Structure Database (LMSD)

Common Name
Quillaic acid
Systematic Name
3β,16α-dihydroxy-23-oxoolean-12-en-28-oic acid
Synonyms
LM ID
LMPR0106150037
Formula
C30H46O5
Exact Mass
Calculate m/z
486.334525
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Quillaja saponaria (#32244)
Magnoliopsida (#3398)
Chemical synthesis of quillaic acid, the aglycone of QS-21,
Org. Chem. Front., 2021

String Representations

InChiKey (Click to copy)
MQUFAARYGOUYEV-UAWZMHPWSA-N
InChi (Click to copy)
InChI=1S/C30H46O5/c1-25(2)13-14-30(24(34)35)19(15-25)18-7-8-21-26(3)11-10-22(32)27(4,17-31)20(26)9-12-28(21,5)29(18,6)16-23(30)33/h7,17,19-23,32-33H,8-16H2,1-6H3,(H,34,35)/t19-,20+,21+,22-,23+,26-,27-,28+,29+,30+/m0/s1
SMILES (Click to copy)
[C@]12([C@H](O)C[C@@]3(C)[C@]4(C)CC[C@@]5([H])[C@](C)(C=O)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]1([H])CC(C)(C)CC2)C(=O)O

Other Databases

KEGG ID
C08972
CHEBI ID
8710
PubChem CID
101810
Cayman ID
31512

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 501.79
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.96
Molar Refractivity 135.49

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Created at
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Updated at
27th Feb 2024