Structure Database (LMSD)

Common Name
Mantuoluoside F
Systematic Name
1α,7β,28-trihydroxy-witha-5,24-dienolide-3-O-β-D-glucopyranoside
Synonyms
  • (20S,22R)-1alpha,7beta,28-trihydroxy-witha-5,24-dienolide 3-O-beta-D-glucopyranoside
LM ID
LMST01160064
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

Classification

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

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

String Representations

InChiKey (Click to copy)
OWXPXPRZSAZNHT-NZEWTZRFSA-N
InChi (Click to copy)
InChI=1S/C34H52O11/c1-15-17(13-35)9-24(44-31(15)42)16(2)20-5-6-21-27-22(7-8-33(20,21)3)34(4)18(11-23(27)37)10-19(12-26(34)38)43-32-30(41)29(40)28(39)25(14-36)45-32/h11,16,19-30,32,35-41H,5-10,12-14H2,1-4H3/t16-,19+,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(C)=C(CO)C5)CC[C@@]4([H])[C@]3([H])[C@@H](O)C=C2C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C1

Other Databases

PubChem CID
171116460

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