(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(2R,4S,5R,8R,9R,10S,13S,14R,17R,18R,19S,20R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 8b64d96b-20e9-4510-915f-c4b623ec884a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-2-[[(2R,4S,5R,8R,9R,10S,13S,14R,17R,18R,19S,20R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC23COC4(C2C1C)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)C)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)C
• SMILES (Isomeric): C[C@@H]1CCC23CO[C@@]4([C@@H]2[C@H]1C)C=C[C@@H]5[C@]6(CC[C@@H]([C@@]([C@@H]6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)C
• InChI: InChI=1S/C47H76O17/c1-21-8-14-46-20-59-47(38(46)22(21)2)15-10-27-42(4)12-11-29(43(5,19-49)26(42)9-13-44(27,6)45(47,7)16-28(46)51)62-40-36(33(55)30(52)23(3)60-40)64-41-37(34(56)32(54)25(17-48)61-41)63-39-35(57)31(53)24(50)18-58-39/h10,15,21-41,48-57H,8-9,11-14,16-20H2,1-7H3/t21-,22+,23-,24-,25-,26-,27-,28-,29+,30+,31+,32-,33+,34+,35-,36-,37-,38-,39+,40+,41+,42+,43+,44-,45+,46?,47-/m1/s1
• InChI Key: GIGMOKRQIQCYNY-KSEJTKIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5788	57.88%
Caco-2	-	0.8916	89.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6011	60.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6314	63.14%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.6236	62.36%
CYP3A4 substrate	+	0.7428	74.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.8767	87.67%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.7295	72.95%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6247	62.47%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7897	78.97%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6706	67.06%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8367	83.67%
Acute Oral Toxicity (c)	I	0.7917	79.17%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.7566	75.66%
Thyroid receptor binding	-	0.5641	56.41%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.6452	64.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8868	88.68%

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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.85%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.49%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	94.77%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	92.06%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.12%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.86%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.54%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.72%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.49%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.20%	94.75%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.97%	82.69%
CHEMBL325	Q13547	Histone deacetylase 1	84.19%	95.92%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.31%	92.78%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.01%	91.24%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.98%	97.47%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.85%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.53%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.44%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.22%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.67%	86.92%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.42%	97.86%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 163191897
• LOTUS: LTS0044989
• wikiData: Q105008964