Structure Database (LMSD)

Common Name
Dracocephalumoid B
Systematic Name
(10S,16S)-12,16-epoxy-11,14,19-trihydroxy-17(15-16),18(4-3)-diabeo-abieta-3,5,8,11,13-pentaen-7-one
Synonyms
LM ID
LMPR0104050022
Formula
C20H22O5
Exact Mass
Calculate m/z
342.146725
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)
IARNMDNESJEEGE-FVINQWEUSA-N
InChi (Click to copy)
InChI=1S/C20H22O5/c1-9-4-5-20(3)13(12(9)8-21)7-14(22)15-16(20)18(24)19-11(17(15)23)6-10(2)25-19/h7,10,21,23-24H,4-6,8H2,1-3H3/t10-,20-/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)C(=CC(=O)C3=C2C(O)=C2O[C@@H](C)CC2=C3O)C(CO)=C(C)C1

Other Databases

PubChem CID
171120111

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 322.33
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.48
Molar Refractivity 93.35

Admin

Created at
9th Feb 2021
Updated at
20th Oct 2021