methyl (4S,5E,6S)-5-ethylidene-4-[2-[(E)-8-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,7-dimethyloct-6-enoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 4d8ea6a0-978a-44b2-aaeb-be0f0ad1b42b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-4-[2-[(E)-8-[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxy-3,7-dimethyloct-6-enoxy]-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)OCCC(C)CCC=C(C)COC(=O)CC3C(=COC(C3=CC)OC4C(C(C(C(O4)CO)O)O)O)C(=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)OCCC(C)CC/C=C(\C)/COC(=O)C[C@@H]\3C(=CO[C@H](/C3=C/C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C44H64O22/c1-7-23-25(27(39(55)57-5)19-61-41(23)65-43-37(53)35(51)33(49)29(16-45)63-43)14-31(47)59-13-12-21(3)10-9-11-22(4)18-60-32(48)15-26-24(8-2)42(62-20-28(26)40(56)58-6)66-44-38(54)36(52)34(50)30(17-46)64-44/h7-8,11,19-21,25-26,29-30,33-38,41-46,49-54H,9-10,12-18H2,1-6H3/b22-11+,23-7+,24-8+/t21?,25-,26-,29+,30+,33+,34+,35-,36-,37+,38+,41-,42-,43-,44-/m0/s1
• InChI Key: ABFBAKLDAYXWRV-NDVSHVLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₂₂
• Molecular Weight: 945.00 g/mol
• Exact Mass: 944.38892367 g/mol
• Topological Polar Surface Area (TPSA): 322.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7270	72.70%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8561	85.61%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.7629	76.29%
OATP1B3 inhibitior	+	0.8791	87.91%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9059	90.59%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.6273	62.73%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.8696	86.96%
CYP2C8 inhibition	+	0.5934	59.34%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7584	75.84%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7219	72.19%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7792	77.92%
skin sensitisation	-	0.9165	91.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.6173	61.73%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.7290	72.90%
Aromatase binding	+	0.6744	67.44%
PPAR gamma	+	0.7738	77.38%
Honey bee toxicity	-	0.7227	72.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9098	90.98%

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	97.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.20%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.02%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.68%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.20%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.04%	89.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.65%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.84%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.65%	86.92%

Plants that contains it

• Jasminum polyanthum

Cross-Links

• PubChem: 10557805
• LOTUS: LTS0187978
• wikiData: Q104908581