Lehualide I

Details

• Internal ID: 7e60c073-e0eb-40b5-9222-f53719863aaa
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 3,4-dimethoxy-5-methyl-6-(10-methylsulfanyldecyl)pyran-2-one
• InChI: InChI=1S/C19H32O4S/c1-15-16(23-19(20)18(22-3)17(15)21-2)13-11-9-7-5-6-8-10-12-14-24-4/h5-14H2,1-4H3
• InChI Key: KEAOWFVPPJUFOW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₄S
• Molecular Weight: 356.50 g/mol
• Exact Mass: 356.20213067 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• CHEBI:68009
• CHEMBL1773933
• DTXSID901171015
• Q27136492
• 2H-Pyran-2-one, 3,4-dimethoxy-5-methyl-6-[10-(methylthio)decyl]-
• 3,4-dimethoxy-5-methyl-6-[10-(methylsulfanyl)decyl]-2H-pyran-2-one
• 1280217-98-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	+	0.6785	67.85%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.4666	46.66%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5494	54.94%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	-	0.9405	94.05%
CYP2C19 inhibition	-	0.5580	55.80%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.5615	56.15%
CYP2C8 inhibition	-	0.6851	68.51%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7217	72.17%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.5756	57.56%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9808	98.08%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.7976	79.76%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5030	50.30%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.5761	57.61%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	-	0.5376	53.76%
Androgen receptor binding	-	0.5973	59.73%
Thyroid receptor binding	+	0.5634	56.34%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.5501	55.01%
PPAR gamma	+	0.8325	83.25%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9564	95.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.49%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.80%	96.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.78%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 52952639
• LOTUS: LTS0001641
• wikiData: Q27136492