QS-21 - CAS# 141256-04-4

QS-21 is an immunostimulatory saponin, could be used as a potent vaccine adjuvant. QS-21 stimulates Th2 humoral and Th1 cell-mediated immune responses through action on antigen presenting cells (APCs) and T cells. QS-21 can activate the NLRP3 inflammasome with subsequent release of caspase-1 dependent cytokines, IL-1β and IL-18.

Product information

CAS Number: 141256-04-4

Molecular Weight: 1990.13

Formula: C92H148O46

Chemical Name: (2S, 3S, 4S, 5R, 6R)-6-[[(3S, 4S, 4aR, 6aR, 6bS, 8R, 8aR, 12aS, 14aR, 14bR)-8a-[(2S, 3R, 4S, 5R, 6R)-3-[(2S, 3R, 4S, 5R, 6S)-5-[(2S, 3R, 4S, 5R)-4-[(2S, 3R, 4R)-3, 4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3, 5-dihydroxyoxan-2-yl]oxy-3, 4-dihydroxy-6-methyloxan-2-yl]oxy-5-[(3S, 5S, 6S)-5-[(3S, 5S, 6S)-5-[(2R, 3R, 4R, 5S)-3, 4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyloctanoyl]oxy-3-hydroxy-6-methyloctanoyl]oxy-4-hydroxy-6-methyloxan-2-yl]oxycarbonyl-4-formyl-8-hydroxy-4, 6a, 6b, 11, 11, 14b-hexamethyl-1, 2, 3, 4a, 5, 6, 7, 8, 9, 10, 12, 12a, 14, 14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S, 3R, 4S, 5R, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S, 3R, 4S, 5R)-3, 4, 5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Smiles: CC1(C)C[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@@H]([C@@H](O)[C@H](O[C@@H]7OC[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)C(O)=O)[C@@](C)(C=O)[C@@H]5CC[C@@]4(C)[C@]3(C)C[C@@H](O)[C@]2(CC1)C(=O)O[C@@H]1O[C@H](C)[C@H](OC(=O)C[C@@H](O)C[C@H](OC(=O)C[C@@H](O)C[C@H](O[C@@H]2O[C@@H](CO)[C@H](O)[C@H]2O)[C@@H](C)CC)[C@@H](C)CC)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@H]2O)[C@@H](O)[C@H]1O

InChiKey: DRHZYJAUECRAJM-DWSYSWFDSA-N

InChi: InChI=1S/C92H148O46/c1-13-36(3)46(126-54(102)25-41(98)24-47(37(4)14-2)127-80-62(110)58(106)49(30-94)128-80)23-40(97)26-55(103)131-69-39(6)125-82(73(65(69)113)136-79-64(112)60(108)68(38(5)124-79)132-78-67(115)70(45(100)32-122-78)133-84-75(116)91(120,34-96)35-123-84)138-85(119)92-22-21-86(7,8)27-43(92)42-15-16-51-87(9)19-18-53(88(10,33-95)50(87)17-20-89(51,11)90(42,12)28-52(92)101)130-83-74(137-81-63(111)59(107)57(105)48(29-93)129-81)71(66(114)72(135-83)76(117)118)134-77-61(109)56(104)44(99)31-121-77/h15,33,36-41,43-53,56-75,77-84,93-94,96-101,104-116,120H,13-14,16-32,34-35H2,1-12H3,(H,117,118)/t36-,37-,38-,39+,40-,41-,43-,44+,45+,46-,47-,48+,49-,50+,51+,52+,53-,56-,57-,58-,59-,60-,61+,62+,63+,64+,65-,66-,67+,68-,69-,70-,71-,72-,73+,74+,75-,77-,78-,79-,80+,81-,82-,83+,84-,87-,88-,89+,90+,91+,92+/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vivo:

Studies in mouse APCs (DCs and macrophages) identifie QS-21 as an activator of the NLRP3 inflammasome, and cause subsequent release of caspase-1 dependent proinflammatory cytokines I1-1β/I1-18 that can promote Th 17 cell maturation or drive INF-γ-mediated Th1 responses, respectively.

Products are for research use only. Not for human use.