-	0.5259	52.59%
Aromatase binding	+	0.5715	57.15%
PPAR gamma	+	0.5608	56.08%
Honey bee toxicity	-	0.9122	91.22%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8460	84.60%

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	94.63%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.67%	96.38%
CHEMBL3012	Q13946	Phosphodiesterase 7A	86.82%	99.29%
CHEMBL5957	P21589	5'-nucleotidase	86.71%	97.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.66%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.52%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.08%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	84.15%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.94%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.40%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.29%	96.77%

Plants that contains it

• Heliopsis longipes

Cross-Links

• PubChem: 101936988
• LOTUS: LTS0250115
• wikiData: Q104991973