Methyl demethoxywutaiensate

Details

• Internal ID: e9600962-32ad-42df-a690-adda94f524f0
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: methyl (E)-3-[(2S)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate
• SMILES (Canonical): CC(C)(C1CC2=C(O1)C=CC(=C2)C=CC(=O)OC)O
• SMILES (Isomeric): CC(C)([C@@H]1CC2=C(O1)C=CC(=C2)/C=C/C(=O)OC)O
• InChI: InChI=1S/C15H18O4/c1-15(2,17)13-9-11-8-10(4-6-12(11)19-13)5-7-14(16)18-3/h4-8,13,17H,9H2,1-3H3/b7-5+/t13-/m0/s1
• InChI Key: NUDFRBZTZPJINC-IYNGYCSASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL510449

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7908	79.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7297	72.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9030	90.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6474	64.74%
P-glycoprotein inhibitior	-	0.9488	94.88%
P-glycoprotein substrate	-	0.8816	88.16%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.6364	63.64%
CYP2C9 inhibition	-	0.7728	77.28%
CYP2C19 inhibition	-	0.7151	71.51%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	+	0.5096	50.96%
CYP2C8 inhibition	-	0.5681	56.81%
CYP inhibitory promiscuity	-	0.7405	74.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8519	85.19%
Carcinogenicity (trinary)	Non-required	0.4750	47.50%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.7127	71.27%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.6372	63.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8230	82.30%
Acute Oral Toxicity (c)	III	0.6135	61.35%
Estrogen receptor binding	+	0.8077	80.77%
Androgen receptor binding	+	0.5656	56.56%
Thyroid receptor binding	-	0.5951	59.51%
Glucocorticoid receptor binding	-	0.5720	57.20%
Aromatase binding	+	0.7568	75.68%
PPAR gamma	+	0.6244	62.44%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9476	94.76%

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	98.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.23%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.45%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.54%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.75%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.71%	85.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.49%	95.71%
CHEMBL2581	P07339	Cathepsin D	82.23%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.52%	97.09%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.01%	100.00%

Plants that contains it

• Zanthoxylum wutaiense

Cross-Links

• PubChem: 44568493
• LOTUS: LTS0086255
• wikiData: Q104401464