(6S,7E,9Z,12Z)-6-hydroxyhexadeca-7,9,12,15-tetraenoic acid

Details

• Internal ID: 0915ff15-398d-4115-a2bc-10255e8cc66d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (6S,7E,9Z,12Z)-6-hydroxyhexadeca-7,9,12,15-tetraenoic acid
• SMILES (Canonical): C=CCC=CCC=CC=CC(CCCCC(=O)O)O
• SMILES (Isomeric): C=CC/C=C\C/C=C\C=C\[C@H](CCCCC(=O)O)O
• InChI: InChI=1S/C16H24O3/c1-2-3-4-5-6-7-8-9-12-15(17)13-10-11-14-16(18)19/h2,4-5,7-9,12,15,17H,1,3,6,10-11,13-14H2,(H,18,19)/b5-4-,8-7-,12-9+/t15-/m1/s1
• InChI Key: CZGIKANMUWRLIP-VBWALXDZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9367	93.67%
Caco-2	-	0.6807	68.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6161	61.61%
P-glycoprotein inhibitior	-	0.8298	82.98%
P-glycoprotein substrate	-	0.9319	93.19%
CYP3A4 substrate	-	0.5535	55.35%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.8900	89.00%
CYP2C9 inhibition	-	0.9137	91.37%
CYP2C19 inhibition	-	0.9244	92.44%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.8138	81.38%
CYP2C8 inhibition	-	0.9200	92.00%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.7135	71.35%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	+	0.8529	85.29%
Eye irritation	-	0.5215	52.15%
Skin irritation	+	0.5520	55.20%
Skin corrosion	+	0.7545	75.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4685	46.85%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.4905	49.05%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7225	72.25%
Acute Oral Toxicity (c)	III	0.6841	68.41%
Estrogen receptor binding	+	0.6364	63.64%
Androgen receptor binding	-	0.8747	87.47%
Thyroid receptor binding	-	0.5789	57.89%
Glucocorticoid receptor binding	-	0.5984	59.84%
Aromatase binding	+	0.6094	60.94%
PPAR gamma	+	0.8202	82.02%
Honey bee toxicity	-	0.9096	90.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6622	66.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.02%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.78%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.46%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.95%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.27%	92.26%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.93%	97.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.73%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.49%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.66%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162914450
• LOTUS: LTS0203948
• wikiData: Q104972775