5-Octadecynoic acid

Details

• Internal ID: 799c7088-e6b5-442a-8697-1bfa0d3367f6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: octadec-5-ynoic acid
• SMILES (Canonical): CCCCCCCCCCCCC#CCCCC(=O)O
• SMILES (Isomeric): CCCCCCCCCCCCC#CCCCC(=O)O
• InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-12,15-17H2,1H3,(H,19,20)
• InChI Key: GDBJCCBRRCYCEG-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

• octadec-5-ynoic acid
• DTXSID90415583
• 676-30-2
• 5-Octadecynoate
• RefChem:103326
• DTXCID60366432
• octadeca-5-ynoic acid
• SCHEMBL3626169
• CHEBI:170096
• LMFA01030566

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.5175	51.75%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5160	51.60%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	-	0.3106	31.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6930	69.30%
P-glycoprotein inhibitior	-	0.8817	88.17%
P-glycoprotein substrate	-	0.9430	94.30%
CYP3A4 substrate	-	0.6666	66.66%
CYP2C9 substrate	+	0.6464	64.64%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	+	0.8724	87.24%
CYP2C8 inhibition	-	0.8901	89.01%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6735	67.35%
Carcinogenicity (trinary)	Non-required	0.6833	68.33%
Eye corrosion	+	0.9569	95.69%
Eye irritation	+	0.9751	97.51%
Skin irritation	+	0.7144	71.44%
Skin corrosion	+	0.7890	78.90%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	+	0.8452	84.52%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6998	69.98%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	IV	0.4480	44.80%
Estrogen receptor binding	-	0.7274	72.74%
Androgen receptor binding	-	0.7312	73.12%
Thyroid receptor binding	+	0.6403	64.03%
Glucocorticoid receptor binding	-	0.7064	70.64%
Aromatase binding	-	0.8695	86.95%
PPAR gamma	+	0.6187	61.87%
Honey bee toxicity	-	0.9938	99.38%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7277	72.77%
Fish aquatic toxicity	+	0.9420	94.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.33%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.90%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.54%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.61%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	86.97%	97.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	83.35%	92.26%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.07%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.04%	93.56%

Plants that contains it

• Ximenia americana

Cross-Links

• PubChem: 5312694
• LOTUS: LTS0274734
• wikiData: Q82224523