Neotuberostemonine

Base Information

• Chemical Name: Neotuberostemonine
• CAS No.: 143120-46-1
• Molecular Formula: C22H33 N O4
• Molecular Weight: 375.50200
• ChEMBL ID: CHEMBL479493
• DSSTox Substance ID: DTXSID501316122
• Metabolomics Workbench ID: 137894
• Nikkaji Number: J620.496A
• Wikidata: Q27137725
• Mol file: 143120-46-1.mol

Synonyms:neotuberostemonine

Chemical Property of Neotuberostemonine

Chemical Property:

• PSA: 55.84000
• LogP: 2.95260
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 375.24095853
• Heavy Atom Count: 27
• Complexity: 636

Purity/Quality:

≥98% ^*data from raw suppliers

Neotuberostemonine >98%,StandardReferencesGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C2CCCCN3C2C(CC3C4CC(C(=O)O4)C)C5C1OC(=O)C5C
• Isomeric SMILES: CC[C@@H]1[C@H]2CCCCN3[C@H]2[C@@H](C[C@H]3[C@@H]4C[C@@H](C(=O)O4)C)[C@H]5[C@@H]1OC(=O)[C@H]5C
• Description: Neotuberostemonine (NTS) is one of the main antitussive alkaloids in the root of Stemona tuberosa Lour, it has a significant protective effect on bleomycin (BLM)-induced pulmonary fibrosis through suppressing the recruitment and M2 polarization of macrophages. Neotuberostemonine demonstrates antitussive properties in guinea pigs.
• Biological Functions: Neotuberostemonine is an alkaloid originally isolated from S. tuberosa that has diverse biological activities. It inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) protein levels and NO production in RAW 264.7 cells when used at a concentration of 100 μM. Neotuberostemonine (50 μM) inhibits RANKL-induced osteoclast differentiation of RAW 264.7 cells. It reduces the citric acid-induced cough reflex in conscious guinea pigs when administered at a dose of 133 μmol/kg. Neotuberostemonine (40 mg/kg) inhibits pulmonary collagen deposition and fibrosis, as well as bronchoalveolar lavage fluid (BALF) monocyte and lymphocyte infiltration in a mouse model of bleomycin-induced pulmonary fibrosis.