4-[(9Z,12Z)-octadeca-9,12-dienoyl]oxybenzoic acid

Details

• Internal ID: 82ccc4e3-b984-4a58-a675-43fe3f7ffbe2
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: 4-[(9Z,12Z)-octadeca-9,12-dienoyl]oxybenzoic acid
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1=CC=C(C=C1)C(=O)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC1=CC=C(C=C1)C(=O)O
• InChI: InChI=1S/C25H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(26)29-23-20-18-22(19-21-23)25(27)28/h6-7,9-10,18-21H,2-5,8,11-17H2,1H3,(H,27,28)/b7-6-,10-9-
• InChI Key: BYQMQHNNJXDZRO-HZJYTTRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₄
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.6383	63.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7436	74.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7338	73.38%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7570	75.70%
P-glycoprotein inhibitior	+	0.6318	63.18%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	0.5987	59.87%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.5950	59.50%
CYP2C9 inhibition	-	0.8776	87.76%
CYP2C19 inhibition	-	0.5677	56.77%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.6989	69.89%
CYP2C8 inhibition	+	0.7029	70.29%
CYP inhibitory promiscuity	-	0.8818	88.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7913	79.13%
Carcinogenicity (trinary)	Non-required	0.6899	68.99%
Eye corrosion	-	0.9595	95.95%
Eye irritation	-	0.6333	63.33%
Skin irritation	-	0.6836	68.36%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5618	56.18%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.6330	63.30%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.4557	45.57%
Acute Oral Toxicity (c)	III	0.6553	65.53%
Estrogen receptor binding	+	0.7558	75.58%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5824	58.24%
Glucocorticoid receptor binding	-	0.5319	53.19%
Aromatase binding	-	0.6852	68.52%
PPAR gamma	-	0.5154	51.54%
Honey bee toxicity	-	0.9771	97.71%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6824	68.24%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.96%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.72%	92.08%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.59%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	89.94%	97.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	87.25%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.99%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.55%	93.56%
CHEMBL4208	P20618	Proteasome component C5	83.55%	90.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.96%	92.86%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.36%	87.67%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.59%	97.29%

Plants that contains it

• Cydonia oblonga

Cross-Links

• PubChem: 24858914
• LOTUS: LTS0017761
• wikiData: Q104949729