Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMPR0105060004
Common Name12-O-acetyl-16-O-deacetyl-16-epi-scalarobutenolide
Systematic Name(4S,5aS,5bR,7aS,11aS,11bR,13R,13aR,13bS)-4-hydroxy-5b,8,8,11a,13a-pentamethyl-
2-oxo-2,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-
octadecahydrochryseno[1,2-b]furan-13-yl acetate
Synonyms-
Exact Mass
444.2876 (neutral)    Calculate m/z:
FormulaC27H40O5
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC25 isoprenoids (sesterterpenes) [PR0105]
PubChem CID10765720
CHEBI ID65366
InChIKeyTUHLUXIESILORF-ZWRXBZFVSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C27H40O5/c1-15(28)31-21-14-19-25(4)10-7-9-24(2,3)18(25)8-11-26(19,5)20-
13-17(29)16-12-22(30)32-23(16)27(20,21)6/h12,17-21,23,29H,7-11,13-14H2,1-6H3/t17
-,18-,19+,20-,21+,23-,25-,26+,27+/m0/s1
SMILESC1C[C@@]2([C@@]3([H])C[C@@H](OC(C)=O)[C@@]4([C@@]5([H])OC(=O)C=C5[C@H](C[C@@]4([
H])[C@]3(C)CC[C@@]2([H])C(C)(C1)C)O)C)C
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms32Rings5Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
449.89Topological Polar
Surface Area
74.90Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP5.67Molar
Refractivity
121.95