Structure Database (LMSD)

Common Name
Applanoic 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
LM ID
LMPR0106050003
Formula
C30H38O8
Exact Mass
Calculate m/z
526.25667
Status
Curated
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]
Lanostane triterpenoids [PR010605]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ganoderma applanatum (#29884)
Agaricomycetes (#155619)
Lanostane-type triterpenoids from Ganoderma applanatum and their inhibitory activities on NO production in LPS-induced BV-2 cells.,
Phytochemistry, 2020
Pubmed ID: 32773084

String Representations

InChiKey (Click to copy)
MSVUCIKHUHRYGN-SJGZFKFASA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

Other Databases

PubChem CID
171119305

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 5
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 517.60
Topological Polar Surface Area 135.18
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 8
logP 4.25
Molar Refractivity 135.95

Admin

Created at
26th Aug 2020
Updated at
26th Aug 2020