(2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxane-3,5-diol

Details

• Internal ID: 22f87cc5-103b-4916-82c8-d64b89da4025
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-4-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxane-3,5-diol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)OC8C(C(C(C(O8)CO)OC9C(C(C(O9)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@H](O9)CO)O)O)O)O)O
• InChI: InChI=1S/C47H76O17/c1-22-30(52)37(64-39-34(56)32(54)36(24(19-49)61-39)63-38-33(55)31(53)23(18-48)60-38)35(57)40(59-22)62-29-10-11-42(4)25(43(29,5)20-50)8-12-44(6)26(42)9-13-47-27-16-41(2,3)14-15-46(27,21-58-47)28(51)17-45(44,47)7/h9,13,22-40,48-57H,8,10-12,14-21H2,1-7H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31+,32-,33-,34-,35-,36-,37+,38+,39+,40+,42+,43+,44-,45+,46-,47+/m1/s1
• InChI Key: LUEUPNRBTRDIFC-KKDWJXBYSA-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): 0.24
• H-Bond Acceptor: 17
• 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	+	0.6441	64.41%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7155	71.55%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.5382	53.82%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.6976	69.76%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7605	76.05%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5939	59.39%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7976	79.76%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.7899	78.99%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	-	0.5501	55.01%
Glucocorticoid receptor binding	+	0.6767	67.67%
Aromatase binding	+	0.6598	65.98%
PPAR gamma	+	0.7840	78.40%
Honey bee toxicity	-	0.6455	64.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.07%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.80%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	94.34%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.73%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.21%	95.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.55%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.79%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.70%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	84.50%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.23%	96.38%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.07%	92.78%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.71%	97.86%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.65%	97.53%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.24%	98.99%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.37%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.20%	93.04%

Plants that contains it

• Scrophularia kakudensis

Cross-Links

• PubChem: 162851468
• LOTUS: LTS0066319
• wikiData: Q105157384