Structure Database (LMSD)

Common Name
11-ketofusidic acid
Systematic Name
(-)-16β-acetoxy-11-oxo-3αhydroxy-fusida-17(20)Z,24-diene-21-oic acid
Synonyms
  • 11-Oxofusidic Acid
LM ID
LMPR0106040012
Formula
C31H46O6
Exact Mass
Calculate m/z
514.32944
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Prostostane and fusidane triterpenoids [PR010604]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ramularia coccinea (#475927)
Dothideomycetes (#147541)
Metabolites of fusidium coccineum,
Tetrahedron, 1979

String Representations

InChiKey (Click to copy)
RLYFYROONDDGHK-DMLPZSAWSA-N
InChi (Click to copy)
InChI=1S/C31H46O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,21-23,25,27,33H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23+,25-,27-,29-,30-,31-/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@]3([H])C(=O)C[C@@]4([H])/C(=C(\CC/C=C(\C)/C)/C(=O)O)/[C@@H](OC(C)=O)C[C@]4(C)[C@@]3(C)CC[C@@]2([H])[C@H](C)[C@@H]1O

Other Databases

PubChem CID
21155604

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 534.96
Topological Polar Surface Area 100.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 6.45
Molar Refractivity 142.58

Admin

Created at
23rd Jul 2024
Updated at
23rd Jul 2024