Arachidonic acid-carboxy-14C

Details

• Internal ID: 145f9eaf-af56-4df7-aacf-1320f595bc5d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (5Z,8Z,11Z,14Z)-(114C)icosa-5,8,11,14-tetraenoic acid
• SMILES (Canonical): CCCCCC=CCC=CCC=CCC=CCCCC(=O)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCC[14C](=O)O
• InChI: InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-/i20+2
• InChI Key: YZXBAPSDXZZRGB-XJAQZXCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.24347225 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• Arachidonic acid-carboxy-14C
• Arachidonic acid-1-C14
• DTXSID40473870

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5561	55.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.5465	54.65%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	-	0.3538	35.38%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6943	69.43%
P-glycoprotein inhibitior	-	0.6917	69.17%
P-glycoprotein substrate	-	0.9030	90.30%
CYP3A4 substrate	-	0.6027	60.27%
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	-	0.8832	88.32%
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	+	0.6907	69.07%
Skin irritation	+	0.8622	86.22%
Skin corrosion	+	0.6450	64.50%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4166	41.66%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	+	0.8676	86.76%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7866	78.66%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7016	70.16%
Acute Oral Toxicity (c)	IV	0.8289	82.89%
Estrogen receptor binding	+	0.6731	67.31%
Androgen receptor binding	-	0.8729	87.29%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	+	0.6112	61.12%
Aromatase binding	-	0.6084	60.84%
PPAR gamma	+	0.8968	89.68%
Honey bee toxicity	-	0.9779	97.79%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6666	66.66%
Fish aquatic toxicity	+	0.9649	96.49%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	79.4 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.94%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	93.41%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	92.05%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.97%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	91.59%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.87%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.54%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.44%	85.94%

Plants that contains it

• Onoclea struthiopteris
• Typha domingensis

Cross-Links

• PubChem: 11822939
• NPASS: NPC140737