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
Status
Active
Exact Mass
Calculate m/z
956.498085
Formula


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

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

Other Databases

PubChem CID

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