Structure Database (LMSD)

Common Name
16-deacetoxy-7beta-hydroxy-fusidic acid
Systematic Name
3α,7β,11α-trihydroxyfusida-17(20)Z,24-diene-21-oic acid
Synonyms
LM ID
LMPR0106040003
Formula
C29H46O5
Exact Mass
Calculate m/z
474.334525
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
Trichothecium crotocinigenum (#261922)
Sordariomycetes (#147550)
An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum.,
Phytochemistry, 2006
Pubmed ID: 16930645

String Representations

InChiKey (Click to copy)
VYHHOMDLVBXTJZ-QUMOXZQVSA-N
InChi (Click to copy)
InChI=1S/C29H46O5/c1-16(2)8-7-9-19(26(33)34)18-10-13-28(5)21(18)14-23(31)25-27(4)12-11-22(30)17(3)20(27)15-24(32)29(25,28)6/h8,17,20-25,30-32H,7,9-15H2,1-6H3,(H,33,34)/b19-18+/t17-,20-,21-,22+,23+,24-,25-,27-,28-,29-/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@]3([H])[C@H](O)C[C@@]4([H])/C(=C(\CC/C=C(\C)/C)/C(=O)O)/CC[C@]4(C)[C@@]3(C)[C@@H](O)C[C@@]2([H])[C@H](C)[C@@H]1O

Other Databases

PubChem CID
16091946

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 496.85
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 5.95
Molar Refractivity 134.54

Admin

Created at
22nd Jul 2024
Updated at
23rd Jul 2024