Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0106050004
Common NameApplanoic acid F
Systematic Name(17S,25S)-7-hydroxy-3,12,15,20,23-pentaoxo-22(20-17)-abeo-lanosta-7,9(11)-dien-
26-oic acid
Synonyms-
Exact Mass
526.2567 (neutral)    Calculate m/z:
FormulaC30H38O8
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Lanostane triterpenoids [PR010605]
PubChem CID-
InChIKeyWAEORZCURVJFGB-SHNFZANCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C30H38O8/c1-15(25(37)38)10-17(32)13-30(16(2)31)14-23(36)28(6)24-18(11-22(35)29(28,30)7)27(5)9-8-21(34)26(3,4)20(27)12-19(24)33/h11,15,20,33H,8-10,12-14H2,1-7H3,(H,37,38)/t15-,20-,27+,28-,29-,30+/m0/s1
Click to highlight InChI
SMILES
C1CC(=O)C(C)(C)[C@]2([H])CC(O)=C3C([C@]21C)=CC(=O)[C@]1(C)[C@@](CC(=O)C[C@@H](C(O)=O)C)(C(=O)C)CC(=O)[C@]13C
Click to highlight SMILES
StatusActive
ReferencesLanostane-type triterpenoids from Ganoderma applanatum and their inhibitory activities on NO production in LPS-induced BV-2 cells
Phytochemistry 2020
DOI: 10.1016/j.phytochem.2020.112453
PMID: 32773084
Calculated physicochemical properties (?):
 Heavy Atoms38Rings4Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
527.32Topological Polar
Surface Area
142.88Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
8
 logP4.35Molar
Refractivity
136.97