Structure Database (LMSD)

Common Name
Daturmeteside A
Systematic Name
24-methylene-ergosta-5-en-1α,3β,7α,22R,25R,26-hexol
Synonyms
LM ID
LMST01031150
Formula
C28H46O6
Exact Mass
Calculate m/z
478.32944
Sum Composition
ST 28:2;O6
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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Datura metel (#35625)
Magnoliopsida (#3398)
Daturmetesides A-E, five new ergostane-type C28 sterols from the leaves of Datura metel L.,
Steroids, 2020
Pubmed ID: 31982422

String Representations

InChiKey (Click to copy)
YKNITYKHRVWARB-BSAFZUPGSA-N
InChi (Click to copy)
InChI=1S/C28H46O6/c1-15(27(4,34)14-29)10-22(31)16(2)19-6-7-20-25-21(8-9-26(19,20)3)28(5)17(12-23(25)32)11-18(30)13-24(28)33/h12,16,18-25,29-34H,1,6-11,13-14H2,2-5H3/t16-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,28-/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)CC(=C)[C@](C)(O)CO)CC[C@@]4([H])[C@]3([H])[C@H](O)C=C2C[C@@H](O)C1

Other Databases

PubChem CID
171037426

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 490.98
Topological Polar Surface Area 121.38
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 6
logP 4.27
Molar Refractivity 133.67

Admin

Created at
3rd Jul 2020
Updated at
7th Jul 2020