Octacosanedioic acid

Details

• Internal ID: 8509dff8-4ecd-4571-89b9-688d35368489
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Very long-chain fatty acids
• IUPAC Name: octacosanedioic acid
• SMILES (Canonical): C(CCCCCCCCCCCCCC(=O)O)CCCCCCCCCCCCC(=O)O
• SMILES (Isomeric): C(CCCCCCCCCCCCCC(=O)O)CCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C28H54O4/c29-27(30)25-23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22-24-26-28(31)32/h1-26H2,(H,29,30)(H,31,32)
• InChI Key: WHTKRYWWSTYDNH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₅₄O₄
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.40221020 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 11.90
• Atomic LogP (AlogP): 9.30
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 27

Synonyms

• 5632-97-3
• SCHEMBL2474037
• DTXSID60415777

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6806	68.06%
Caco-2	-	0.8295	82.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8984	89.84%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.9620	96.20%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7377	73.77%
P-glycoprotein inhibitior	-	0.6292	62.92%
P-glycoprotein substrate	-	0.9928	99.28%
CYP3A4 substrate	-	0.7996	79.96%
CYP2C9 substrate	+	0.6532	65.32%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.9390	93.90%
CYP2C19 inhibition	-	0.9762	97.62%
CYP2D6 inhibition	-	0.9729	97.29%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9924	99.24%
CYP inhibitory promiscuity	-	0.9927	99.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8035	80.35%
Carcinogenicity (trinary)	Non-required	0.7514	75.14%
Eye corrosion	+	0.8498	84.98%
Eye irritation	+	0.8230	82.30%
Skin irritation	-	0.8721	87.21%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4193	41.93%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	-	0.8950	89.50%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6209	62.09%
Acute Oral Toxicity (c)	IV	0.6448	64.48%
Estrogen receptor binding	-	0.5990	59.90%
Androgen receptor binding	-	0.9244	92.44%
Thyroid receptor binding	+	0.5547	55.47%
Glucocorticoid receptor binding	-	0.5396	53.96%
Aromatase binding	-	0.6675	66.75%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.9874	98.74%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7418	74.18%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	2.8 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	90.44%	83.82%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	88.14%	92.26%
CHEMBL2581	P07339	Cathepsin D	83.51%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	82.34%	97.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.23%	91.11%

Plants that contains it

• Forsythia suspensa
• Hansenia weberbaueriana

Cross-Links

• PubChem: 5320251
• NPASS: NPC52290