Lehualide H

Details

• Internal ID: 4ab2b0b2-1690-43b3-bc7a-99a6eae25784
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: S-[10-(4,5-dimethoxy-3-methyl-6-oxopyran-2-yl)decyl] ethanethioate
• SMILES (Canonical): CC1=C(OC(=O)C(=C1OC)OC)CCCCCCCCCCSC(=O)C
• SMILES (Isomeric): CC1=C(OC(=O)C(=C1OC)OC)CCCCCCCCCCSC(=O)C
• InChI: InChI=1S/C20H32O5S/c1-15-17(25-20(22)19(24-4)18(15)23-3)13-11-9-7-5-6-8-10-12-14-26-16(2)21/h5-14H2,1-4H3
• InChI Key: OSDVFVPBWCZVHJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅S
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.19704529 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• CHEBI:68008
• CHEMBL1773932
• DTXSID501132455
• Q27136491
• S-[10-(3,4-dimethoxy-5-methyl-2-oxo-2H-pyran-6-yl)decyl] ethanethioate
• Ethanethioic acid, S-[10-(3,4-dimethoxy-5-methyl-2-oxo-2H-pyran-6-yl)decyl] ester
• 1280217-97-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9344	93.44%
Caco-2	+	0.5789	57.89%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8708	87.08%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5531	55.31%
P-glycoprotein inhibitior	+	0.6452	64.52%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.8301	83.01%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	+	0.6167	61.67%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	+	0.5652	56.52%
CYP2C8 inhibition	-	0.6687	66.87%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7664	76.64%
Eye corrosion	-	0.9691	96.91%
Eye irritation	-	0.4784	47.84%
Skin irritation	-	0.8566	85.66%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7294	72.94%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5200	52.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7148	71.48%
Acute Oral Toxicity (c)	III	0.6303	63.03%
Estrogen receptor binding	-	0.4821	48.21%
Androgen receptor binding	-	0.5947	59.47%
Thyroid receptor binding	+	0.5207	52.07%
Glucocorticoid receptor binding	+	0.5652	56.52%
Aromatase binding	+	0.5351	53.51%
PPAR gamma	+	0.8160	81.60%
Honey bee toxicity	-	0.9373	93.73%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5262	52.62%
Fish aquatic toxicity	+	0.9729	97.29%

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	93.67%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.35%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.03%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.41%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.51%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.84%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.74%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 52952638
• LOTUS: LTS0168233
• wikiData: Q27136491