3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18S)-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-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 3934c920-e385-4c60-9f4b-39336bd62a64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-2-[[(1S,2R,4S,5R,8R,9R,10S,13S,14R,17S,18S)-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-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• 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)COC(=O)CC(=O)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)COC(=O)CC(=O)O)O)O)O)O
• InChI: InChI=1S/C45H70O16/c1-22-31(51)36(61-37-34(54)33(53)32(52)23(59-37)19-56-30(50)16-29(48)49)35(55)38(58-22)60-28-10-11-40(4)24(41(28,5)20-46)8-12-42(6)25(40)9-13-45-26-17-39(2,3)14-15-44(26,21-57-45)27(47)18-43(42,45)7/h9,13,22-28,31-38,46-47,51-55H,8,10-12,14-21H2,1-7H3,(H,48,49)/t22-,23-,24-,25-,26+,27-,28+,31+,32-,33+,34-,35-,36+,37+,38+,40+,41+,42-,43+,44-,45+/m1/s1
• InChI Key: ZFGHOZUWNKDBHB-RQJOTCOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₆
• Molecular Weight: 867.00 g/mol
• Exact Mass: 866.46638614 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6885	68.85%
Caco-2	-	0.8793	87.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8506	85.06%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	+	0.6203	62.03%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	+	0.7350	73.50%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6200	62.00%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3865	38.65%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5762	57.62%
skin sensitisation	-	0.9193	91.93%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8139	81.39%
Acute Oral Toxicity (c)	I	0.5865	58.65%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	-	0.5306	53.06%
Glucocorticoid receptor binding	+	0.7392	73.92%
Aromatase binding	+	0.6397	63.97%
PPAR gamma	+	0.7765	77.65%
Honey bee toxicity	-	0.6974	69.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9580	95.80%

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	97.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.09%	96.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.56%	97.36%
CHEMBL1914	P06276	Butyrylcholinesterase	93.20%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.51%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.42%	97.53%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.19%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL5028	O14672	ADAM10	87.39%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.77%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.55%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	85.92%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.59%	93.04%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.33%	81.11%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.25%	97.86%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.20%	92.78%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.18%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	82.80%	90.17%
CHEMBL220	P22303	Acetylcholinesterase	82.64%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.60%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.18%	91.07%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.16%	97.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.85%	99.23%

Plants that contains it

• Bupleurum falcatum

Cross-Links

• PubChem: 162982015
• LOTUS: LTS0090099
• wikiData: Q105374132