[(2S)-2-methylbutyl] (3S)-3-hydroxy-2-methylidenebutanoate

Details

• Internal ID: 8589d8a3-c398-4a82-80fc-05f3e7d860b7
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(2S)-2-methylbutyl] (3S)-3-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): CCC(C)COC(=O)C(=C)C(C)O
• SMILES (Isomeric): CC[C@H](C)COC(=O)C(=C)[C@H](C)O
• InChI: InChI=1S/C10H18O3/c1-5-7(2)6-13-10(12)8(3)9(4)11/h7,9,11H,3,5-6H2,1-2,4H3/t7-,9-/m0/s1
• InChI Key: BAAJXLRVWJHRQH-CBAPKCEASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.8349	83.49%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6847	68.47%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9039	90.39%
P-glycoprotein inhibitior	-	0.9424	94.24%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.6326	63.26%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.8126	81.26%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.7800	78.00%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.7794	77.94%
CYP2C8 inhibition	-	0.9737	97.37%
CYP inhibitory promiscuity	-	0.7561	75.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.5151	51.51%
Carcinogenicity (trinary)	Non-required	0.6233	62.33%
Eye corrosion	-	0.6088	60.88%
Eye irritation	+	0.6889	68.89%
Skin irritation	+	0.7117	71.17%
Skin corrosion	-	0.8928	89.28%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6981	69.81%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	+	0.5834	58.34%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5892	58.92%
Acute Oral Toxicity (c)	III	0.5441	54.41%
Estrogen receptor binding	-	0.5508	55.08%
Androgen receptor binding	-	0.8878	88.78%
Thyroid receptor binding	-	0.6203	62.03%
Glucocorticoid receptor binding	-	0.7077	70.77%
Aromatase binding	-	0.7307	73.07%
PPAR gamma	-	0.7975	79.75%
Honey bee toxicity	-	0.8556	85.56%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9674	96.74%

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	96.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.08%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.79%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.56%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.01%	97.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.40%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.23%	96.47%
CHEMBL255	P29275	Adenosine A2b receptor	80.23%	98.59%

Plants that contains it

• Chamaemelum nobile

Cross-Links

• PubChem: 163002337
• LOTUS: LTS0036198
• wikiData: Q104922039