Structure Database (LMSD)

Common Name
Momilactone A
Systematic Name
6β,18-epoxy-9β-pimara-7,15-diene-3,18-dione
Synonyms
  • 3-oxo-9beta-pimara-7,15-dien-19,6beta-olide
  • Momilacton A
LM ID
LMPR0104080002
Formula
C20H26O3
Exact Mass
Calculate m/z
314.188195
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Pimarane diterpenoids [PR010408]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Oryza sativa (#4530)
Magnoliopsida (#3398)
Momilactones, growth inhibitors from rice, oryza sativa L.,
Tetrahedron Letts, 1973

String Representations

InChiKey (Click to copy)
MPHXYQVSOFGNEN-JGHPTVLTSA-N
InChi (Click to copy)
InChI=1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3/t13-,14-,16-,18-,19-,20+/m1/s1
SMILES (Click to copy)
C1CC(=O)[C@@]2(C(=O)O[C@@]3([H])[C@]2([H])[C@@]1(C)[C@@]1([H])C(C[C@](C)(C=C)CC1)=C3)C

Other Databases

KEGG ID
C18015
CHEBI ID
49191
PubChem CID
162644

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 4
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 320.93
Topological Polar Surface Area 45.44
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 3
logP 4.12
Molar Refractivity 88.07

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Created at
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Updated at
25th Aug 2024