Structure Database (LMSD)

OH H OH HO O O O H OH OH O OH OH H H
Common Name
Mantuoluoside E
Systematic Name
1α,3β,7β-trihydroxy-witha-5,24-dienolide 27-O-β-D-glucopyranoside
Synonyms
  • (20S,22R)-1alpha,3beta,7beta-trihydroxy-witha-5,24-dienolide 27-O-beta-D-glucopyranoside
LM ID
LMST01160063
Formula
C34H52O11
Exact Mass
Calculate m/z
636.350965
Sum Composition
ST 28:4;O6;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]

String Representations

InChiKey (Click to copy)
KUHMHTJTHJFKGR-WSJIXESKSA-N
InChi (Click to copy)
InChI=1S/C34H52O11/c1-15-9-24(44-31(42)19(15)14-43-32-30(41)29(40)28(39)25(13-35)45-32)16(2)20-5-6-21-27-22(7-8-33(20,21)3)34(4)17(11-23(27)37)10-18(36)12-26(34)38/h11,16,18,20-30,32,35-41H,5-10,12-14H2,1-4H3/t16-,18+,20+,21-,22-,23-,24+,25+,26-,27-,28+,29-,30+,32+,33+,34-/m0/s1
SMILES (Click to copy)
[C@@H]1(O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@H](C)[C@@H]5OC(=O)C(CO[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)=C(C)C5)CC[C@@]4([H])[C@]3([H])[C@@H](O)C=C2C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Datura stramonium (#4076)
Magnoliopsida (#3398)
Mantuoluosides A-H, new steroids isolated from the leaves of Datura stramonium L.,
Fitoterapia, 2022
Pubmed ID: 36272704

Other Databases

PubChem CID
171116459

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 611.37
Topological Polar Surface Area 190.51
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 4.10
Molar Refractivity 165.65

Admin

Created at
17th Nov 2022
Updated at
17th Nov 2022