lehualide C

Details

• Internal ID: 210af186-063c-4786-8fb8-75f82aaacea6
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: S-[(E)-12-(5,6-dimethoxy-3-methyl-4-oxopyran-2-yl)-10-methyldodec-10-enyl] ethanethioate
• SMILES (Canonical): CC1=C(OC(=C(C1=O)OC)OC)CC=C(C)CCCCCCCCCSC(=O)C
• SMILES (Isomeric): CC1=C(OC(=C(C1=O)OC)OC)C/C=C(\C)/CCCCCCCCCSC(=O)C
• InChI: InChI=1S/C23H36O5S/c1-17(13-11-9-7-6-8-10-12-16-29-19(3)24)14-15-20-18(2)21(25)22(26-4)23(27-5)28-20/h14H,6-13,15-16H2,1-5H3/b17-14+
• InChI Key: JETGOHMWHVGCPY-SAPNQHFASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₅S
• Molecular Weight: 424.60 g/mol
• Exact Mass: 424.22834542 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9655	96.55%
Caco-2	+	0.5864	58.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7941	79.41%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	-	0.7467	74.67%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7131	71.31%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	+	0.7843	78.43%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	+	0.6547	65.47%
CYP2C8 inhibition	-	0.6293	62.93%
CYP inhibitory promiscuity	-	0.6924	69.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7400	74.00%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8441	84.41%
Skin irritation	-	0.8173	81.73%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7633	76.33%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8145	81.45%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6059	60.59%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7291	72.91%
Acute Oral Toxicity (c)	III	0.5005	50.05%
Estrogen receptor binding	-	0.5257	52.57%
Androgen receptor binding	-	0.4907	49.07%
Thyroid receptor binding	-	0.5467	54.67%
Glucocorticoid receptor binding	+	0.6363	63.63%
Aromatase binding	-	0.5476	54.76%
PPAR gamma	+	0.5915	59.15%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5624	56.24%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.99%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL1829	O15379	Histone deacetylase 3	87.03%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.95%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.94%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.91%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.48%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.23%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.77%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11604251
• LOTUS: LTS0134029
• wikiData: Q105126390