2,5-Dihydroxybenzoate

Details

• Internal ID: fe5eb8dd-485a-4fd1-be4c-a37f95eb1fd2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2-carboxy-4-hydroxyphenolate
• SMILES (Canonical): C1=CC(=C(C=C1O)C(=O)O)[O-]
• SMILES (Isomeric): C1=CC(=C(C=C1O)C(=O)O)[O-]
• InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)/p-1
• InChI Key: WXTMDXOMEHJXQO-UHFFFAOYSA-M
• Popularity: 537 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₅O₄-
• Molecular Weight: 153.11 g/mol
• Exact Mass: 153.01878364 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5-hydroxysalicylate
• Gentisate
• CHEBI:58044
• RefChem:1060090
• 490-80-2
• Hydroquinonecarboxylate
• Benzoic acid, 2,5-dihydroxy-, ion(1-)
• 2-carboxy-4-hydroxyphenolate
• 4e3d
• 2,5-dihydroxybenzoate anion
• DTXSID30197659
• WXTMDXOMEHJXQO-UHFFFAOYSA-M
• STL301901
• AKOS022141719
• Q27125148

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9409	94.09%
Caco-2	+	0.6467	64.67%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8916	89.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9612	96.12%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.9718	97.18%
CYP3A4 substrate	-	0.8164	81.64%
CYP2C9 substrate	-	0.6319	63.19%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.9318	93.18%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8515	85.15%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	-	0.8024	80.24%
CYP inhibitory promiscuity	-	0.9339	93.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6699	66.99%
Carcinogenicity (trinary)	Non-required	0.7259	72.59%
Eye corrosion	-	0.6319	63.19%
Eye irritation	+	0.9955	99.55%
Skin irritation	+	0.8835	88.35%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8707	87.07%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6940	69.40%
skin sensitisation	+	0.6265	62.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5811	58.11%
Acute Oral Toxicity (c)	III	0.6209	62.09%
Estrogen receptor binding	-	0.8594	85.94%
Androgen receptor binding	-	0.5068	50.68%
Thyroid receptor binding	-	0.6838	68.38%
Glucocorticoid receptor binding	-	0.7169	71.69%
Aromatase binding	-	0.8130	81.30%
PPAR gamma	-	0.4856	48.56%
Honey bee toxicity	-	0.9645	96.45%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	+	0.9485	94.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	89.37%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	88.77%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.02%	91.11%
CHEMBL1811	P34995	Prostanoid EP1 receptor	87.43%	95.71%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.27%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.42%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.71%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.64%	90.00%

Plants that contains it

• Gentiana lutea

Cross-Links

• PubChem: 54675839
• NPASS: NPC312802