Structure Database (LMSD)

Common Name
Viridominic acid A
Systematic Name
6α,16β-diacetoxy-11-oxo-3α,7β-dihydroxyfusida-17(20)Z,24-diene-21-oic acid
Synonyms
LM ID
LMPR0106040006
Formula
C33H48O9
Exact Mass
Calculate m/z
588.329835
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
Epidermophyton floccosum (#34391)
Eurotiomycetes (#147545)
Structures of viridominic acids A and B, new chlorosis-inducing metabolites of a fungus,
Tetrahedron Letts, 1972

String Representations

InChiKey (Click to copy)
RYSOWAXDKQQGFZ-WDPSPDSKSA-N
InChi (Click to copy)
InChI=1S/C33H48O9/c1-16(2)10-9-11-20(30(39)40)25-21-14-23(37)28-31(6)13-12-22(36)17(3)26(31)27(42-19(5)35)29(38)33(28,8)32(21,7)15-24(25)41-18(4)34/h10,17,21-22,24,26-29,36,38H,9,11-15H2,1-8H3,(H,39,40)/b25-20-/t17-,21+,22-,24+,26-,27-,28+,29+,31+,32+,33-/m1/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)[C@@H](O)[C@H](OC(C)=O)[C@@]2([H])[C@H](C)[C@@H]1O

Other Databases

PubChem CID
137331934

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 593.29
Topological Polar Surface Area 147.43
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 9
logP 5.53
Molar Refractivity 155.93

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Created at
22nd Jul 2024
Updated at
22nd Jul 2024