9-Hydroxylinolenic acid

Details

• Internal ID: 59351288-24fc-41df-8e82-bea088797052
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (9Z,12Z,15Z)-9-hydroxyoctadeca-9,12,15-trienoic acid
• SMILES (Canonical): CCC=CCC=CCC=C(CCCCCCCC(=O)O)O
• SMILES (Isomeric): CC/C=C\C/C=C\C/C=C(/CCCCCCCC(=O)O)\O
• InChI: InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h3-4,6,8,14,19H,2,5,7,9-13,15-16H2,1H3,(H,20,21)/b4-3-,8-6-,17-14-
• InChI Key: QJUISJZTMQXBKO-CHHXPKDJSA-N
• Popularity: 4 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: 5.10
• 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	-	0.5309	53.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7632	76.32%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.7394	73.94%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5642	56.42%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.9308	93.08%
CYP3A4 substrate	-	0.6385	63.85%
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	-	0.9118	91.18%
CYP inhibitory promiscuity	-	0.8817	88.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7435	74.35%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.6187	61.87%
Eye irritation	+	0.6013	60.13%
Skin irritation	-	0.6273	62.73%
Skin corrosion	-	0.8429	84.29%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7148	71.48%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.5077	50.77%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.7117	71.17%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8332	83.32%
Acute Oral Toxicity (c)	IV	0.6503	65.03%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	-	0.8831	88.31%
Thyroid receptor binding	+	0.6102	61.02%
Glucocorticoid receptor binding	-	0.5243	52.43%
Aromatase binding	+	0.6048	60.48%
PPAR gamma	+	0.9008	90.08%
Honey bee toxicity	-	0.9880	98.80%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.06%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.70%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.84%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	80.39%	97.00%

Plants that contains it

• Oryza sativa

Cross-Links

• PubChem: 129690043
• LOTUS: LTS0010873
• wikiData: Q104391535