(2R)-5-hydroxy-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]thiophen-3-one

Details

• Internal ID: 271a618a-ca3f-4ef9-b841-9ab9d6c086d6
• Taxonomy: Organic acids and derivatives > Vinylogous thioesters
• IUPAC Name: (2R)-5-hydroxy-2,4-dimethyl-2-[(1E)-2-methylbuta-1,3-dienyl]thiophen-3-one
• SMILES (Canonical): CC1=C(SC(C1=O)(C)C=C(C)C=C)O
• SMILES (Isomeric): CC1=C(S[C@](C1=O)(C)/C=C(\C)/C=C)O
• InChI: InChI=1S/C11H14O2S/c1-5-7(2)6-11(4)9(12)8(3)10(13)14-11/h5-6,13H,1H2,2-4H3/b7-6+/t11-/m1/s1
• InChI Key: HGCGJTZCWZFGBT-XUIVZRPNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂S
• Molecular Weight: 210.29 g/mol
• Exact Mass: 210.07145086 g/mol
• Topological Polar Surface Area (TPSA): 62.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5917	59.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8802	88.02%
P-glycoprotein inhibitior	-	0.9611	96.11%
P-glycoprotein substrate	-	0.9607	96.07%
CYP3A4 substrate	-	0.5180	51.80%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9131	91.31%
CYP inhibitory promiscuity	-	0.5659	56.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5242	52.42%
Eye corrosion	-	0.8621	86.21%
Eye irritation	+	0.9076	90.76%
Skin irritation	-	0.5754	57.54%
Skin corrosion	-	0.8787	87.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7488	74.88%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6599	65.99%
skin sensitisation	+	0.5663	56.63%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6751	67.51%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	-	0.8059	80.59%
Androgen receptor binding	-	0.7669	76.69%
Thyroid receptor binding	-	0.7367	73.67%
Glucocorticoid receptor binding	-	0.7696	76.96%
Aromatase binding	-	0.7281	72.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8023	80.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8976	89.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	85.29%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	82.99%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.70%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.84%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 445629
• LOTUS: LTS0172009
• wikiData: Q105109672