(9Z,12R,13E,15Z)-12-hydroxyoctadeca-9,13,15-trienoic acid

Details

• Internal ID: 64bca448-7170-404b-8b73-e0132c660fc0
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9Z,12R,13E,15Z)-12-hydroxyoctadeca-9,13,15-trienoic acid
• SMILES (Canonical): CCC=CC=CC(CC=CCCCCCCCC(=O)O)O
• SMILES (Isomeric): CC/C=C\C=C\[C@@H](C/C=C\CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H30O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h3-4,9,11-12,14,17,19H,2,5-8,10,13,15-16H2,1H3,(H,20,21)/b4-3-,12-9-,14-11+/t17-/m0/s1
• InChI Key: WOZLPPGKSWZLBI-UDCVRRCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	-	0.5903	59.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8111	81.11%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4821	48.21%
P-glycoprotein inhibitior	-	0.7344	73.44%
P-glycoprotein substrate	-	0.9032	90.32%
CYP3A4 substrate	-	0.5567	55.67%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.9391	93.91%
CYP2C9 inhibition	-	0.8949	89.49%
CYP2C19 inhibition	-	0.9299	92.99%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.6959	69.59%
CYP2C8 inhibition	-	0.8762	87.62%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7335	73.35%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	+	0.6225	62.25%
Eye irritation	-	0.5686	56.86%
Skin irritation	-	0.5833	58.33%
Skin corrosion	-	0.6700	67.00%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5074	50.74%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.5757	57.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.7756	77.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8819	88.19%
Acute Oral Toxicity (c)	III	0.5061	50.61%
Estrogen receptor binding	+	0.6075	60.75%
Androgen receptor binding	-	0.7055	70.55%
Thyroid receptor binding	+	0.6031	60.31%
Glucocorticoid receptor binding	-	0.7090	70.90%
Aromatase binding	-	0.6608	66.08%
PPAR gamma	+	0.8433	84.33%
Honey bee toxicity	-	0.9578	95.78%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7589	75.89%

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	97.37%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	88.99%	97.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	87.81%	92.26%
CHEMBL221	P23219	Cyclooxygenase-1	85.92%	90.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.59%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.08%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.88%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.27%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.56%	100.00%
CHEMBL236	P41143	Delta opioid receptor	80.34%	99.35%

Plants that contains it

• Croton cortesianus

Cross-Links

• PubChem: 162913759
• LOTUS: LTS0187981
• wikiData: Q105309755