(7Z,10Z)-12-[(2S,3R)-3-ethyloxiran-2-yl]dodeca-7,10-dienoic acid

Details

• Internal ID: 3fefbc54-0768-488a-9512-8bf64b05e658
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (7Z,10Z)-12-[(2S,3R)-3-ethyloxiran-2-yl]dodeca-7,10-dienoic acid
• SMILES (Canonical): CCC1C(O1)CC=CCC=CCCCCCC(=O)O
• SMILES (Isomeric): CC[C@@H]1[C@@H](O1)C/C=C\C/C=C\CCCCCC(=O)O
• InChI: InChI=1S/C16H26O3/c1-2-14-15(19-14)12-10-8-6-4-3-5-7-9-11-13-16(17)18/h3-4,8,10,14-15H,2,5-7,9,11-13H2,1H3,(H,17,18)/b4-3-,10-8-/t14-,15+/m1/s1
• InChI Key: DEYUZONFWPPQHC-JVABVUKOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.7362	73.62%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6078	60.78%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	-	0.3889	38.89%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5184	51.84%
P-glycoprotein inhibitior	-	0.8460	84.60%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.5510	55.10%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7716	77.16%
CYP2C8 inhibition	-	0.8450	84.50%
CYP inhibitory promiscuity	-	0.9308	93.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8315	83.15%
Carcinogenicity (trinary)	Non-required	0.6377	63.77%
Eye corrosion	-	0.8304	83.04%
Eye irritation	-	0.8039	80.39%
Skin irritation	+	0.5791	57.91%
Skin corrosion	-	0.7238	72.38%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7053	70.53%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5342	53.42%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8242	82.42%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.6800	68.00%
Androgen receptor binding	-	0.8502	85.02%
Thyroid receptor binding	-	0.5947	59.47%
Glucocorticoid receptor binding	+	0.7286	72.86%
Aromatase binding	-	0.5289	52.89%
PPAR gamma	+	0.7850	78.50%
Honey bee toxicity	-	0.9710	97.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8073	80.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.83%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	89.41%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.11%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	82.15%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.65%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.20%	92.50%

Plants that contains it

• Galeopsis bifida

Cross-Links

• PubChem: 162979227
• LOTUS: LTS0001050
• wikiData: Q104977677