Sitophilate

Details

• Internal ID: c3cbed9f-a7ea-4ec5-b7c4-dea2df0f3a95
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: pentan-3-yl (2S,3R)-3-hydroxy-2-methylpentanoate
• SMILES (Canonical): CCC(CC)OC(=O)C(C)C(CC)O
• SMILES (Isomeric): CC[C@H]([C@H](C)C(=O)OC(CC)CC)O
• InChI: InChI=1S/C11H22O3/c1-5-9(6-2)14-11(13)8(4)10(12)7-3/h8-10,12H,5-7H2,1-4H3/t8-,10+/m0/s1
• InChI Key: JZOCRUBSQNZLIW-WCBMZHEXSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₂O₃
• Molecular Weight: 202.29 g/mol
• Exact Mass: 202.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 114607-20-4
• pentan-3-yl (2S,3R)-3-hydroxy-2-methylpentanoate
• (R-(R*,S*))-1-Ethylpropyl 3-hydroxy-2-methylpentanoate
• DTXSID00150796
• 1-ethylpropyl-(2s,3r)-3-hydroxy-2-methylpentanoate
• Pentanoic acid, 3-hydroxy-2-methyl-, 1-ethylpropyl ester, (R-(R*,S*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	0.8369	83.69%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9672	96.72%
P-glycoprotein inhibitior	-	0.9268	92.68%
P-glycoprotein substrate	-	0.9566	95.66%
CYP3A4 substrate	-	0.6606	66.06%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.9618	96.18%
CYP2C9 inhibition	-	0.9592	95.92%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.9290	92.90%
CYP2C8 inhibition	-	0.9659	96.59%
CYP inhibitory promiscuity	-	0.9506	95.06%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	+	0.5185	51.85%
Carcinogenicity (trinary)	Non-required	0.7160	71.60%
Eye corrosion	+	0.9138	91.38%
Eye irritation	-	0.5638	56.38%
Skin irritation	+	0.6167	61.67%
Skin corrosion	+	0.6107	61.07%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7767	77.67%
Micronuclear	-	0.9326	93.26%
Hepatotoxicity	+	0.5218	52.18%
skin sensitisation	-	0.6684	66.84%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5948	59.48%
Acute Oral Toxicity (c)	III	0.8690	86.90%
Estrogen receptor binding	-	0.7545	75.45%
Androgen receptor binding	-	0.7675	76.75%
Thyroid receptor binding	-	0.6393	63.93%
Glucocorticoid receptor binding	-	0.7459	74.59%
Aromatase binding	-	0.7971	79.71%
PPAR gamma	-	0.7146	71.46%
Honey bee toxicity	-	0.9306	93.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.6373	63.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.85%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.78%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.15%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.07%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3082696
• LOTUS: LTS0024710
• wikiData: Q83016999