methyl 3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxybenzoate

Details

• Internal ID: cfd682ec-3e3c-4f04-b145-d60e666cc142
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
• IUPAC Name: methyl 3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxybenzoate
• SMILES (Canonical): CC(C)(C(CC1=C(C=CC(=C1)C(=O)OC)O)O)O
• SMILES (Isomeric): CC(C)([C@H](CC1=C(C=CC(=C1)C(=O)OC)O)O)O
• InChI: InChI=1S/C13H18O5/c1-13(2,17)11(15)7-9-6-8(12(16)18-3)4-5-10(9)14/h4-6,11,14-15,17H,7H2,1-3H3/t11-/m0/s1
• InChI Key: ABFHVQPVDSMGNR-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.5764	57.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8852	88.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9200	92.00%
P-glycoprotein inhibitior	-	0.9670	96.70%
P-glycoprotein substrate	-	0.8891	88.91%
CYP3A4 substrate	-	0.5830	58.30%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.9294	92.94%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9361	93.61%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8758	87.58%
CYP2C8 inhibition	+	0.4786	47.86%
CYP inhibitory promiscuity	-	0.9720	97.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.7260	72.60%
Skin irritation	-	0.5995	59.95%
Skin corrosion	-	0.8901	89.01%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5518	55.18%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	-	0.5994	59.94%
skin sensitisation	-	0.6793	67.93%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4502	45.02%
Acute Oral Toxicity (c)	III	0.7396	73.96%
Estrogen receptor binding	+	0.6845	68.45%
Androgen receptor binding	-	0.6205	62.05%
Thyroid receptor binding	-	0.5455	54.55%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5262	52.62%
PPAR gamma	-	0.5736	57.36%
Honey bee toxicity	-	0.9031	90.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9373	93.73%

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	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.66%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.99%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.91%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.71%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.50%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.27%	96.95%

Plants that contains it

• Pandanus tectorius
• Piper hostmannianum

Cross-Links

• PubChem: 163006673
• LOTUS: LTS0253985
• wikiData: Q104908587