(2S,3R,5S)-5-ethyl-2,5-dihydroxy-2,3-dimethylhexanedioic acid

Details

• Internal ID: e7afaf3f-5cea-4988-8611-9be090817965
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2S,3R,5S)-5-ethyl-2,5-dihydroxy-2,3-dimethylhexanedioic acid
• SMILES (Canonical): CCC(CC(C)C(C)(C(=O)O)O)(C(=O)O)O
• SMILES (Isomeric): CC[C@](C[C@@H](C)[C@@](C)(C(=O)O)O)(C(=O)O)O
• InChI: InChI=1S/C10H18O6/c1-4-10(16,8(13)14)5-6(2)9(3,15)7(11)12/h6,15-16H,4-5H2,1-3H3,(H,11,12)(H,13,14)/t6-,9+,10+/m1/s1
• InChI Key: KJYKPZNDMGKHLK-UASFKTIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₆
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.11033829 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8894	88.94%
Caco-2	-	0.5613	56.13%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9120	91.20%
P-glycoprotein inhibitior	-	0.9830	98.30%
P-glycoprotein substrate	-	0.9255	92.55%
CYP3A4 substrate	-	0.6679	66.79%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.7692	76.92%
CYP2C9 inhibition	-	0.8883	88.83%
CYP2C19 inhibition	-	0.9039	90.39%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8160	81.60%
CYP2C8 inhibition	-	0.9832	98.32%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7419	74.19%
Eye corrosion	-	0.7935	79.35%
Eye irritation	-	0.7889	78.89%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.8170	81.70%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7327	73.27%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5377	53.77%
skin sensitisation	-	0.5648	56.48%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7525	75.25%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7318	73.18%
Acute Oral Toxicity (c)	III	0.7828	78.28%
Estrogen receptor binding	-	0.7127	71.27%
Androgen receptor binding	-	0.8527	85.27%
Thyroid receptor binding	-	0.5511	55.11%
Glucocorticoid receptor binding	-	0.6320	63.20%
Aromatase binding	-	0.7119	71.19%
PPAR gamma	-	0.8865	88.65%
Honey bee toxicity	-	0.9472	94.72%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9360	93.60%
Fish aquatic toxicity	+	0.7904	79.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.89%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.92%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.30%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.72%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.68%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.86%	96.47%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	80.75%	98.33%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Senecio ruwenzoriensis

Cross-Links

• PubChem: 90472405
• LOTUS: LTS0004260
• wikiData: Q105142050