2,3-dihydroxy-6-[(2S)-2-hydroxypropyl]benzoic acid

Details

• Internal ID: 08823d3b-9be1-4e3f-9be0-545edc6f0a55
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylic acids
• IUPAC Name: 2,3-dihydroxy-6-[(2S)-2-hydroxypropyl]benzoic acid
• SMILES (Canonical): CC(CC1=C(C(=C(C=C1)O)O)C(=O)O)O
• SMILES (Isomeric): C[C@@H](CC1=C(C(=C(C=C1)O)O)C(=O)O)O
• InChI: InChI=1S/C10H12O5/c1-5(11)4-6-2-3-7(12)9(13)8(6)10(14)15/h2-3,5,11-13H,4H2,1H3,(H,14,15)/t5-/m0/s1
• InChI Key: IVEQIIIJZASWOD-YFKPBYRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8155	81.55%
Caco-2	-	0.7029	70.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7166	71.66%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9736	97.36%
P-glycoprotein inhibitior	-	0.9826	98.26%
P-glycoprotein substrate	-	0.9428	94.28%
CYP3A4 substrate	-	0.7205	72.05%
CYP2C9 substrate	-	0.6347	63.47%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8335	83.35%
CYP2C9 inhibition	-	0.9144	91.44%
CYP2C19 inhibition	-	0.9570	95.70%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.8363	83.63%
CYP2C8 inhibition	-	0.9431	94.31%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.7415	74.15%
Eye corrosion	-	0.9618	96.18%
Eye irritation	+	0.7109	71.09%
Skin irritation	+	0.5879	58.79%
Skin corrosion	-	0.7176	71.76%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7574	75.74%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5441	54.41%
skin sensitisation	+	0.6858	68.58%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.7271	72.71%
Estrogen receptor binding	-	0.6767	67.67%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	-	0.6117	61.17%
Glucocorticoid receptor binding	+	0.6274	62.74%
Aromatase binding	-	0.8899	88.99%
PPAR gamma	-	0.5837	58.37%
Honey bee toxicity	-	0.9701	97.01%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9086	90.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.84%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.06%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.41%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.85%	90.00%

Plants that contains it

• Clerodendrum formicarum

Cross-Links

• PubChem: 162921559
• LOTUS: LTS0175185
• wikiData: Q105121004