5Z-Octadecenoic acid

Details

• Internal ID: f99d5393-e5f7-403b-8437-2c9f6bcd0bdf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (Z)-octadec-5-enoic acid
• SMILES (Canonical): CCCCCCCCCCCCC=CCCCC(=O)O
• SMILES (Isomeric): CCCCCCCCCCCC/C=C\CCCC(=O)O
• InChI: InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h13-14H,2-12,15-17H2,1H3,(H,19,20)/b14-13-
• InChI Key: AQWHMKSIVLSRNY-YPKPFQOOSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₄O₂
• Molecular Weight: 282.50 g/mol
• Exact Mass: 282.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

• (Z)-octadec-5-enoic acid
• 676-29-9
• cis-5-octadecenoic acid
• 5-Octadecenoic acid, (5Z)-
• C18:1n-13
• starbld0009813
• SCHEMBL2572990
• CHEBI:196201
• DTXSID801314068
• LMFA01030296

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6172	61.72%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.5465	54.65%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	-	0.4537	45.37%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4752	47.52%
P-glycoprotein inhibitior	-	0.8959	89.59%
P-glycoprotein substrate	-	0.9673	96.73%
CYP3A4 substrate	-	0.6797	67.97%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.8972	89.72%
CYP2C19 inhibition	-	0.9467	94.67%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.9304	93.04%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7035	70.35%
Carcinogenicity (trinary)	Non-required	0.7021	70.21%
Eye corrosion	+	0.9611	96.11%
Eye irritation	+	0.9823	98.23%
Skin irritation	+	0.8622	86.22%
Skin corrosion	+	0.6450	64.50%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3930	39.30%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7926	79.26%
skin sensitisation	+	0.8676	86.76%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7866	78.66%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7114	71.14%
Acute Oral Toxicity (c)	IV	0.8289	82.89%
Estrogen receptor binding	-	0.6848	68.48%
Androgen receptor binding	-	0.8205	82.05%
Thyroid receptor binding	+	0.6780	67.80%
Glucocorticoid receptor binding	-	0.6366	63.66%
Aromatase binding	-	0.8339	83.39%
PPAR gamma	+	0.8848	88.48%
Honey bee toxicity	-	0.9957	99.57%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8600	86.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	97.36%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.44%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	94.35%	97.00%
CHEMBL230	P35354	Cyclooxygenase-2	93.11%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.81%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.17%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.90%	97.29%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.06%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.97%	85.94%

Plants that contains it

• Carlina acaulis

Cross-Links

• PubChem: 5312447
• LOTUS: LTS0008741
• wikiData: Q104917131