4-(2,6-Dihydroxybenzoyl)-3-formyl-5-hydroxybenzoic acid

Details

• Internal ID: 62230c0e-9072-4891-9e33-23e44fc6b9da
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: 4-(2,6-dihydroxybenzoyl)-3-formyl-5-hydroxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C(=C1)O)C(=O)C2=C(C=C(C=C2O)C(=O)O)C=O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1)O)C(=O)C2=C(C=C(C=C2O)C(=O)O)C=O)O
• InChI: InChI=1S/C15H10O7/c16-6-8-4-7(15(21)22)5-11(19)12(8)14(20)13-9(17)2-1-3-10(13)18/h1-6,17-19H,(H,21,22)
• InChI Key: INVAPAXTQZQLGN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₇
• Molecular Weight: 302.23 g/mol
• Exact Mass: 302.04265265 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• Tan 931
• 127448-92-4
• 4-(2,6-Dihydroxybenzoyl)-3-formyl-5-hydroxybenzoic acid
• CHEBI:69475
• SCHEMBL3274364
• CHEMBL1823113
• DTXSID90155573
• Q27137814
• Benzoic acid, 4-(2,6-dihydroxybenzoyl)-3-formyl-5-hydroxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9382	93.82%
Caco-2	+	0.5682	56.82%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8648	86.48%
OATP2B1 inhibitior	-	0.5609	56.09%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.7984	79.84%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9252	92.52%
P-glycoprotein inhibitior	-	0.9656	96.56%
P-glycoprotein substrate	-	0.9267	92.67%
CYP3A4 substrate	-	0.6603	66.03%
CYP2C9 substrate	-	0.6673	66.73%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8089	80.89%
CYP2C9 inhibition	+	0.5756	57.56%
CYP2C19 inhibition	-	0.8458	84.58%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	-	0.5907	59.07%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7446	74.46%
Carcinogenicity (trinary)	Non-required	0.7818	78.18%
Eye corrosion	-	0.9930	99.30%
Eye irritation	+	0.9126	91.26%
Skin irritation	+	0.6410	64.10%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8302	83.02%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.5899	58.99%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5880	58.80%
Acute Oral Toxicity (c)	III	0.7304	73.04%
Estrogen receptor binding	+	0.6591	65.91%
Androgen receptor binding	+	0.5557	55.57%
Thyroid receptor binding	-	0.7318	73.18%
Glucocorticoid receptor binding	+	0.7473	74.73%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.9528	95.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.15%	95.56%
CHEMBL3194	P02766	Transthyretin	95.81%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	95.57%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.67%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.66%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.40%	93.40%
CHEMBL2581	P07339	Cathepsin D	82.89%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.78%	94.62%
CHEMBL2535	P11166	Glucose transporter	82.34%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.58%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.26%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 130935
• LOTUS: LTS0180746
• wikiData: Q27137814