methyl 3-ethenyl-4-[2-(2-methylbut-2-enoyloxy)ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: db76a3c9-47b4-44e0-8cac-4f2323a77a87
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 3-ethenyl-4-[2-(2-methylbut-2-enoyloxy)ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OCCC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C
• SMILES (Isomeric): CC=C(C)C(=O)OCCC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C
• InChI: InChI=1S/C22H32O11/c1-5-11(3)19(27)30-8-7-13-12(6-2)21(31-10-14(13)20(28)29-4)33-22-18(26)17(25)16(24)15(9-23)32-22/h5-6,10,12-13,15-18,21-26H,2,7-9H2,1,3-4H3
• InChI Key: KZUCANFYZTXXTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₁
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.19446183 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.47
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8811	88.11%
Caco-2	-	0.8119	81.19%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7660	76.60%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6205	62.05%
P-glycoprotein inhibitior	-	0.6292	62.92%
P-glycoprotein substrate	-	0.6319	63.19%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	0.8061	80.61%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.8445	84.45%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.8404	84.04%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.5561	55.61%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6869	68.69%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.7716	77.16%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	+	0.5422	54.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.3667	36.67%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7290	72.90%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.6781	67.81%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.5587	55.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6184	61.84%
PPAR gamma	+	0.5676	56.76%
Honey bee toxicity	-	0.7141	71.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.4654	46.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.59%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	92.01%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.66%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.12%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.14%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.05%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.71%	94.33%

Plants that contains it

• Viburnum plicatum

Cross-Links

• PubChem: 162842470
• LOTUS: LTS0274688
• wikiData: Q105148437