Structure Database (LMSD)

Common Name
Dracocephalumoid A
Systematic Name
(3R,5R,10S,16S)-12,16-epoxy-3,11,14-trihydroxy-17(15-16),18(4-3)-diabeo-abieta-4(19),8,11,13-tetraen-7-one
Synonyms
LM ID
LMPR0104050021
Formula
C20H24O5
Exact Mass
Calculate m/z
344.162375
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]
Abietane diterpenoids [PR010405]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dracocephalum moldavica (#39296)
Magnoliopsida (#3398)
Abietane diterpenoids from Dracocephalum moldavica L. and their anti-inflammatory activities in vitro,
Phytochemistry, 2021
Pubmed ID: 33550196

String Representations

InChiKey (Click to copy)
LHBNSQXRORKARD-AZSZCMADSA-N
InChi (Click to copy)
InChI=1S/C20H24O5/c1-9-7-11-16(22)14-13(21)8-12-10(2)20(4,24)6-5-19(12,3)15(14)17(23)18(11)25-9/h9,12,22-24H,2,5-8H2,1,3-4H3/t9-,12-,19-,20+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC(=O)C3=C2C(O)=C2O[C@@H](C)CC2=C3O)C(=C)[C@](C)(O)C1

Other Databases

PubChem CID
171120110

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings 1
Rotatable Bonds 0
Van der Waals Molecular Volume 324.97
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.56
Molar Refractivity 93.38

Admin

Created at
9th Feb 2021
Updated at
9th Feb 2021