Structure Database (LMSD)

Common Name
Cincholic acid 3beta-O-beta-D-glucopyranosyl-(1-4)-beta-D-fucopyranosyl-28-O-beta-D-glucopyranosyl ester
Systematic Name
3β-[O-β-D-glucopyranosyl-(1-4)-β-D-fucopyranosyl]-28-[O-β-D-glucopyranosyloxy[-olean-12-en-27,28-dioic acid
Synonyms
LM ID
LMPR0106150043
Formula
C48H76O19
Exact Mass
Calculate m/z
956.498085
Status
Curated
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
Uncaria tomentosa (#128375)
Magnoliopsida (#3398)
New oleanan-type triterpene and cincholic acid glycosides from Peruvian "Uña de Gato" (Uncaria tomentosa).,
Chem Pharm Bull (Tokyo), 2004
Pubmed ID: 15467250

String Representations

InChiKey (Click to copy)
VYHYYPSTYRXLPO-BFHXCZLFSA-N
InChi (Click to copy)
InChI=1S/C48H76O19/c1-21-37(66-39-34(56)31(53)29(51)24(19-49)63-39)33(55)36(58)38(62-21)65-28-11-12-45(6)26(44(28,4)5)10-13-46(7)27(45)9-8-22-23-18-43(2,3)14-15-47(23,16-17-48(22,46)41(59)60)42(61)67-40-35(57)32(54)30(52)25(20-50)64-40/h8,21,23-40,49-58H,9-20H2,1-7H3,(H,59,60)/t21-,23+,24-,25-,26+,27-,28+,29-,30-,31+,32+,33-,34-,35-,36-,37+,38+,39+,40+,45+,46-,47+,48-/m1/s1
SMILES (Click to copy)
[C@@]12([C@]3(C(O)=O)CC[C@]4(C(=O)O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@@]([H])(CC(C)(C)CC4)C3=CC[C@]1([H])[C@]1(C)[C@]([H])(C(C)(C)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](C)O3)CC1)CC2)C

Other Databases

PubChem CID
11343614

Calculated Physicochemical Properties

Heavy Atoms 67
Rings 8
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 899.17
Topological Polar Surface Area 318.26
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 19
logP 5.38
Molar Refractivity 239.89

Admin

Created at
23rd Jul 2020
Updated at
1st Mar 2022