Structure Database (LMSD)

Common Name
Mantuoluoside B
Systematic Name
1α,3β,7α,22R,26-tetrahydroxy- ergost-5,24E-diene 27-O-β-D-glucopyranoside
Synonyms
  • (20S,22R,24E)-1alpha,3beta,7alpha,22alpha-tetrahydroxyergost-5,24-diene 27-O-beta-D-glucopyranoside
LM ID
LMST01031286
Formula
C34H56O10
Exact Mass
Calculate m/z
624.38735
Sum Composition
ST 28:2;O5;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]
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)
KFICIXASEPLTQQ-FUFDAYHNSA-N
InChi (Click to copy)
InChI=1S/C34H56O10/c1-16(17(2)15-43-32-31(42)30(41)29(40)26(14-35)44-32)10-24(37)18(3)21-6-7-22-28-23(8-9-33(21,22)4)34(5)19(12-25(28)38)11-20(36)13-27(34)39/h12,18,20-32,35-42H,6-11,13-15H2,1-5H3/b17-16+/t18-,20+,21+,22-,23-,24+,25+,26+,27-,28-,29+,30-,31+,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](O)C/C(/C)=C(\C)/CO[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)CC[C@@]4([H])[C@]3([H])[C@H](O)C=C2C[C@@H](O)C1

Other Databases

PubChem CID
171116442

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 617.58
Topological Polar Surface Area 182.37
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 10
logP 4.55
Molar Refractivity 167.45

Admin

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