LIPID MAPS

Structure Database (LMSD)

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Common Name

Mantuoluoside C

Systematic Name

7α,22R-dihydroxy- ergost-5,24E-diene 3,27-O-β-D-glucopyranoside

Synonyms

(20S,22R,24E)-7alpha,22alpha-dihydroxyergost-5,24-diene-3,27-O-beta-D-glucopyranoside

LM ID

LMST01031287

Formula

C₄₀H₆₆O₁₄

Exact Mass

Calculate m/z

770.44526

Sum Composition

ST 28:2;O4;Hex(2)

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

UCMDMYVDPCGQAP-VJHBBKCSSA-N

InChi (Click to copy)

InChI=1S/C40H66O14/c1-18(19(2)17-51-37-35(49)33(47)31(45)28(15-41)53-37)12-26(43)20(3)23-6-7-24-30-25(9-11-40(23,24)5)39(4)10-8-22(13-21(39)14-27(30)44)52-38-36(50)34(48)32(46)29(16-42)54-38/h14,20,22-38,41-50H,6-13,15-17H2,1-5H3/b19-18+/t20-,22-,23+,24-,25-,26+,27+,28+,29+,30-,31+,32+,33-,34-,35+,36+,37+,38+,39-,40+/m0/s1

SMILES (Click to copy)

C1[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]5O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C=C2C[C@@H](O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)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

171116443

Calculated Physicochemical Properties

Heavy Atoms 54

Rings 6

Aromatic Rings

Rotatable Bonds 11

Van der Waals Molecular Volume 744.18

Topological Polar Surface Area 243.36

Hydrogen Bond Donors 10

Hydrogen Bond Acceptors 14

logP 4.84

Molar Refractivity 201.23

Admin

Created at

17th Nov 2022

Updated at