Natural Product (NP) Details

General Information of the NP (ID: NP3890)
Name
Yomogin
Synonyms
Yomogin; 10067-18-2; 2-Naphthaleneacetic acid, 1,2beta,3,4,4a,7-hexahydro-3alpha-hydroxy-4aalpha,8-dimethyl-alpha-methylene-7-oxo-, gamma-lactone; CHEMBL4547184; DTXSID50143436; 1,2beta,3,4,4a,7-hexahydro-3alpha-hydroxy-4aalpha,8-dimethyl-alpha-methylene-7-oxo-2-naphthaleneacetic acid gamma-lactone; Naphtho(2,3-b)furan-2,6(3H,4H)-dione, 3a,8a,9,9a-tetrahydro-5,8a-dimethyl-3-methylene-, (3aR-(3aalpha,8abeta,9aalpha))-
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Species Origin princeps ...     Click to Show/Hide
princeps
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asterales
Family: Asteraceae
Genus: Artemisia
Species: princeps
Disease Acute myeloid leukemia [ICD-11: 2A60] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.528
 
MDCK Permeability
 -4.491
 
PAMPA
 +
 
HIA
 - - -
 
Distribution
VDss
 0.34
 
PPB
 90.7%
 
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
 8.689
 
T1/2
 1.275
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
C15H16O3
PubChem CID
174865
Canonical SMILES
CC1=C2CC3C(CC2(C=CC1=O)C)OC(=O)C3=C
InChI
1S/C15H16O3/c1-8-10-6-11-9(2)12(16)4-5-15(11,3)7-13(10)18-14(8)17/h4-5,10,13H,1,6-7H2,2-3H3/t10-,13-,15-/m1/s1
InChIKey
ONPJVBQNWRHOKG-WDBKCZKBSA-N
CAS Number
CAS 10067-18-2
Herb ID
HBIN048649
SymMap ID
SMIT18268
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          1,25-dihydroxyvitamin D3      Congenital alopecia     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
                    In-vitro Model HL-60 CVCL_0002 Adult acute myeloid leukemia Homo sapiens
                    Experimental
                    Result(s)		 Yomogin may be useful in combination with 1,25-(OH)(2) D(3) or all- trans-RA in the differentiation therapy for myeloid leukemias.
References
Reference 1 Induction of apoptosis by yomogin in human promyelocytic leukemic HL-60 cells. Biol Pharm Bull. 2004 Jul;27(7):1106-11.
Reference 2 Synergistic induction of 1,25-dihydroxyvitamin D(3)- and all-trans-retinoic acid-induced differentiation of HL-60 leukemia cells by yomogin, a sesquiterpene lactone from Artemisia princeps. Planta Med. 2002 Oct;68(10):886-90.
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