Structure Database (LMSD)

Common Name
Dracocephalumoid D
Systematic Name
(3R,5R,10S,16S)-3,11,12,16-tetrahydroxy-17(15-16)-abeo-abieta-8,11,13-trien-7-one
Synonyms
LM ID
LMPR0104050024
Status
Active
Exact Mass
Calculate m/z
364.18859
Formula
C20H28O6
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Abietane diterpenoids [PR010405]

String Representations

InChiKey (Click to copy)
LZMBNFAKNKQBQT-NNGOFWHYSA-N
InChi (Click to copy)
InChI=1S/C20H28O6/c1-9(21)7-10-16(24)14-11(22)8-12-19(2,3)13(23)5-6-20(12,4)15(14)18(26)17(10)25/h9,12-13,21,23-26H,5-8H2,1-4H3/t9-,12+,13+,20+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC(=O)C3=C2C(O)=C(O)C(C[C@H](O)C)=C3O)C(C)(C)[C@@H](O)C1

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

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 3
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 348.76
Topological Polar Surface Area 118.22
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 2.94
Molar Refractivity 96.66

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