Exocarpic acid

Details

• Internal ID: 7379c3d6-8e46-45e2-bde7-7e43a9a6a79d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (E)-octadec-13-en-9,11-diynoic acid
• SMILES (Canonical): CCCCC=CC#CC#CCCCCCCCC(=O)O
• SMILES (Isomeric): CCCC/C=C/C#CC#CCCCCCCCC(=O)O
• InChI: InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-6H,2-4,11-17H2,1H3,(H,19,20)/b6-5+
• InChI Key: ACHMRCSARDWYGC-AATRIKPKSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₂
• Molecular Weight: 274.40 g/mol
• Exact Mass: 274.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• 13E-octadecene-9,11-diynoic acid
• (E)-octadec-13-en-9,11-diynoic acid
• 13-Octadecene-9,11-diynoic acid, (E)-
• SCHEMBL44849
• SCHEMBL5363302
• CHEMBL2204412
• CHEBI:191240
• LMFA01030556
• (13e)-octadec-13-en-9,11-diynoic acid
• Q55078361

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5211	52.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Plasma membrane	0.5985	59.85%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.7222	72.22%
OATP1B3 inhibitior	-	0.3673	36.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7283	72.83%
P-glycoprotein inhibitior	-	0.8851	88.51%
P-glycoprotein substrate	-	0.8525	85.25%
CYP3A4 substrate	-	0.5288	52.88%
CYP2C9 substrate	+	0.6009	60.09%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.7677	76.77%
CYP2C19 inhibition	-	0.8960	89.60%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	+	0.9102	91.02%
CYP2C8 inhibition	-	0.7668	76.68%
CYP inhibitory promiscuity	-	0.8882	88.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6335	63.35%
Carcinogenicity (trinary)	Non-required	0.6967	69.67%
Eye corrosion	+	0.9302	93.02%
Eye irritation	-	0.5341	53.41%
Skin irritation	+	0.7953	79.53%
Skin corrosion	+	0.7203	72.03%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6427	64.27%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.8570	85.70%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.8026	80.26%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	IV	0.5117	51.17%
Estrogen receptor binding	-	0.6295	62.95%
Androgen receptor binding	-	0.6866	68.66%
Thyroid receptor binding	+	0.6386	63.86%
Glucocorticoid receptor binding	-	0.6477	64.77%
Aromatase binding	-	0.6885	68.85%
PPAR gamma	+	0.7755	77.55%
Honey bee toxicity	-	0.9667	96.67%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	97.10%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.10%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	90.54%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.91%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.08%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.73%	96.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.93%	92.26%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.80%	93.56%

Plants that contains it

• Nanodea muscosa
• Sarcophyte sanguinea

Cross-Links

• PubChem: 5312684
• LOTUS: LTS0114232
• wikiData: Q55078361