Structure Database (LMSD)

Common Name
Lehmanniaside
Systematic Name
2'-O-acetyl-3-β-O-D-xylopyranosyl-20,25-epoxy,9β,19-cyclo-lanostan-3β,6α,16β,24α-tetrol
Synonyms
  • 2'-O-acetyl-3-beta-O-D-xylopyranosyl-3beta,6alpha,16beta,24alpha-tetrahydroxy-20,25-epoxycycloartane
LM ID
LMST01100064
Formula
C37H60O10
Exact Mass
Calculate m/z
664.41865
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Astragalus lehmannianus (#119827)
Magnoliopsida (#3398)
Lehmanniaside, a new cycloartane triterpene glycoside from Astragalus lehmannianus.,
Nat Prod Res, 2023
Pubmed ID: 34448421

String Representations

InChiKey (Click to copy)
UISLMRGQDOHPNO-HQIOABIXSA-N
InChi (Click to copy)
InChI=1S/C37H60O10/c1-19(38)45-27-26(43)22(41)17-44-30(27)46-25-10-12-37-18-36(37)14-13-33(6)29(35(8)11-9-24(42)32(4,5)47-35)21(40)16-34(33,7)23(36)15-20(39)28(37)31(25,2)3/h20-30,39-43H,9-18H2,1-8H3/t20-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30-,33+,34-,35+,36-,37+/m0/s1
SMILES (Click to copy)
C1C[C@@]23C[C@]42CC[C@H](O[C@H]2[C@H](OC(C)=O)[C@@H](O)[C@H](O)CO2)C(C)(C)[C@]4([H])[C@@H](O)C[C@@]3([H])[C@]2(C)C[C@H](O)[C@]([H])([C@]3(C)OC(C)(C)[C@@H](O)CC3)[C@@]12C

Other Databases

PubChem CID
171116457

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 7
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 647.40
Topological Polar Surface Area 159.28
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 6.62
Molar Refractivity 176.26

Admin

Created at
10th Jan 2023
Updated at
10th Jan 2023