Structure Database (LMSD)

Common Name
Nannosterol B
Systematic Name
3β,15β,18,24R,25-pentahydroxy-5-α-cholestan-7-one
Synonyms
LM ID
LMST01010528
Formula
C27H46O6
Exact Mass
Calculate m/z
466.32944
Sum Composition
ST 27:1;O6
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)
FCMVNJHRHVLHOT-WEIUGWSLSA-N
InChi (Click to copy)
InChI=1S/C27H46O6/c1-15(5-6-22(32)25(2,3)33)19-13-21(31)24-23-18(8-10-27(19,24)14-28)26(4)9-7-17(29)11-16(26)12-20(23)30/h15-19,21-24,28-29,31-33H,5-14H2,1-4H3/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(CO)[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
171116430

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 476.32
Topological Polar Surface Area 118.22
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 4.11
Molar Refractivity 127.66

Admin

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