Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0106080005
Common NameHelvolic acid
Systematic Name(4α,6β,8α,9β,13α,14β,16β,17β)-6,16- bis(acetyloxy)-3,7-dioxo-29-
nordammara-1,17(20),24-trien-21-oic acid
Synonyms-
Exact Mass
568.3036 (neutral)    Calculate m/z:
FormulaC33H44O8
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Dammarane triterpenoids [PR010608]
PubChem CID3002143
CHEBI ID62460
CAYMAN ID21580
InChIKeyMDFZYGLOIJNNRM-OAJDADRGSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C33H44O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18
(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,14-15,18,22
,24-25,27-28H,9,11-13,16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,24+,25+,27-,28+,31-,
32+,33-/m1/s1
SMILESC1=CC(=O)[C@@H](C)[C@]2([H])[C@H](OC(C)=O)C(=O)[C@@]3(C)[C@]([H])([C@]21C)CC[C@@
]1([H])/C(=C(/C(O)=O)\CC/C=C(\C)/C)/[C@@H](OC(C)=O)C[C@@]13C
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms41Rings4Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
579.22Topological Polar
Surface Area
124.04Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
8
 logP5.97Molar
Refractivity
152.42