(10Z,12E,14S)-14-[(Z)-pent-2-enyl]-1-oxacyclotetradeca-10,12-dien-2-one

Details

• Internal ID: 6d649e92-ca33-4470-bdb7-a8f3761263a1
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (10Z,12E,14S)-14-[(Z)-pent-2-enyl]-1-oxacyclotetradeca-10,12-dien-2-one
• SMILES (Canonical): CCC=CCC1C=CC=CCCCCCCCC(=O)O1
• SMILES (Isomeric): CC/C=C\C[C@H]1/C=C/C=C\CCCCCCCC(=O)O1
• InChI: InChI=1S/C18H28O2/c1-2-3-11-14-17-15-12-9-7-5-4-6-8-10-13-16-18(19)20-17/h3,7,9,11-12,15,17H,2,4-6,8,10,13-14,16H2,1H3/b9-7-,11-3-,15-12+/t17-/m0/s1
• InChI Key: AEOCGZGNXNIVTO-FQSPHKRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.11
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6988	69.88%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.7466	74.66%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8264	82.64%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7403	74.03%
P-glycoprotein inhibitior	-	0.7466	74.66%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	-	0.5249	52.49%
CYP2C9 substrate	-	0.8287	82.87%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.7320	73.20%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.5993	59.93%
CYP2C8 inhibition	-	0.8517	85.17%
CYP inhibitory promiscuity	-	0.8206	82.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	+	0.7406	74.06%
Eye irritation	-	0.5352	53.52%
Skin irritation	-	0.6613	66.13%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7969	79.69%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5264	52.64%
skin sensitisation	+	0.7539	75.39%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8491	84.91%
Acute Oral Toxicity (c)	III	0.8671	86.71%
Estrogen receptor binding	-	0.7625	76.25%
Androgen receptor binding	-	0.6531	65.31%
Thyroid receptor binding	-	0.5854	58.54%
Glucocorticoid receptor binding	-	0.5921	59.21%
Aromatase binding	-	0.5838	58.38%
PPAR gamma	+	0.5419	54.19%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6871	68.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.89%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.39%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.55%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.36%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.98%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23655270
• LOTUS: LTS0197667
• wikiData: Q104910258