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-ethylidene-4-[2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl]-4H-pyran-3-carboxylate

Details

• Internal ID: 9d65e4a5-f12e-4a94-9365-85c58c831316
• 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-ethylidene-4-[2-[4-(2-hydroxyethyl)phenoxy]-2-oxoethyl]-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)OC)CC(=O)OC4=CC=C(C=C4)CCO
• SMILES (Isomeric): C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C(=O)OC)CC(=O)OC4=CC=C(C=C4)CCO
• InChI: InChI=1S/C31H42O17/c1-3-16-17(10-21(35)44-15-6-4-14(5-7-15)8-9-32)18(28(41)42-2)13-43-29(16)48-31-26(40)27(23(37)20(12-34)46-31)47-30-25(39)24(38)22(36)19(11-33)45-30/h3-7,13,17,19-20,22-27,29-34,36-40H,8-12H2,1-2H3/b16-3+/t17-,19+,20+,22+,23+,24-,25+,26+,27-,29-,30-,31-/m0/s1
• InChI Key: CUXXJIBDJZAJME-ISTBFYRGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₇
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.24219987 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.87
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7389	73.89%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7392	73.92%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6940	69.40%
P-glycoprotein inhibitior	+	0.5772	57.72%
P-glycoprotein substrate	+	0.5754	57.54%
CYP3A4 substrate	+	0.6813	68.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8278	82.78%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.8773	87.73%
CYP2C8 inhibition	+	0.7499	74.99%
CYP inhibitory promiscuity	-	0.9016	90.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.7988	79.88%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7716	77.16%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6118	61.18%
Acute Oral Toxicity (c)	III	0.7048	70.48%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	+	0.6851	68.51%
Thyroid receptor binding	-	0.5329	53.29%
Glucocorticoid receptor binding	+	0.5617	56.17%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.6301	63.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4216	42.16%

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	97.52%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.47%	86.92%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.99%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.79%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.04%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.42%	96.00%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.56%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.00%	97.53%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.80%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.30%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.28%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.68%	95.50%
CHEMBL1801	P00747	Plasminogen	81.33%	92.44%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.68%	95.89%

Plants that contains it

• Fraxinus excelsior

Cross-Links

• PubChem: 46881060
• LOTUS: LTS0042128
• wikiData: Q104970570