methyl (4S,5E,6S)-6-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-(2-hydroxyethylidene)-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4H-pyran-3-carboxylate

Details

• Internal ID: 29a35948-9db9-4b02-8041-7d367b6c2e29
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-6-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-(2-hydroxyethylidene)-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-4H-pyran-3-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(C(=CCO)C1CC(=O)OCCC2=CC=C(C=C2)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H](/C(=C/CO)/[C@@H]1CC(=O)OCCC2=CC=C(C=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C31H42O18/c1-43-28(42)18-13-45-29(16(6-8-32)17(18)10-21(36)44-9-7-14-2-4-15(35)5-3-14)49-31-26(41)27(23(38)20(12-34)47-31)48-30-25(40)24(39)22(37)19(11-33)46-30/h2-6,13,17,19-20,22-27,29-35,37-41H,7-12H2,1H3/b16-6+/t17-,19+,20+,22+,23+,24-,25+,26+,27-,29-,30-,31-/m0/s1
• InChI Key: CMMWABVLUQFPHC-OROYPFSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₈
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.23711449 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -3.54
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7129	71.29%
Caco-2	-	0.8959	89.59%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8423	84.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7607	76.07%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8247	82.47%
P-glycoprotein inhibitior	+	0.6061	60.61%
P-glycoprotein substrate	+	0.5781	57.81%
CYP3A4 substrate	+	0.6928	69.28%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.9304	93.04%
CYP2C9 inhibition	-	0.8577	85.77%
CYP2C19 inhibition	-	0.7491	74.91%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.8160	81.60%
CYP2C8 inhibition	+	0.8178	81.78%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.8275	82.75%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3639	36.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.6226	62.26%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.6883	68.83%
Thyroid receptor binding	-	0.5517	55.17%
Glucocorticoid receptor binding	+	0.5701	57.01%
Aromatase binding	+	0.5257	52.57%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.6914	69.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8700	87.00%

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	98.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.12%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.80%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.66%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.17%	96.90%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.81%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.46%	96.00%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.99%	91.83%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.17%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.11%	94.00%

Plants that contains it

• Osmanthus heterophyllus

Cross-Links

• PubChem: 102031347
• LOTUS: LTS0052360
• wikiData: Q104964891