12-Hydroxyheptadeca-8,10,14-trienoic acid

Details

• Internal ID: e3e5e428-0ba0-4b3e-9070-3209264c928e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 12-hydroxyheptadeca-8,10,14-trienoic acid
• SMILES (Canonical): CCC=CCC(C=CC=CCCCCCCC(=O)O)O
• SMILES (Isomeric): CCC=CCC(C=CC=CCCCCCCC(=O)O)O
• InChI: InChI=1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h3,6,8,10-11,14,16,18H,2,4-5,7,9,12-13,15H2,1H3,(H,19,20)
• InChI Key: LUZYMVXBIJSYFM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.6172	61.72%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7106	71.06%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8199	81.99%
OATP1B3 inhibitior	+	0.8868	88.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6096	60.96%
P-glycoprotein inhibitior	-	0.7328	73.28%
P-glycoprotein substrate	-	0.9014	90.14%
CYP3A4 substrate	-	0.5623	56.23%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.9474	94.74%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.6483	64.83%
CYP2C8 inhibition	-	0.8803	88.03%
CYP inhibitory promiscuity	-	0.9144	91.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7635	76.35%
Carcinogenicity (trinary)	Non-required	0.6666	66.66%
Eye corrosion	+	0.5000	50.00%
Eye irritation	-	0.7334	73.34%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.7641	76.41%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4888	48.88%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	+	0.4909	49.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.7228	72.28%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8944	89.44%
Acute Oral Toxicity (c)	IV	0.6007	60.07%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	-	0.7445	74.45%
Thyroid receptor binding	+	0.6623	66.23%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	-	0.6931	69.31%
PPAR gamma	+	0.8618	86.18%
Honey bee toxicity	-	0.9585	95.85%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7906	79.06%

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	97.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	88.06%	92.26%
CHEMBL1781	P11387	DNA topoisomerase I	87.78%	97.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.59%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	85.56%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.32%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.88%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.83%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.56%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.47%	91.11%

Plants that contains it

• Echinacea purpurea

Cross-Links

• PubChem: 54054100
• LOTUS: LTS0067086
• wikiData: Q105157740