2-[(6Z,9Z,12Z)-heptadeca-6,9,12-trienyl]-6-hydroxybenzoic acid

Details

• Internal ID: cf4e71e6-a2fe-47ff-94a3-58bdb2e88bc6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylic acids
• IUPAC Name: 2-[(6Z,9Z,12Z)-heptadeca-6,9,12-trienyl]-6-hydroxybenzoic acid
• SMILES (Canonical): CCCCC=CCC=CCC=CCCCCCC1=C(C(=CC=C1)O)C(=O)O
• SMILES (Isomeric): CCCC/C=C\C/C=C\C/C=C\CCCCCC1=C(C(=CC=C1)O)C(=O)O
• InChI: InChI=1S/C24H34O3/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/h5-6,8-9,11-12,17,19-20,25H,2-4,7,10,13-16,18H2,1H3,(H,26,27)/b6-5-,9-8-,12-11-
• InChI Key: XHGATLCYJAUBJV-AGRJPVHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₃
• Molecular Weight: 370.50 g/mol
• Exact Mass: 370.25079494 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 6.83
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5648	56.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.6052	60.52%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	-	0.7464	74.64%
CYP3A4 substrate	-	0.5262	52.62%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	+	0.5950	59.50%
CYP2C9 inhibition	+	0.5508	55.08%
CYP2C19 inhibition	+	0.6572	65.72%
CYP2D6 inhibition	-	0.7911	79.11%
CYP1A2 inhibition	+	0.5612	56.12%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5808	58.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8034	80.34%
Carcinogenicity (trinary)	Non-required	0.7396	73.96%
Eye corrosion	-	0.9317	93.17%
Eye irritation	-	0.5627	56.27%
Skin irritation	+	0.6140	61.40%
Skin corrosion	-	0.7818	78.18%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7912	79.12%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	+	0.7315	73.15%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5262	52.62%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4564	45.64%
Acute Oral Toxicity (c)	II	0.6457	64.57%
Estrogen receptor binding	+	0.7723	77.23%
Androgen receptor binding	+	0.5314	53.14%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5521	55.21%
Aromatase binding	-	0.6381	63.81%
PPAR gamma	+	0.6957	69.57%
Honey bee toxicity	-	0.9898	98.98%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5324	53.24%
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
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.94%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.23%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.51%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	88.35%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.68%	93.56%
CHEMBL1781	P11387	DNA topoisomerase I	85.80%	97.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.13%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.01%	96.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.65%	96.25%
CHEMBL1907	P15144	Aminopeptidase N	81.64%	93.31%

Plants that contains it

• Homalomena occulta

Cross-Links

• PubChem: 44133541
• NPASS: NPC236713