Hexadeca-7,10,13-trienoic acid

Details

• Internal ID: 5e011f18-f9d1-49c4-a21f-0d176a7c8820
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: hexadeca-7,10,13-trienoic acid
• InChI: InChI=1S/C16H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h3-4,6-7,9-10H,2,5,8,11-15H2,1H3,(H,17,18)
• InChI Key: KBGYPXOSNDMZRV-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₂
• Molecular Weight: 250.38 g/mol
• Exact Mass: 250.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• PD124580

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.7437	74.37%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5044	50.44%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	-	0.4580	45.80%
OATP1B3 inhibitior	-	0.3406	34.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7329	73.29%
P-glycoprotein inhibitior	-	0.8977	89.77%
P-glycoprotein substrate	-	0.9574	95.74%
CYP3A4 substrate	-	0.6597	65.97%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.8798	87.98%
CYP2C19 inhibition	-	0.9638	96.38%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	+	0.6915	69.15%
CYP2C8 inhibition	-	0.9243	92.43%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6935	69.35%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	+	0.9371	93.71%
Eye irritation	+	0.8168	81.68%
Skin irritation	+	0.7676	76.76%
Skin corrosion	-	0.6260	62.60%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4169	41.69%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.8470	84.70%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.6531	65.31%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8766	87.66%
Acute Oral Toxicity (c)	IV	0.6387	63.87%
Estrogen receptor binding	+	0.6118	61.18%
Androgen receptor binding	-	0.9120	91.20%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	+	0.6113	61.13%
Aromatase binding	+	0.5975	59.75%
PPAR gamma	+	0.9193	91.93%
Honey bee toxicity	-	0.9918	99.18%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8175	81.75%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	125.9 nM	Potency	via Super-PRED
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	7.9 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.97%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	90.68%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.12%	90.17%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 2826712
• LOTUS: LTS0232673
• wikiData: Q105138204