Structure Database (LMSD)

Common Name
Cincholic acid 3beta-O-beta-D-fucopyranosyl-28-O-beta-D-glucopyranosyl ester
Systematic Name
3β-[O-β-D-fucopyranosyl]-28-[O-β-D-glucopyranosyloxy[-olean-12-en-27,28-dioic acid
Synonyms
LM ID
LMPR0106150042
Formula
C42H66O14
Exact Mass
Calculate m/z
794.44526
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)
ZCBRYYRPNSHPER-ZPHZKFDTSA-N
InChi (Click to copy)
InChI=1S/C42H66O14/c1-20-27(44)29(46)31(48)33(53-20)55-26-11-12-39(6)24(38(26,4)5)10-13-40(7)25(39)9-8-21-22-18-37(2,3)14-15-41(22,16-17-42(21,40)35(50)51)36(52)56-34-32(49)30(47)28(45)23(19-43)54-34/h8,20,22-34,43-49H,9-19H2,1-7H3,(H,50,51)/t20-,22+,23-,24+,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,39+,40-,41+,42-/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](C)O3)CC1)CC2)C

Other Databases

PubChem CID
11479839

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 7
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 763.78
Topological Polar Surface Area 237.04
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 14
logP 5.84
Molar Refractivity 204.21

Admin

Created at
23rd Jul 2020
Updated at
28th Oct 2021