8,10-Octadecadiynoic acid

Details

• Internal ID: cf49c2f3-de7c-4908-9180-a2f4c25547ac
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: octadeca-8,10-diynoic acid
• SMILES (Canonical): CCCCCCCC#CC#CCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCCCC#CC#CCCCCCCC(=O)O
• InChI: InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h2-7,12-17H2,1H3,(H,19,20)
• InChI Key: JRBUVHZXBJFVBZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• octadeca-8,10-diynoic acid
• LMFA01030536
• SCHEMBL5052818
• CHEBI:165484

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.5938	59.38%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5160	51.60%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	-	0.3106	31.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8314	83.14%
P-glycoprotein inhibitior	-	0.9029	90.29%
P-glycoprotein substrate	-	0.9194	91.94%
CYP3A4 substrate	-	0.6460	64.60%
CYP2C9 substrate	-	0.5398	53.98%
CYP2D6 substrate	-	0.8794	87.94%
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	-	0.8711	87.11%
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	+	0.8822	88.22%
Skin irritation	+	0.7144	71.44%
Skin corrosion	+	0.7890	78.90%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.8452	84.52%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6998	69.98%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4919	49.19%
Acute Oral Toxicity (c)	IV	0.4480	44.80%
Estrogen receptor binding	-	0.7833	78.33%
Androgen receptor binding	-	0.7094	70.94%
Thyroid receptor binding	+	0.5600	56.00%
Glucocorticoid receptor binding	-	0.8036	80.36%
Aromatase binding	-	0.8233	82.33%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.9899	98.99%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7610	76.10%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.59%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	95.33%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.13%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	89.37%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	87.75%	97.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.04%	85.94%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	82.88%	92.26%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.08%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.04%	93.56%

Plants that contains it

• Acanthophyllum elatius
• Boronia coerulescens
• Ilex chinensis
• Iryanthera coriacea
• Melochia tomentosa
• Ornithogalum nutans
• Rubia oncotricha
• Scurrula atropurpurea

Cross-Links

• PubChem: 5312666
• NPASS: NPC102281
• LOTUS: LTS0253988
• wikiData: Q105133806