Natural Product (NP) Details

General Information of the NP (ID: NP1946)
Name
Dehydrocostus lactone
Synonyms
Dehydrocostus lactone; dehydrocostuslactone; 477-43-0; (-)-dehydrocostus lactone; (-)-dehydrocostuslactone; CHEBI:244418; (3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one; (3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione; (3aS,6aR,9aR,9bS)-3,6,9-trimethylenedecahydroazuleno[4,5-b]furan-2(3H)-one; (3aS,6aR,9aR,9bS)-3,6,9-Trimethylenedecahydroazuleno[4,5-b]furan-2(9bH)-one; Dehydrocostus-Lactone; UNII-71TRF5K040; Epiligulyl oxide; CHEMBL88985; SCHEMBL699070; DTXSID80891554; 71TRF5K040; ZINC898477; Azuleno(4,5-b)furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS-(3a.alpha.,6a.alpha.,9a.alpha.,9b.beta.))-; Dehydro-costus lactone (6CI,7CI); EBD10311; HY-N0591; BDBM50370831; s3615; AKOS015896789; CCG-208469; CS-3636; MCULE-3657815830; Dehydrocostus lactone, >=98% (HPLC); NCGC00385838-01; (3aS,6aR,9aR,9bS)-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one; AK168191; Dehydrocostus lactone, analytical standard; D5366; A14809; C09387; 299D482; Q27105152; (-)-Dehydrocostus lactone; Dehydrocostus lactone; Epiligulyl oxide; (3aR,6aS,9aS,9bR)-3,6,9-tris(methylene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione; (3aS,6aR,9aR,9bS)-Decahydro-3,6,9-tris(methylene)-azuleno[4,5-b]furan-2(3H)-one; Guaia-4(15),10(14),11(13)-trien-12-oic acid, 6alpha-hydroxy-, gamma-lactone; [3aS-(3aalpha,6aalpha,9aalpha,9bbeta)]-Decahydro-3,6,9-tris(methylene)-azuleno[4,5-b]furan-2(3H)-one; Azuleno(4,5-b)furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS-(3aalpha,6aalpha,9aalpha,9bbeta))-
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Species Origin Saussurea costus ...     Click to Show/Hide
Saussurea costus
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asterales
Family: Asteraceae
Genus: Saussurea
Species: Saussurea costus
Disease Laryngeal cancer [ICD-11: 2C23] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.557
 
MDCK Permeability
 -4.767
 
PAMPA
 - - -
 
HIA
 - - -
 
Distribution
VDss
 0.434
 
PPB
 89.8%
 
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
 7.232
 
T1/2
 1.473
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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Formula
C15H18O2
PubChem CID
73174
Canonical SMILES
C=C1CCC2C(C3C1CCC3=C)OC(=O)C2=C
InChI
1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1
InChIKey
NETSQGRTUNRXEO-XUXIUFHCSA-N
CAS Number
CAS 477-43-0
ChEBI ID
CHEBI:244418
Herb ID
HBIN023000
SymMap ID
SMIT00368
TCMSP ID
MOL001298
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Doxorubicin      Solid tumour/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		 Down-regulation Phosphorylation AKT1  Molecule Info 
Pathway MAP
Down-regulation Expression MMP-2  Molecule Info 
Pathway MAP
Down-regulation Expression MMP-9  Molecule Info 
Pathway MAP
                    In-vitro Model NCI-H460 CVCL_0459 Lung large cell carcinoma Homo sapiens
A-549 CVCL_0023 Lung adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 The putative mechanism behind the metastasis-limiting effects of DHC may involve the suppression of Akt/GSK-3Beta and inhibition of MMP-2 and MMP-9 in lung cancer cells.
Target and Pathway
Target(s) Calmodulin-3 (NFATC1)  Molecule Info  [3]
References
Reference 1 Dehydrocostus lactone inhibits cell proliferation and induces apoptosis by PI3K/Akt/Bad and ERS signalling pathway in human laryngeal carcinoma. J Cell Mol Med. 2020 Jun;24(11):6028-6042.
Reference 2 Dehydrocostus Lactone Enhances Chemotherapeutic Potential of Doxorubicin in Lung Cancer by Inducing Cell Death and Limiting Metastasis. Med Sci Monit. 2018 Nov 2;24:7850-7861.
Reference 3 Dehydrocostus lactone suppresses osteoclast differentiation by regulating NFATc1 and inhibits osteoclast activation through modulating migration and lysosome function. FASEB J. 2019 Aug;33(8):9685-9694.
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