Structure database (LMSD)

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LM IDLMPR0106050003
Common NameApplanoic acid E
Systematic Name(17S,25S)-7β,8β-epoxy-3,12,15,20,23-pentaoxo-22(20-17)-abeo-lanosta-9(11)-en-
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-
InChIKeyMSVUCIKHUHRYGN-SJGZFKFASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C30H38O8/c1-15(24(36)37)10-17(32)13-29(16(2)31)14-22(35)28(7)27(29,6)21(34)11-19-26(5)9-8-20(33)25(3,4)18(26)12-23-30(19,28)38-23/h11,15,18,23H,8-10,12-14H2,1-7H3,(H,36,37)/t15-,18-,23-,26-,27-,28+,29+,30+/m0/s1
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SMILES
C1CC(=O)C(C)(C)[C@]2([H])C[C@@H]3O[C@@]43C([C@]21C)=CC(=O)[C@]1(C)[C@@](CC(=O)C[C@@H](C(O)=O)C)(C(=O)C)CC(=O)[C@]14C
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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 Atoms38Rings5Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
517.60Topological Polar
Surface Area
135.18Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
8
 logP4.25Molar
Refractivity
135.95