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

Details

• Internal ID: 1caee3f6-4894-4088-a425-033ea89df5e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-(2,2-dimethoxyethyl)-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC(CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
• SMILES (Isomeric): COC(CC1C(C(OC=C1C(=O)OC)OC2C(C(C(C(O2)CO)O)O)O)C=C)OC
• InChI: InChI=1S/C19H30O11/c1-5-9-10(6-13(25-2)26-3)11(17(24)27-4)8-28-18(9)30-19-16(23)15(22)14(21)12(7-20)29-19/h5,8-10,12-16,18-23H,1,6-7H2,2-4H3
• InChI Key: HUVIXLWRQSMCLN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₁₁
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.17881177 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• B0005-458182

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6421	64.21%
Caco-2	-	0.8128	81.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7212	72.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7875	78.75%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9036	90.36%
P-glycoprotein inhibitior	-	0.7436	74.36%
P-glycoprotein substrate	-	0.7555	75.55%
CYP3A4 substrate	+	0.6091	60.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.8932	89.32%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.8634	86.34%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	-	0.6218	62.18%
CYP inhibitory promiscuity	-	0.8438	84.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7809	78.09%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.5022	50.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.6095	60.95%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5869	58.69%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	+	0.6014	60.14%
Androgen receptor binding	-	0.5171	51.71%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	-	0.5491	54.91%
Aromatase binding	+	0.5509	55.09%
PPAR gamma	+	0.6060	60.60%
Honey bee toxicity	-	0.7214	72.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.7288	72.88%

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	95.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.76%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.31%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.11%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.48%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.48%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.73%	86.33%

Plants that contains it

• Lonicera caerulea
• Lonicera japonica
• Sphenoclea zeylanica
• Strychnos spinosa

Cross-Links

• PubChem: 14192587
• LOTUS: LTS0218607
• wikiData: Q105034061