Natural Product (NP) Details

General Information of the NP (ID: NP8605)
Name
6-dehydrogingerdione
Synonyms
6-Dehydrogingerdione; Dehydro-6-gingerdione; CHEMBL555195; SCHEMBL14952275; CHEBI:81311; C17746; 1-(3-Methoxy-4-hydroxyphenyl)-3-hydroxy-1,3-decadiene-5-one; (1E,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)deca-1,3-dien-5-one
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Species Origin Zingiber officinale ...     Click to Show/Hide
Zingiber officinale
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Zingiberales
Family: Zingiberaceae
Genus: Zingiber
Species: Zingiber officinale
Disease Inflammation [ICD-11: N.A.] Investigative [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.94
 
MDCK Permeability
 -4.746
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 -0.074
 
PPB
 92.9%
 
BBB
 - -
 
Metabolism
CYP1A2 inhibitor
 +++
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 +++
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 +++
CYP2C9 substrate
 +++
CYP2D6 inhibitor
 - -
CYP2D6 substrate
 ++
CYP3A4 inhibitor
 ++
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 +++
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 +++
HLM Stability
 ++
 
Excretion
CLplasma
 7.749
 
T1/2
 0.705
Toxicity
DILI
 - - -
 
Rat Oral Acute Toxicity
 - -
 
FDAMDD
 - -
 
Respiratory
 ++
 
Human Hepatotoxicity
 -
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 -
 
Hematotoxicity
 - - -
 
Genotoxicity
 - - -
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C17H22O4
PubChem CID
22321203
Canonical SMILES
CCCCCC(=O)C=C(C=CC1=CC(=C(C=C1)O)OC)O
InChI
1S/C17H22O4/c1-3-4-5-6-14(18)12-15(19)9-7-13-8-10-16(20)17(11-13)21-2/h7-12,19-20H,3-6H2,1-2H3/b9-7+,15-12-
InChIKey
FZWNRFAUDBWSKY-QNQPVOBRSA-N
ChEBI ID
CHEBI:81311
Herb ID
HBIN012302
SymMap ID
SMIT01231
TCMSP ID
MOL006127
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          TNF-related apoptosis inducing ligand      Lung cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression TRAIL-R2  Molecule Info 
Pathway MAP
                    In-vitro Model Hep-G2 CVCL_0027 Hepatocellular carcinoma Homo sapiens
                    Experimental
                    Result(s)		 In addition to the mitochondrial- and Fas receptor-mediated apoptotic pathways involved, ROS-dependent and p53-regulated DR5 expression was also demonstrated to play a pivotal role in the synergistic enhancement of TRAIL-induced apoptosis instigated by 6-DG in Hep G2 cells.
References
Reference 1 6-Dehydrogingerdione restrains lipopolysaccharide-induced inflammatory responses in RAW 264.7 macrophages. J Agric Food Chem. 2014 Sep 17;62(37):9171-9.
Reference 2 6-dehydrogingerdione sensitizes human hepatoblastoma Hep G2 cells to TRAIL-induced apoptosis via reactive oxygen species-mediated increase of DR5. J Agric Food Chem. 2010 May 12;58(9):5604-11.
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