(2S)-2-hydroxy-2-(5-methylsulfanylpentyl)butanedioic acid

Details

• Internal ID: 32917235-2697-439f-b359-26f2a80bb4c6
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (2S)-2-hydroxy-2-(5-methylsulfanylpentyl)butanedioic acid
• SMILES (Canonical): CSCCCCCC(CC(=O)O)(C(=O)O)O
• SMILES (Isomeric): CSCCCCC[C@](CC(=O)O)(C(=O)O)O
• InChI: InChI=1S/C10H18O5S/c1-16-6-4-2-3-5-10(15,9(13)14)7-8(11)12/h15H,2-7H2,1H3,(H,11,12)(H,13,14)/t10-/m0/s1
• InChI Key: OKIIWFXZWJTTLY-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₅S
• Molecular Weight: 250.31 g/mol
• Exact Mass: 250.08749484 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 9

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	-	0.5450	54.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7929	79.29%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9607	96.07%
P-glycoprotein inhibitior	-	0.9691	96.91%
P-glycoprotein substrate	-	0.8904	89.04%
CYP3A4 substrate	-	0.6043	60.43%
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	-	0.9353	93.53%
CYP inhibitory promiscuity	-	0.9949	99.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8320	83.20%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9497	94.97%
Eye irritation	+	0.7747	77.47%
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	-	0.5068	50.68%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5299	52.99%
skin sensitisation	-	0.7962	79.62%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.7273	72.73%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.7255	72.55%
Estrogen receptor binding	-	0.7925	79.25%
Androgen receptor binding	-	0.7262	72.62%
Thyroid receptor binding	-	0.5172	51.72%
Glucocorticoid receptor binding	-	0.6432	64.32%
Aromatase binding	-	0.7458	74.58%
PPAR gamma	+	0.7306	73.06%
Honey bee toxicity	-	0.9598	95.98%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5757	57.57%
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	97.29%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.36%	87.16%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163067405
• LOTUS: LTS0266412
• wikiData: Q105193566