[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (3R,4aR,6aR,6aS,6bR,8aR,12aS,13R,14bS)-3-hydroxy-13-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: e4999edd-ed3f-47cf-9de4-68cf7fd914d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (3R,4aR,6aR,6aS,6bR,8aR,12aS,13R,14bS)-3-hydroxy-13-methoxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC6(C(=CC(C7C6(CCC8C7(CCC(=O)C8(C)C)C)C)OC)C4CC(C(C5)O)(C)C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=C[C@H]([C@H]7[C@]6(CC[C@@H]8[C@@]7(CCC(=O)C8(C)C)C)C)OC)[C@@H]4CC([C@@H](C5)O)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C49H78O19/c1-21-30(53)32(55)35(58)41(64-21)67-38-25(19-50)65-40(37(60)34(38)57)63-20-26-31(54)33(56)36(59)42(66-26)68-43(61)49-15-14-47(7)22(23(49)17-44(2,3)29(52)18-49)16-24(62-9)39-46(6)12-11-28(51)45(4,5)27(46)10-13-48(39,47)8/h16,21,23-27,29-42,50,52-60H,10-15,17-20H2,1-9H3/t21-,23-,24+,25+,26+,27-,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40+,41-,42-,46-,47+,48+,49+/m0/s1
• InChI Key: GEVMJQNYYOAEFN-CTABRVJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₉
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.51373025 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.03
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8195	81.95%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8853	88.53%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.5727	57.27%
CYP3A4 substrate	+	0.7305	73.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.7247	72.47%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9039	90.39%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7435	74.35%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7927	79.27%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9008	90.08%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7558	75.58%
Aromatase binding	+	0.6458	64.58%
PPAR gamma	+	0.8249	82.49%
Honey bee toxicity	-	0.6315	63.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9235	92.35%

Targets

Proven Targets:

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	99.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.03%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.24%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.53%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.15%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.03%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.96%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.04%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL1871	P10275	Androgen Receptor	83.62%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.74%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.79%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.27%	94.45%

Plants that contains it

• Tetrapanax papyrifer

Cross-Links

• PubChem: 163091433
• LOTUS: LTS0036467
• wikiData: Q105007357