Structure Database (LMSD)

Common Name
Nannosterol A
Systematic Name
3β,15β,24R,25-tetrahydroxy-5-α-cholestan-7-one
Synonyms
LM ID
LMST01010527
Formula
C27H46O5
Exact Mass
Calculate m/z
450.334525
Sum Composition
ST 27:1;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Nannocystis sp. (#1962667)
Structure Elucidation and Biosynthesis of Nannosterols A and B, Myxobacterial Sterols from Nannocystis sp. MNa10993.,
J Nat Prod, 2023
Pubmed ID: 37011180

String Representations

InChiKey (Click to copy)
LESANLDVJHWDCZ-QWJGFKRLSA-N
InChi (Click to copy)
InChI=1S/C27H46O5/c1-15(6-7-22(31)25(2,3)32)19-14-21(30)24-23-18(9-11-27(19,24)5)26(4)10-8-17(28)12-16(26)13-20(23)29/h15-19,21-24,28,30-32H,6-14H2,1-5H3/t15-,16-,17+,18+,19-,21-,22-,23+,24+,26+,27-/m1/s1
SMILES (Click to copy)
[C@]12(C(=O)C[C@@]3([H])C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC[C@@H](O)C(O)(C)C)C[C@@H](O)[C@@]21[H])[H]

Other Databases

PubChem CID
171116429

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 467.53
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.85
Molar Refractivity 125.75

Admin

Created at
27th Apr 2023
Updated at
27th Apr 2023