Structure Database (LMSD)

Common Name
3-epifusidic acid
Systematic Name
(-)-16β-acetoxy-3β,11α-dihydroxyfusida-17(20)Z,24-diene-21-oic acid
Synonyms
LM ID
LMPR0106040013
Formula
C31H48O6
Exact Mass
Calculate m/z
516.34509
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)
IECPWNUMDGFDKC-KOFOEMBMSA-N
InChi (Click to copy)
InChI=1S/C31H48O6/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/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36)/b26-20-/t18-,21-,22-,23-,24+,25-,27-,29-,30-,31-/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)/[C@@H](OC(C)=O)C[C@]4(C)[C@@]3(C)CC[C@@]2([H])[C@H](C)[C@H]1O

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 537.60
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.53
Molar Refractivity 144.09

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