18-Hydroxyoctadeca-9,11,13-trienoic acid

Details

• Internal ID: 90a8c44a-29b8-4a6c-a26b-f955ea564698
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: 18-hydroxyoctadeca-9,11,13-trienoic acid
• SMILES (Canonical): C(CCCC=CC=CC=CCCCCO)CCCC(=O)O
• SMILES (Isomeric): C(CCCC=CC=CC=CCCCCO)CCCC(=O)O
• InChI: InChI=1S/C18H30O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h1-3,5,7,9,19H,4,6,8,10-17H2,(H,20,21)
• InChI Key: YPHQMIRXEFDOQM-UHFFFAOYSA-N
• Popularity: 2 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: 14

Synonyms

• 18-HYDROXYOCTADECA-9,11,13-TRIENOIC ACID
• DTXSID50610133
• 18-hydroxyl-9,11,13-octadecatrienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	-	0.5989	59.89%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8064	80.64%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4856	48.56%
P-glycoprotein inhibitior	-	0.7654	76.54%
P-glycoprotein substrate	-	0.9750	97.50%
CYP3A4 substrate	-	0.6581	65.81%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8561	85.61%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.9109	91.09%
CYP2C19 inhibition	-	0.9524	95.24%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	-	0.9302	93.02%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7168	71.68%
Eye corrosion	+	0.7220	72.20%
Eye irritation	+	0.8119	81.19%
Skin irritation	-	0.7031	70.31%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6541	65.41%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6298	62.98%
Acute Oral Toxicity (c)	III	0.7474	74.74%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	-	0.6570	65.70%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.6106	61.06%
Aromatase binding	+	0.5777	57.77%
PPAR gamma	+	0.8734	87.34%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6413	64.13%
Fish aquatic toxicity	-	0.3957	39.57%

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	96.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.46%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	88.77%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.94%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.82%	92.26%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.83%	96.95%

Plants that contains it

• Mallotus discolor

Cross-Links

• PubChem: 20980883
• LOTUS: LTS0251372
• wikiData: Q82509599