2,4-Dihydroxy-6-(2-oxopropyl)benzoic acid

Details

• Internal ID: e8903776-923b-4461-be91-99b38735bd40
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2,4-dihydroxy-6-(2-oxopropyl)benzoic acid
• SMILES (Canonical): CC(=O)CC1=C(C(=CC(=C1)O)O)C(=O)O
• SMILES (Isomeric): CC(=O)CC1=C(C(=CC(=C1)O)O)C(=O)O
• InChI: InChI=1S/C10H10O5/c1-5(11)2-6-3-7(12)4-8(13)9(6)10(14)15/h3-4,12-13H,2H2,1H3,(H,14,15)
• InChI Key: SIXWWNJBOOYCOG-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• dOPBA
• 1206-69-5
• 2,4-dihydroxy-6-(2-oxopropyl)-benzoic acid
• DTXSID10152923
• RefChem:82445
• DTXCID3075414
• Benzoic acid, 2,4-dihydroxy-6-(2-oxopropyl)-
• SCHEMBL28253661
• CHEBI:214912
• 2,4-dihydroxy-6-(2-oxopropyl) benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8351	83.51%
Caco-2	+	0.5587	55.87%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8647	86.47%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9456	94.56%
P-glycoprotein inhibitior	-	0.9722	97.22%
P-glycoprotein substrate	-	0.9563	95.63%
CYP3A4 substrate	-	0.7025	70.25%
CYP2C9 substrate	+	0.5701	57.01%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.6543	65.43%
CYP2C9 inhibition	-	0.6320	63.20%
CYP2C19 inhibition	-	0.8403	84.03%
CYP2D6 inhibition	-	0.8324	83.24%
CYP1A2 inhibition	-	0.8723	87.23%
CYP2C8 inhibition	-	0.8525	85.25%
CYP inhibitory promiscuity	-	0.9076	90.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7446	74.46%
Carcinogenicity (trinary)	Non-required	0.7869	78.69%
Eye corrosion	-	0.9341	93.41%
Eye irritation	+	0.9805	98.05%
Skin irritation	+	0.4912	49.12%
Skin corrosion	-	0.6990	69.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7450	74.50%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.5607	56.07%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6438	64.38%
Acute Oral Toxicity (c)	II	0.4353	43.53%
Estrogen receptor binding	-	0.6944	69.44%
Androgen receptor binding	-	0.5641	56.41%
Thyroid receptor binding	-	0.9035	90.35%
Glucocorticoid receptor binding	-	0.5237	52.37%
Aromatase binding	-	0.8617	86.17%
PPAR gamma	-	0.6676	66.76%
Honey bee toxicity	-	0.9534	95.34%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.75%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.36%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.49%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%
CHEMBL3194	P02766	Transthyretin	82.25%	90.71%

Plants that contains it

• Eriocephalus giessii
• Viola philippica

Cross-Links

• PubChem: 150898
• NPASS: NPC168611
• LOTUS: LTS0130945
• wikiData: Q105031661