methyl (4S,5Z,6R)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxo-ethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4H-pyran-3-carboxylate

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	9867de35-e305-4edc-a5aa-a677f6bb6141
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name	methyl (4S,5Z,6R)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
SMILES (Canonical)	CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
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)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
InChI	InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3-/t14-,18+,20+,21-,22+,24+,25-/m0/s1
InChI Key	RFWGABANNQMHMZ-AGKURNLASA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₅H₃₂O₁₃
Molecular Weight	540.50 g/mol
Exact Mass	540.18429107 g/mol
Topological Polar Surface Area (TPSA)	202.00 Å²
XlogP	-0.40
Atomic LogP (AlogP)	-0.63
H-Bond Acceptor	13
H-Bond Donor	6
Rotatable Bonds	9

Synonyms

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32619-42-4

A821341

2H-Pyran-4-acetic acid, 3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-, 2-(3,4-dihydroxyphenyl)ethyl ester, (2S-(2alpha,3E,4beta))-

methyl (4S,5Z,6R)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxo-ethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4H-pyran-3-carboxylate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6945	69.45%
Caco-2	-	0.8953	89.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8147	81.47%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.7472	74.72%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6581	65.81%
P-glycoprotein inhibitior	-	0.5319	53.19%
P-glycoprotein substrate	+	0.5091	50.91%
CYP3A4 substrate	+	0.6707	67.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.8260	82.60%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.7130	71.30%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.7231	72.31%
CYP2C8 inhibition	+	0.7839	78.39%
CYP inhibitory promiscuity	-	0.8709	87.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7317	73.17%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.8241	82.41%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6876	68.76%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8298	82.98%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7341	73.41%
Acute Oral Toxicity (c)	III	0.6219	62.19%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	-	0.5101	51.01%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	-	0.5195	51.95%
PPAR gamma	+	0.6853	68.53%
Honey bee toxicity	-	0.7106	71.06%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9239	92.39%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.54%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.02%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.54%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.05%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.87%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.14%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.12%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.83%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.37%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.07%	94.00%
CHEMBL3194	P02766	Transthyretin	80.20%	90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Fraxinus chinensis

Fraxinus chinensis subsp. chinensis