[(E)-3-[[(2R)-butan-2-yl]disulfanyl]prop-2-enyl] (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 84ecb103-be88-43a5-8ca2-be554efb77cd
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(E)-3-[[(2R)-butan-2-yl]disulfanyl]prop-2-enyl] (E)-2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CCC(C)SSC=CCOC(=O)C(=CC)CO
• SMILES (Isomeric): CC[C@@H](C)SS/C=C/COC(=O)/C(=C/C)/CO
• InChI: InChI=1S/C12H20O3S2/c1-4-10(3)17-16-8-6-7-15-12(14)11(5-2)9-13/h5-6,8,10,13H,4,7,9H2,1-3H3/b8-6+,11-5+/t10-/m1/s1
• InChI Key: CYUXEJLWTIKXHP-INKPCWPHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃S₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.08538684 g/mol
• Topological Polar Surface Area (TPSA): 97.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.6263	62.63%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5035	50.35%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4852	48.52%
P-glycoprotein inhibitior	-	0.9656	96.56%
P-glycoprotein substrate	-	0.8860	88.60%
CYP3A4 substrate	-	0.5459	54.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.7302	73.02%
CYP2C9 inhibition	-	0.7189	71.89%
CYP2C19 inhibition	-	0.7111	71.11%
CYP2D6 inhibition	-	0.8793	87.93%
CYP1A2 inhibition	-	0.7345	73.45%
CYP2C8 inhibition	-	0.9181	91.81%
CYP inhibitory promiscuity	-	0.7266	72.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5377	53.77%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	-	0.7863	78.63%
Eye irritation	+	0.7566	75.66%
Skin irritation	-	0.6135	61.35%
Skin corrosion	-	0.8803	88.03%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7317	73.17%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4695	46.95%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	-	0.6149	61.49%
Androgen receptor binding	-	0.8150	81.50%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	-	0.6766	67.66%
Aromatase binding	-	0.6445	64.45%
PPAR gamma	-	0.5302	53.02%
Honey bee toxicity	-	0.8455	84.55%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8055	80.55%
Fish aquatic toxicity	+	0.9908	99.08%

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	94.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.98%	96.95%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.31%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.29%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.42%	89.34%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.80%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	83.27%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.65%	94.73%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.47%	82.50%

Plants that contains it

• Ferula assa-foetida

Cross-Links

• PubChem: 163189659
• LOTUS: LTS0141263
• wikiData: Q104972565