2-(Heptadeca-1,3-dien-1-YL)-6-hydroxybenzoic acid

Details

• Internal ID: fa262afe-1f52-44c4-915d-7645bab30e79
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylic acids
• IUPAC Name: 2-heptadeca-1,3-dienyl-6-hydroxybenzoic acid
• SMILES (Canonical): CCCCCCCCCCCCCC=CC=CC1=C(C(=CC=C1)O)C(=O)O
• SMILES (Isomeric): CCCCCCCCCCCCCC=CC=CC1=C(C(=CC=C1)O)C(=O)O
• InChI: InChI=1S/C24H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(25)23(21)24(26)27/h14-20,25H,2-13H2,1H3,(H,26,27)
• InChI Key: KNWCJYVBKNAAQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₃
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.26644501 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 7.36
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

• DTXSID80780292
• 2-(HEPTADECA-1,3-DIEN-1-YL)-6-HYDROXYBENZOIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	-	0.6622	66.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6614	66.14%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	+	0.6026	60.26%
P-glycoprotein inhibitior	-	0.5161	51.61%
P-glycoprotein substrate	-	0.8003	80.03%
CYP3A4 substrate	-	0.5567	55.67%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.5232	52.32%
CYP2C9 inhibition	-	0.6097	60.97%
CYP2C19 inhibition	+	0.5356	53.56%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	-	0.5373	53.73%
CYP2C8 inhibition	+	0.4784	47.84%
CYP inhibitory promiscuity	-	0.5298	52.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.7328	73.28%
Eye corrosion	-	0.9329	93.29%
Eye irritation	+	0.6220	62.20%
Skin irritation	+	0.6055	60.55%
Skin corrosion	-	0.8104	81.04%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7258	72.58%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.8381	83.81%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6106	61.06%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6875	68.75%
Acute Oral Toxicity (c)	II	0.4629	46.29%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	+	0.5751	57.51%
Thyroid receptor binding	+	0.6387	63.87%
Glucocorticoid receptor binding	+	0.6594	65.94%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.7966	79.66%
Honey bee toxicity	-	0.9922	99.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
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
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.05%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.94%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.28%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.67%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.94%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	88.59%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.27%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.66%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	83.17%	97.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 71356140
• LOTUS: LTS0241859
• wikiData: Q82743378