Structure Database (LMSD)

Common Name
Gyrophoric acid
Systematic Name
4-[4-(2,4-dihydroxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoic acid
Synonyms
LM ID
LMPK13080011
Formula
C24H20O10
Exact Mass
Calculate m/z
468.10565
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Depsides and depsidones [PK1308]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xanthoparmelia pokornyi (#164177)
Lecanoromycetes (#147547)
Lecanoric acid, a secondary lichen substance with antioxidant properties from Umbilicaria antarctica in maritime Antarctica (King George Island),
Polar Biol, 2009

String Representations

InChiKey (Click to copy)
ATQPZSQVWCPVGV-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C24H20O10/c1-10-4-13(25)7-16(26)20(10)23(31)34-15-6-12(3)21(18(28)9-15)24(32)33-14-5-11(2)19(22(29)30)17(27)8-14/h4-9,25-28H,1-3H3,(H,29,30)
SMILES (Click to copy)
C1(C(O)=CC(O)=CC=1C)C(=O)OC1C=C(C(C(=O)OC2C=C(C(C(=O)O)=C(C)C=2)O)=C(C)C=1)O

Other Databases

Wikipedia
Gyrophoric_acid
CHEBI ID
144159
PubChem CID
135728

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 3
Rotatable Bonds 7
Van der Waals Molecular Volume 410.20
Topological Polar Surface Area 170.82
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 10
logP 3.57
Molar Refractivity 117.07

Admin

Created at
4th Feb 2022
Updated at
4th Feb 2022