(10E,12E,14E,16R)-16-hydroxy-9-oxooctadeca-10,12,14-trienoic acid

Details

• Internal ID: 5638a1bf-62ec-4875-aee7-f22b3287728a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (10E,12E,14E,16R)-16-hydroxy-9-oxooctadeca-10,12,14-trienoic acid
• SMILES (Canonical): CCC(C=CC=CC=CC(=O)CCCCCCCC(=O)O)O
• SMILES (Isomeric): CC[C@H](/C=C/C=C/C=C/C(=O)CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H28O4/c1-2-16(19)12-8-6-7-10-14-17(20)13-9-4-3-5-11-15-18(21)22/h6-8,10,12,14,16,19H,2-5,9,11,13,15H2,1H3,(H,21,22)/b7-6+,12-8+,14-10+/t16-/m1/s1
• InChI Key: KLFMLBSZQZVKDC-TWSRENAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 3
• 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	+	0.9054	90.54%
Caco-2	-	0.6044	60.44%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8654	86.54%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5583	55.83%
P-glycoprotein inhibitior	-	0.8322	83.22%
P-glycoprotein substrate	-	0.9245	92.45%
CYP3A4 substrate	-	0.5889	58.89%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8947	89.47%
CYP3A4 inhibition	-	0.9118	91.18%
CYP2C9 inhibition	-	0.9227	92.27%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	-	0.9098	90.98%
CYP inhibitory promiscuity	-	0.9694	96.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7835	78.35%
Carcinogenicity (trinary)	Non-required	0.7419	74.19%
Eye corrosion	-	0.6120	61.20%
Eye irritation	-	0.7515	75.15%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5241	52.41%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.8582	85.82%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7594	75.94%
Acute Oral Toxicity (c)	III	0.6365	63.65%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	-	0.8083	80.83%
Thyroid receptor binding	-	0.5381	53.81%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.5528	55.28%
Honey bee toxicity	-	0.9572	95.72%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8714	87.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.55%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	86.17%	92.26%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.78%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.34%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.72%	96.95%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 162903630
• LOTUS: LTS0241084
• wikiData: Q105142586