Structure Database (LMSD)

Common Name
7,8-dehydropseudofusidic acid
Systematic Name
(-)-16β-acetoxy-3α,12α-dihydroxyfusida-7,17(20),24-triene-21-oic acid
Synonyms
LM ID
LMPR0106040017
Formula
C30H44O6
Exact Mass
Calculate m/z
500.31379
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)
MJCQVEFLZCUFGO-FALQYRDKSA-N
InChi (Click to copy)
InChI=1S/C30H44O6/c1-16(2)8-7-9-19(28(34)35)26-22-14-24(33)27-21(30(22,6)15-25(26)36-18(4)31)11-10-20-17(3)23(32)12-13-29(20,27)5/h8,11,17,20,22-25,27,32-33H,7,9-10,12-15H2,1-6H3,(H,34,35)/b26-19+/t17-,20-,22-,23+,24+,25-,27+,29-,30+/m0/s1
SMILES (Click to copy)
C1C[C@@]2([C@@]3([H])[C@H](O)C[C@@]4([H])/C(=C(\C(=O)O)/CC/C=C(\C)/C)/[C@@H](OC(C)=O)C[C@]4(C)C3=CC[C@@]2([H])[C@H](C)[C@@H]1O)C

Other Databases

PubChem CID
101277286

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 517.66
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.06
Molar Refractivity 139.45

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