LIPID MAPS

Structure Database (LMSD)

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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

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

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

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