8,10,12-Octadecatriynoic acid

Details

• Internal ID: a56b9fdd-a05b-4698-8c5f-31d3ffb32af3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: octadeca-8,10,12-triynoic acid
• SMILES (Canonical): CCCCCC#CC#CC#CCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCC#CC#CC#CCCCCCCC(=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/h2-5,12-17H2,1H3,(H,19,20)
• InChI Key: ZRDMQHHJJMWDNV-UHFFFAOYSA-N
• Popularity: 6 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: 5.90
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

• Octadeca-8,10,12-triynoic Acid
• 203399-13-7
• CHEMBL464527
• SCHEMBL6575731
• DTXSID10440458
• LMFA01031106

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.5165	51.65%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5160	51.60%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.8140	81.40%
OATP1B3 inhibitior	-	0.3106	31.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8976	89.76%
P-glycoprotein inhibitior	-	0.8966	89.66%
P-glycoprotein substrate	-	0.9122	91.22%
CYP3A4 substrate	-	0.6346	63.46%
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	-	0.8556	85.56%
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	+	0.7250	72.50%
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	-	0.6891	68.91%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.8452	84.52%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.6998	69.98%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	IV	0.4480	44.80%
Estrogen receptor binding	-	0.7177	71.77%
Androgen receptor binding	-	0.6177	61.77%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	-	0.7713	77.13%
Aromatase binding	-	0.6902	69.02%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.9880	98.80%
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
CHEMBL230	P35354	Cyclooxygenase-2	96.09%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.59%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.13%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	89.11%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	87.75%	97.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	85.21%	92.26%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.04%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.14%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.04%	93.56%

Plants that contains it

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

Cross-Links

• PubChem: 10468473
• NPASS: NPC255837
• LOTUS: LTS0118669
• wikiData: Q82256773