21-Triacontaenoic acid

Details

• Internal ID: d9370ece-bf9c-483e-88de-4d72896602eb
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Very long-chain fatty acids
• IUPAC Name: triacont-21-enoic acid
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCCCCCCCCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCCCCC=CCCCCCCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C30H58O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h9-10H,2-8,11-29H2,1H3,(H,31,32)
• InChI Key: QXYCISFUJXCMSU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₈O₂
• Molecular Weight: 450.80 g/mol
• Exact Mass: 450.44368109 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 13.00
• Atomic LogP (AlogP): 10.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 27

Synonyms

• SCHEMBL413569

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.6670	66.70%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.5465	54.65%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	-	0.3622	36.22%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6421	64.21%
P-glycoprotein inhibitior	-	0.6547	65.47%
P-glycoprotein substrate	-	0.9649	96.49%
CYP3A4 substrate	-	0.6902	69.02%
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	-	0.9384	93.84%
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	+	0.8958	89.58%
Skin irritation	+	0.8622	86.22%
Skin corrosion	+	0.6450	64.50%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4299	42.99%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7625	76.25%
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	-	0.7161	71.61%
Acute Oral Toxicity (c)	IV	0.8289	82.89%
Estrogen receptor binding	+	0.6043	60.43%
Androgen receptor binding	-	0.8205	82.05%
Thyroid receptor binding	+	0.7006	70.06%
Glucocorticoid receptor binding	-	0.5669	56.69%
Aromatase binding	-	0.6778	67.78%
PPAR gamma	+	0.7900	79.00%
Honey bee toxicity	-	0.9960	99.60%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.8900	89.00%
Fish aquatic toxicity	+	0.9649	96.49%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	600 nM	IC50	via Super-PRED
CHEMBL2219	P35236	Protein-tyrosine phosphatase LC-PTP	801 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.97%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.16%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	94.14%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	93.36%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.65%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.24%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.84%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.86%	97.29%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.06%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%

Plants that contains it

• Ximenia americana

Cross-Links

• PubChem: 54252776
• LOTUS: LTS0229047
• wikiData: Q105229962