Natural Product (NP) Details

General Information of the NP (ID: NP7818)
Name
Morroniside
Synonyms
Morroniside; 25406-64-8; CHEBI:80852; (7Beta-Hydroxy)-Morroniside; methyl (1S,3R,4aS,8S,8aS)-3-hydroxy-1-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,4a,8,8a-hexahydropyrano[3,4-c]pyran-5-carboxylate; CHEMBL1209803; DTXSID60948257; HY-N0532; BDBM50279531; s5465; ZINC56874303; AKOS027250775; CCG-268714; AS-56291; CS-0009065; C17000; Q27151347; (1S)-1alpha-(beta-D-Glucopyranosyloxy)-6alpha-hydroxy-8beta-methyl-4aalpha,5,8,8aalpha-tetrahydro-1H,6H-pyrano[3,4-c]pyran-4-carboxylic acid methyl ester; Methyl 8-(hexopyranosyloxy)-3-hydroxy-1-methyl-4,4a,8,8a-tetrahydro-1H,3H-pyrano[3,4-c]pyran-5-carboxylate
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Species Origin Cornus officinalis ...     Click to Show/Hide
Cornus officinalis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Cornales
Family: Cornaceae
Genus: Cornus
Species: Cornus officinalis
Disease Myocardial infarction [ICD-11: BA41] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -5.814
 
MDCK Permeability
 -5.229
 
PAMPA
 +++
 
HIA
 +
 
Distribution
VDss
 -0.552
 
PPB
 38.7%
 
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
 1.662
 
T1/2
 2.975
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
C17H26O11
PubChem CID
11228693
Canonical SMILES
CC1C2C(CC(O1)O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC
InChI
1S/C17H26O11/c1-6-11-7(3-10(19)26-6)8(15(23)24-2)5-25-16(11)28-17-14(22)13(21)12(20)9(4-18)27-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9+,10+,11+,12+,13-,14+,16-,17-/m0/s1
InChIKey
YTZSBJLNMIQROD-SFBCHFHNSA-N
CAS Number
CAS 25406-64-8
ChEBI ID
CHEBI:80852
Herb ID
HBIN035768
SymMap ID
SMIT16765
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Diosgenin      Hepatocellular carcinoma     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 Cleavage CASP3  Molecule Info 
Pathway MAP
                    Experimental
                    Result(s)		 Combination of morroniside and diosgenin prevents high glucose-induced cardiomyocytes apoptosis.
Target and Pathway
Target(s) Glucagon-like peptide 1 receptor (GLP1R)  Molecule Info  [3]
KEGG Pathway cAMP signaling pathway Click to Show/Hide
2 Neuroactive ligand-receptor interaction
3 Insulin secretion
Reactome Glucagon-like Peptide-1 (GLP1) regulates insulin secretion Click to Show/Hide
2 G alpha (s) signalling events
3 Glucagon-type ligand receptors
WikiPathways GPCRs, Class B Secretin-like Click to Show/Hide
2 Integration of energy metabolism
3 GPCR ligand binding
4 GPCR downstream signaling
References
Reference 1 Cardioprotective Effects of Morroniside in Rats Following Acute Myocardial Infarction. Inflammation. 2018 Mar;41(2):432-436.
Reference 2 Combination of Morroniside and Diosgenin Prevents High Glucose-Induced Cardiomyocytes Apoptosis. Molecules. 2017 Jan 19;22(1):163.
Reference 3 Morroniside, a secoiridoid glycoside from Cornus officinalis, attenuates neuropathic pain by activation of spinal glucagon-like peptide-1 receptors. Br J Pharmacol. 2017 Apr;174(7):580-590.
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