13-Hydroxylinolenic acid

Details

• Internal ID: f9d1310a-5e8c-406e-80d0-b91d350c9aa7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9Z,12Z,15Z)-13-hydroxyoctadeca-9,12,15-trienoic acid
• InChI: InChI=1S/C18H30O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h3,7,9,11,15,19H,2,4-6,8,10,12-14,16H2,1H3,(H,20,21)/b9-7-,11-3-,17-15-
• InChI Key: KXDAYPAVGDRBSK-OFQQUHRGSA-N
• Popularity: 11 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: 5.30
• Atomic LogP (AlogP): 5.55
• 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	+	0.9820	98.20%
Caco-2	+	0.5998	59.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	-	0.3289	32.89%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6168	61.68%
P-glycoprotein inhibitior	-	0.7831	78.31%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.5902	59.02%
CYP2C9 substrate	+	0.6230	62.30%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9362	93.62%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.7015	70.15%
CYP2C8 inhibition	-	0.8649	86.49%
CYP inhibitory promiscuity	-	0.8817	88.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7435	74.35%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.6187	61.87%
Eye irritation	+	0.6412	64.12%
Skin irritation	-	0.6273	62.73%
Skin corrosion	-	0.8429	84.29%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6680	66.80%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	+	0.5077	50.77%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.7117	71.17%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8494	84.94%
Acute Oral Toxicity (c)	IV	0.6503	65.03%
Estrogen receptor binding	-	0.6430	64.30%
Androgen receptor binding	-	0.8712	87.12%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	-	0.7789	77.89%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	+	0.8891	88.91%
Honey bee toxicity	-	0.9788	97.88%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8330	83.30%

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	97.12%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.67%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	89.80%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.00%	91.11%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 129690053
• LOTUS: LTS0182766
• wikiData: Q104391533