(2R)-2-hydroxy-2-(4-methylsulfanylbutyl)butanedioic acid

Details

• Internal ID: 7454a7aa-f48b-4509-b15c-465b37cdf869
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (2R)-2-hydroxy-2-(4-methylsulfanylbutyl)butanedioic acid
• SMILES (Canonical): CSCCCCC(CC(=O)O)(C(=O)O)O
• SMILES (Isomeric): CSCCCC[C@@](CC(=O)O)(C(=O)O)O
• InChI: InChI=1S/C9H16O5S/c1-15-5-3-2-4-9(14,8(12)13)6-7(10)11/h14H,2-6H2,1H3,(H,10,11)(H,12,13)/t9-/m1/s1
• InChI Key: MHYITDUVXNMMNZ-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₅S
• Molecular Weight: 236.29 g/mol
• Exact Mass: 236.07184478 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4652	46.52%
Caco-2	-	0.5937	59.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7929	79.29%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9624	96.24%
P-glycoprotein inhibitior	-	0.9813	98.13%
P-glycoprotein substrate	-	0.9012	90.12%
CYP3A4 substrate	-	0.6213	62.13%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.8775	87.75%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.7442	74.42%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.9949	99.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8320	83.20%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9497	94.97%
Eye irritation	+	0.6962	69.62%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5620	56.20%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5424	54.24%
skin sensitisation	-	0.7962	79.62%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.7273	72.73%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.7255	72.55%
Estrogen receptor binding	-	0.7299	72.99%
Androgen receptor binding	-	0.7453	74.53%
Thyroid receptor binding	-	0.6362	63.62%
Glucocorticoid receptor binding	-	0.6603	66.03%
Aromatase binding	-	0.7576	75.76%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9593	95.93%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6808	68.08%
Fish aquatic toxicity	+	0.7707	77.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.28%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.84%	99.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.19%	87.16%

Plants that contains it

• Arabidopsis thaliana
• Aspidistra elatior
• Reineckea carnea

Cross-Links

• PubChem: 163009739
• LOTUS: LTS0276218
• wikiData: Q105379767