2,4-Dihydroxy-6-(1-hydroxy-2-oxopropyl)benzoic acid

Details

• Internal ID: 11b6c2a4-89c7-4a5c-957d-2cf11eeec6a3
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2,4-dihydroxy-6-(1-hydroxy-2-oxopropyl)benzoic acid
• SMILES (Canonical): CC(=O)C(C1=C(C(=CC(=C1)O)O)C(=O)O)O
• SMILES (Isomeric): CC(=O)C(C1=C(C(=CC(=C1)O)O)C(=O)O)O
• InChI: InChI=1S/C10H10O6/c1-4(11)9(14)6-2-5(12)3-7(13)8(6)10(15)16/h2-3,9,12-14H,1H3,(H,15,16)
• InChI Key: HKDCAPHYXHSWNC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₆
• Molecular Weight: 226.18 g/mol
• Exact Mass: 226.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 2,4-Dihydroxy-6-(1-hydroxy-2-oxopropyl)benzoic acid
• 53279-31-5
• Benzoic acid, 2,4-dihydroxy-6-(1-hydroxy-2-oxopropyl)-
• DTXSID90967855
• 2,4-dihydroxy-6-(1-hydroxy-2-oxopropyl) benzoic acid
• C10 acid 2,4-dihydroxy-6-(1-hydroxyacetonyl) benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8968	89.68%
Caco-2	-	0.8121	81.21%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8043	80.43%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9712	97.12%
P-glycoprotein inhibitior	-	0.9691	96.91%
P-glycoprotein substrate	-	0.9517	95.17%
CYP3A4 substrate	-	0.6535	65.35%
CYP2C9 substrate	-	0.6146	61.46%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.9271	92.71%
CYP2C9 inhibition	-	0.6569	65.69%
CYP2C19 inhibition	-	0.9595	95.95%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9687	96.87%
CYP2C8 inhibition	-	0.8841	88.41%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7508	75.08%
Carcinogenicity (trinary)	Non-required	0.8030	80.30%
Eye corrosion	-	0.8054	80.54%
Eye irritation	+	0.8668	86.68%
Skin irritation	+	0.7748	77.48%
Skin corrosion	+	0.5123	51.23%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8068	80.68%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6084	60.84%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5175	51.75%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	-	0.4846	48.46%
Androgen receptor binding	-	0.5570	55.70%
Thyroid receptor binding	-	0.7776	77.76%
Glucocorticoid receptor binding	+	0.6772	67.72%
Aromatase binding	-	0.8405	84.05%
PPAR gamma	-	0.6464	64.64%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL3194	P02766	Transthyretin	83.62%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.77%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.12%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.11%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.45%	99.17%

Plants that contains it

• Ceanothus americanus

Cross-Links

• PubChem: 3085034
• LOTUS: LTS0248622
• wikiData: Q105111641