Structure Database (LMSD)

Common Name
Viridominic acid B
Systematic Name
6α,16β-diacetoxy-11-oxo-3α,7β,12α-trihydroxyfusida-17(20)Z,24-diene-21-oic acid
Synonyms
LM ID
LMPR0106040007
Formula
C33H48O10
Exact Mass
Calculate m/z
604.32475
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)
AFEQECZZRLKRBI-SOPPMZJISA-N
InChi (Click to copy)
InChI=1S/C33H48O10/c1-15(2)10-9-11-19(30(40)41)22-21(42-17(4)34)14-32(7)24(22)25(37)26(38)28-31(6)13-12-20(36)16(3)23(31)27(43-18(5)35)29(39)33(28,32)8/h10,16,20-21,23-25,27-29,36-37,39H,9,11-14H2,1-8H3,(H,40,41)/b22-19+/t16-,20-,21+,23-,24-,25-,27-,28+,29+,31+,32+,33-/m1/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@]3([H])C(=O)[C@H](O)[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
137331848

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 602.08
Topological Polar Surface Area 167.66
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 10
logP 4.79
Molar Refractivity 157.83

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