(2R,3S)-2-hept-6-enyl-3-[(2Z,5Z)-octa-2,5-dienyl]oxirane

Details

• Internal ID: f1d5f165-48c6-4d1e-a9d6-c0a3564c3c06
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: (2R,3S)-2-hept-6-enyl-3-[(2Z,5Z)-octa-2,5-dienyl]oxirane
• SMILES (Canonical): CCC=CCC=CCC1C(O1)CCCCCC=C
• SMILES (Isomeric): CC/C=C\C/C=C\C[C@H]1[C@H](O1)CCCCCC=C
• InChI: InChI=1S/C17H28O/c1-3-5-7-9-11-13-15-17-16(18-17)14-12-10-8-6-4-2/h4-5,7,11,13,16-17H,2-3,6,8-10,12,14-15H2,1H3/b7-5-,13-11-/t16-,17+/m1/s1
• InChI Key: FQFKCVPCTWTEDI-QXRKNUMISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O
• Molecular Weight: 248.40 g/mol
• Exact Mass: 248.214015512 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8453	84.53%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.4540	45.40%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6972	69.72%
P-glycoprotein inhibitior	-	0.8059	80.59%
P-glycoprotein substrate	-	0.8613	86.13%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7536	75.36%
CYP3A4 inhibition	-	0.9435	94.35%
CYP2C9 inhibition	-	0.7602	76.02%
CYP2C19 inhibition	-	0.6229	62.29%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	+	0.5299	52.99%
CYP2C8 inhibition	-	0.7072	70.72%
CYP inhibitory promiscuity	-	0.6302	63.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	+	0.6476	64.76%
Eye irritation	-	0.7103	71.03%
Skin irritation	+	0.6630	66.30%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7292	72.92%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5571	55.71%
skin sensitisation	+	0.8156	81.56%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.8198	81.98%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	-	0.8351	83.51%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.6017	60.17%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8709	87.09%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8130	81.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	94.45%	90.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.43%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	85.03%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.02%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.24%	91.11%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.01%	92.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.49%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.48%	98.95%

Plants that contains it

• Cirsium arvense

Cross-Links

• PubChem: 163185194
• LOTUS: LTS0211727
• wikiData: Q104999615