methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(1S,5S,6E,7S,14R,15R,16R,17R)-6-ethylidene-14,17-dimethyl-3,11-dioxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8,12-trioxatricyclo[13.2.1.05,10]octadec-9-en-16-yl]methoxy]-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: 11a01e06-6062-4abc-957d-42f159e2c236
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (4S,5E,6S)-5-ethylidene-4-[2-[[(1S,5S,6E,7S,14R,15R,16R,17R)-6-ethylidene-14,17-dimethyl-3,11-dioxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8,12-trioxatricyclo[13.2.1.05,10]octadec-9-en-16-yl]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=C1C2CC(=O)OC3CC(C(COC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C)C(C3C)COC(=O)CC5C(=COC(C5=CC)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC
• SMILES (Isomeric): C/C=C/1\[C@@H]2CC(=O)O[C@H]3C[C@H]([C@H](COC(=O)C2=CO[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)[C@H]([C@H]3C)COC(=O)C[C@@H]\5C(=CO[C@H](/C5=C/C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C43H60O22/c1-6-19-22(25(38(54)56-5)15-59-40(19)64-42-36(52)34(50)32(48)28(11-44)62-42)9-30(46)57-14-24-18(4)27-8-21(24)17(3)13-58-39(55)26-16-60-41(20(7-2)23(26)10-31(47)61-27)65-43-37(53)35(51)33(49)29(12-45)63-43/h6-7,15-18,21-24,27-29,32-37,40-45,48-53H,8-14H2,1-5H3/b19-6+,20-7+/t17-,18+,21+,22-,23-,24-,27-,28+,29+,32+,33+,34-,35-,36+,37+,40-,41-,42-,43-/m0/s1
• InChI Key: QEHQBLYCUVJSGZ-QXLXDJHDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀O₂₂
• Molecular Weight: 928.90 g/mol
• Exact Mass: 928.35762354 g/mol
• Topological Polar Surface Area (TPSA): 322.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.90
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7074	70.74%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7639	76.39%
OATP2B1 inhibitior	-	0.7281	72.81%
OATP1B1 inhibitior	+	0.7490	74.90%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.7081	70.81%
CYP3A4 substrate	+	0.7171	71.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8879	88.79%
CYP3A4 inhibition	-	0.8445	84.45%
CYP2C9 inhibition	-	0.9220	92.20%
CYP2C19 inhibition	-	0.8992	89.92%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.8717	87.17%
CYP2C8 inhibition	+	0.7982	79.82%
CYP inhibitory promiscuity	-	0.9365	93.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6883	68.83%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6717	67.17%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5622	56.22%
Acute Oral Toxicity (c)	III	0.4985	49.85%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7076	70.76%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	+	0.7847	78.47%
Aromatase binding	+	0.5813	58.13%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9561	95.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.26%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	94.33%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.94%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.41%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.51%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	88.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.29%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	85.61%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.96%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	84.31%	98.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.11%	89.34%
CHEMBL5028	O14672	ADAM10	83.91%	97.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.55%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.32%	96.00%

Plants that contains it

• Jasminum nudiflorum

Cross-Links

• PubChem: 163028013
• LOTUS: LTS0252061
• wikiData: Q105219218