Structure Database (LMSD)

O OH OH OH OH OH OH O O O O O OH HO O HO HO HO O HO OH OH O H O OH OH HO H O O HO H O O OH O O O O O O O OH O OH O HO HO
Common Name
QS-21 Xylose isomer
Systematic Name
Synonyms
  • Stimulon
LM ID
LMPR0106150064
Formula
C92H148O46
Exact Mass
Calculate m/z
1988.92419
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Oleanane triterpenoids [PR010615]

String Representations

InChiKey (Click to copy)
ZGCXBEZHDLUWPW-VWCXZNQNSA-N
InChi (Click to copy)
InChI=1S/C92H148O46/c1-13-35(3)46(126-54(102)25-40(97)24-47(36(4)14-2)127-82-64(112)59(107)49(30-94)128-82)23-39(96)26-55(103)131-71-38(6)125-84(75(67(71)115)136-81-66(114)61(109)70(37(5)124-81)132-80-69(117)72(45(100)33-123-80)133-78-62(110)56(104)43(98)31-121-78)138-86(120)92-22-21-87(7,8)27-42(92)41-15-16-51-88(9)19-18-53(89(10,34-95)50(88)17-20-90(51,11)91(41,12)28-52(92)101)130-85-76(137-83-65(113)60(108)58(106)48(29-93)129-83)73(68(116)74(135-85)77(118)119)134-79-63(111)57(105)44(99)32-122-79/h15,34-40,42-53,56-76,78-85,93-94,96-101,104-117H,13-14,16-33H2,1-12H3,(H,118,119)/t35-,36-,37-,38+,39-,40-,42-,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+,76+,78-,79-,80-,81-,82+,83-,84-,85+,88-,89-,90+,91+,92+/m0/s1
SMILES (Click to copy)
CC[C@@H]([C@H](C[C@H](O)CC(O[C@H]([C@H](CC)C)C[C@H](O)CC(O[C@@H]1[C@H](O)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3OC[C@@H](O)[C@H](O[C@H]4[C@@H]([C@@H](O)[C@H](O)CO4)O)[C@H]3O)[C@@H](O)[C@H]2O)[C@H](OC(=O)[C@@]23[C@H](O)C[C@]4(C)C(=CC[C@@]5([H])[C@@]4(C)CC[C@]4([H])[C@]5(C)CC[C@H](O[C@@H]5O[C@H](C(O)=O)[C@@H](O)[C@H](O[C@H]6[C@H](O)[C@@H](O)[C@H](O)CO6)[C@H]5O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@]4(C=O)C)[C@]2([H])CC(C)(C)CC3)O[C@@H]1C)=O)=O)O[C@@H]1O[C@@H](CO)[C@H](O)[C@H]1O)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Quillaja saponaria (#32244)
Magnoliopsida (#3398)
Natural and synthetic saponin adjuvant QS-21 for vaccines against cancer.,
Expert Rev Vaccines, 2011
Pubmed ID: 21506644

Other Databases

PubChem CID
25058835

Calculated Physicochemical Properties

Heavy Atoms 138
Rings 13
Aromatic Rings
Rotatable Bonds 37
Van der Waals Molecular Volume 1827.98
Topological Polar Surface Area 733.34
Hydrogen Bond Donors 23
Hydrogen Bond Acceptors 46
logP 7.77
Molar Refractivity 481.92

Admin

Created at
26th Jan 2024
Updated at
26th Jan 2024