Structure Database (LMSD)

Common Name
Applanoic 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
LM ID
LMPR0106050004
Formula
C30H38O8
Exact Mass
Calculate m/z
526.25667
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]
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)
WAEORZCURVJFGB-SHNFZANCSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

Other Databases

PubChem CID
171119306

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 527.32
Topological Polar Surface Area 142.88
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 4.35
Molar Refractivity 136.97

Admin

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