2-Hydroxy-6-(13-hydroxy-2-oxotridecyl)-4-methoxybenzoic acid

Details

• Internal ID: 912deeb6-c5b1-4e4f-a00d-825eb40ef7c6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 2-hydroxy-6-(13-hydroxy-2-oxotridecyl)-4-methoxybenzoic acid
• SMILES (Canonical): COC1=CC(=C(C(=C1)O)C(=O)O)CC(=O)CCCCCCCCCCCO
• SMILES (Isomeric): COC1=CC(=C(C(=C1)O)C(=O)O)CC(=O)CCCCCCCCCCCO
• InChI: InChI=1S/C21H32O6/c1-27-18-14-16(20(21(25)26)19(24)15-18)13-17(23)11-9-7-5-3-2-4-6-8-10-12-22/h14-15,22,24H,2-13H2,1H3,(H,25,26)
• InChI Key: XCFQOFLKYKQNAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8912	89.12%
Caco-2	-	0.5880	58.80%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9078	90.78%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.4877	48.77%
P-glycoprotein inhibitior	-	0.5664	56.64%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	-	0.5634	56.34%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.7323	73.23%
CYP2C9 inhibition	-	0.8016	80.16%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.5848	58.48%
CYP2C8 inhibition	+	0.5642	56.42%
CYP inhibitory promiscuity	-	0.9459	94.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.8061	80.61%
Eye corrosion	-	0.9904	99.04%
Eye irritation	+	0.5494	54.94%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9717	97.17%
Ames mutagenesis	-	0.8123	81.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.8541	85.41%
Hepatotoxicity	-	0.5167	51.67%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6166	61.66%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.7233	72.33%
Androgen receptor binding	+	0.6707	67.07%
Thyroid receptor binding	+	0.5156	51.56%
Glucocorticoid receptor binding	+	0.6203	62.03%
Aromatase binding	+	0.5248	52.48%
PPAR gamma	+	0.7916	79.16%
Honey bee toxicity	-	0.9431	94.31%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8537	85.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.66%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.94%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.99%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.33%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.87%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	84.00%	94.73%
CHEMBL3194	P02766	Transthyretin	83.21%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.38%	95.17%

Plants that contains it

• Ononis viscosa

Cross-Links

• PubChem: 15380677
• LOTUS: LTS0247604
• wikiData: Q105325001