Oleoside dimethyl ester

Details

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	3ca611a7-ef65-422b-9a57-2518cf996c50
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name	methyl (4S,5Z,6S)-5-ethylidene-4-(2-methoxy-2-oxoethyl)-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)OC
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)OC
InChI	InChI=1S/C18H26O11/c1-4-8-9(5-12(20)25-2)10(16(24)26-3)7-27-17(8)29-18-15(23)14(22)13(21)11(6-19)28-18/h4,7,9,11,13-15,17-19,21-23H,5-6H2,1-3H3/b8-4-/t9-,11+,13+,14-,15+,17-,18-/m0/s1
InChI Key	KYVUMEGNMQDSHO-ISEXSMSQSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₆O₁₁
Molecular Weight	418.40 g/mol
Exact Mass	418.14751164 g/mol
Topological Polar Surface Area (TPSA)	161.00 Å²
XlogP	-1.70
Atomic LogP (AlogP)	-1.66
H-Bond Acceptor	11
H-Bond Donor	4
Rotatable Bonds	6

Synonyms

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CHEMBL1087778

ACon1_001390

NCGC00180557-01

NCGC00180557-02

BRD-K52189678-001-01-2

NCGC00180557-02_C18H26O11_Methyl (2S,3Z,4S)-3-ethylidene-2-(beta-D-glucopyranosyloxy)-4-(2-methoxy-2-oxoethyl)-3,4-dihydro-2H-pyran-5-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	-	0.6886	68.86%
Caco-2	-	0.8387	83.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3199	31.99%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6765	67.65%
P-glycoprotein inhibitior	-	0.7356	73.56%
P-glycoprotein substrate	-	0.7182	71.82%
CYP3A4 substrate	+	0.6006	60.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.9016	90.16%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.9196	91.96%
CYP2C8 inhibition	+	0.4898	48.98%
CYP inhibitory promiscuity	-	0.8998	89.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6051	60.51%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7966	79.66%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4893	48.93%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.5814	58.14%
Androgen receptor binding	+	0.5209	52.09%
Thyroid receptor binding	-	0.6067	60.67%
Glucocorticoid receptor binding	+	0.5763	57.63%
Aromatase binding	-	0.5602	56.02%
PPAR gamma	-	0.4882	48.82%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.6673	66.73%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.79%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.39%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.95%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.63%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.45%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.07%	95.83%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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