13,17-Octadecadiene-9,11-diynoic acid

Details

• Internal ID: c88e6a00-aec9-4156-89c2-a8a5e23f688c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (13E)-octadeca-13,17-dien-9,11-diynoic acid
• SMILES (Canonical): C=CCCC=CC#CC#CCCCCCCCC(=O)O
• SMILES (Isomeric): C=CCC/C=C/C#CC#CCCCCCCCC(=O)O
• InChI: InChI=1S/C18H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2,5-6H,1,3-4,11-17H2,(H,19,20)/b6-5+
• InChI Key: GYLJVPBWGZUNMB-AATRIKPKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₂
• Molecular Weight: 272.40 g/mol
• Exact Mass: 272.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• Octadec-13t,17-en-9,11-diynoic acid
• Octadeca-13t,17-en-9,11-diynoic acid
• 13E,17-Octadecadiene-9,11-diynoic acid
• E-13,17-Octadecadien-9,11-diynoic acid
• 13,14-dihydrooropheic acid
• CHEMBL449730
• LMFA01031061
• (13E)-octadeca-13,17-dien-9,11-diynoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	-	0.6077	60.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4511	45.11%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.8758	87.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6710	67.10%
P-glycoprotein inhibitior	-	0.8646	86.46%
P-glycoprotein substrate	-	0.9048	90.48%
CYP3A4 substrate	-	0.5129	51.29%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.8839	88.39%
CYP2C9 inhibition	-	0.6853	68.53%
CYP2C19 inhibition	-	0.9309	93.09%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	+	0.5976	59.76%
CYP2C8 inhibition	-	0.7741	77.41%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6335	63.35%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	+	0.9524	95.24%
Eye irritation	-	0.6786	67.86%
Skin irritation	+	0.6947	69.47%
Skin corrosion	-	0.6104	61.04%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7330	73.30%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	+	0.8371	83.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.8994	89.94%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4733	47.33%
Acute Oral Toxicity (c)	III	0.4868	48.68%
Estrogen receptor binding	-	0.5915	59.15%
Androgen receptor binding	-	0.7314	73.14%
Thyroid receptor binding	+	0.5874	58.74%
Glucocorticoid receptor binding	-	0.4764	47.64%
Aromatase binding	-	0.5366	53.66%
PPAR gamma	+	0.7704	77.04%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8747	87.47%

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	94.92%	99.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.74%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.29%	95.17%
CHEMBL1781	P11387	DNA topoisomerase I	87.63%	97.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.37%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.44%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	83.76%	92.26%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.09%	98.95%
CHEMBL4070	P19784	Casein kinase II alpha (prime)	81.93%	91.67%

Plants that contains it

• Lettowianthus stellatus

Cross-Links

• PubChem: 10355900
• LOTUS: LTS0210735
• wikiData: Q105194163