Tricosanoic acid

Details

• Internal ID: 16379487-93c6-48d9-aabb-69a6db08b1f4
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Very long-chain fatty acids
• IUPAC Name: tricosanoic acid
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C23H46O2/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/h2-22H2,1H3,(H,24,25)
• InChI Key: XEZVDURJDFGERA-UHFFFAOYSA-N
• Popularity: 368 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₆O₂
• Molecular Weight: 354.60 g/mol
• Exact Mass: 354.349780706 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 8.28
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 21

Synonyms

• 2433-96-7
• n-Tricosanoic acid
• TRICOSANOICACID
• Tricosylic acid
• 22FA
• Tricosan-1-oic acid
• UNII-MUC9A0MS6V
• MUC9A0MS6V
• CHEBI:42394
• EINECS 219-419-7
• F23
• FA 23:0
• C23:0
• n-Tricosanoate
• MFCD00002808
• SCHEMBL250860
• CHEMBL1173462
• DTXSID40179067
• LMFA01010023
• s3352
• AKOS015839839
• CS-W009797
• DB03500
• HY-W009081
• Tricosanoic acid (6CI,7CI,8CI,9CI)
• AS-56781
• Tricosanoic acid, >=99% (capillary GC)
• FT-0757768
• T0402
• T72142
• J-015452
• Q4463035
• 72FA153A-99BB-4577-A2F8-D9824B79DEAC

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.5577	55.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5152	51.52%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	-	0.3662	36.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7294	72.94%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.9647	96.47%
CYP3A4 substrate	-	0.7568	75.68%
CYP2C9 substrate	+	0.6720	67.20%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.9484	94.84%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.9578	95.78%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	+	0.8326	83.26%
CYP2C8 inhibition	-	0.9749	97.49%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7035	70.35%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	+	0.9827	98.27%
Eye irritation	+	0.9638	96.38%
Skin irritation	+	0.7702	77.02%
Skin corrosion	+	0.7927	79.27%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5617	56.17%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.8147	81.47%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6972	69.72%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5720	57.20%
Acute Oral Toxicity (c)	IV	0.6378	63.78%
Estrogen receptor binding	-	0.8289	82.89%
Androgen receptor binding	-	0.8774	87.74%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	-	0.7017	70.17%
Aromatase binding	-	0.7753	77.53%
PPAR gamma	-	0.4891	48.91%
Honey bee toxicity	-	0.9981	99.81%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7410	74.10%
Fish aquatic toxicity	+	0.9178	91.78%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	930 nM	IC50	via Super-PRED
CHEMBL3674	Q01469	Fatty acid binding protein epidermal	802 nM	Kd	via Super-PRED
CHEMBL4422	O14842	Free fatty acid receptor 1	758.58 nM	EC50	via Super-PRED
CHEMBL3714079	Q9NQS5	G-protein coupled receptor 84	108 nM	Ki	via Super-PRED
CHEMBL4523454	Q9H255	Olfactory receptor 51E2	9.8 nM	EC50	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	0.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.07%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.88%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	90.73%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	86.82%	97.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.84%	85.94%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	83.80%	92.26%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.86%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	82.40%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.24%	96.95%

Plants that contains it

• Allium tuberosum
• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Beilschmiedia anacardioides
• Cecropia pachystachya
• Curcuma longa
• Cynomorium coccineum subsp. songaricum
• Delphinium tricorne
• Hansenia forbesii
• Hansenia weberbaueriana
• Hibiscus cannabinus
• Lablab purpureus subsp. purpureus
• Ligularia macrophylla
• Nelumbo nucifera
• Pinus radiata
• Populus tremuloides
• Psammosilene tunicoides
• Punica granatum
• Saussurea medusa
• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum
• Traversia baccharoides

Cross-Links

• PubChem: 17085
• NPASS: NPC19047
• LOTUS: LTS0260192
• wikiData: Q4463035