ChemicalBook > CAS DataBase List > 6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one

6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one

Product Name
6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one
CAS No.
4335-12-0
Chemical Name
6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one
Synonyms
Toddaculin;Toddaculine;Toddaculin, 10 mM in DMSO;5,7-dimethoxy-6-(3'-methyl-2'-butenyl)coumarin;5,7-Dimethoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one;6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one;5,7-Dimethoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one;2H-1-Benzopyran-2-one, 5,7-dimethoxy-6-(3-methyl-2-buten-1-yl)-;inhibit,Toddaculin,osteoclast,Inhibitor,differentiation,leukemic,Apoptosis,osteoblast,anti-inflammatory,coumarin
CBNumber
CB62159892
Molecular Formula
C16H18O4
Formula Weight
274.31
MOL File
4335-12-0.mol
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6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one Property

Melting point:
95 °C
Boiling point:
432.8±45.0 °C(Predicted)
Density 
1.138±0.06 g/cm3(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1S/C16H18O4/c1-10(2)5-6-11-13(18-3)9-14-12(16(11)19-4)7-8-15(17)20-14/h5,7-9H,6H2,1-4H3
InChIKey
KRQHZFHWEAJPNO-UHFFFAOYSA-N
SMILES
C1(=O)OC2=CC(OC)=C(C/C=C(/C)\C)C(OC)=C2C=C1
LogP
4.151 (est)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Arctom
Product number
CFN92733
Product name
Toddaculine
Purity
≥98%
Packaging
5mg
Price
$536
Updated
2021/12/16
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6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one Chemical Properties,Usage,Production

Uses

Toddaculin is a natural coumarin that can induce differentiation and apoptosis in leukemic cells. Toddaculin suppresses excess osteoclast activity and enhances osteoblast differentiation and mineralization. Toddaculin also exhibits anti-inflammatory activity[1][2][3].

References

[1] Vázquez R, et, al. Toddaculin, a natural coumarin from Toddalia asiatica, induces differentiation and apoptosis in U-937 leukemic cells. Phytomedicine. 2012 Jun 15;19(8-9):737-46. DOI:10.1016/j.phymed.2012.03.008
[2] Watanabe A, et, al. Toddaculin, Isolated from of Toddalia asiatica (L.) Lam., Inhibited Osteoclastogenesis in RAW 264 Cells and Enhanced Osteoblastogenesis in MC3T3-E1 Cells. PLoS One. 2015 May 18;10(5):e0127158. DOI:10.1371/journal.pone.0127158
[3] Kumagai M, et, al. Evaluation of Aculeatin and Toddaculin Isolated from Toddalia asiatica as Anti-inflammatory Agents in LPS-Stimulated RAW264 Macrophages. Biol Pharm Bull. 2018;41(1):132-137. DOI:10.1248/bpb.b17-00607

6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one Suppliers

BioBioPha Co., Ltd.
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4335-12-0, 6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-oneRelated Search:


  • 5,7-Dimethoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
  • 5,7-dimethoxy-6-(3'-methyl-2'-butenyl)coumarin
  • 6-(3-Methyl-2-butenyl)-5,7-dimethoxy-2H-1-benzopyran-2-one
  • Toddaculin
  • Toddaculine
  • 5,7-Dimethoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
  • inhibit,Toddaculin,osteoclast,Inhibitor,differentiation,leukemic,Apoptosis,osteoblast,anti-inflammatory,coumarin
  • 2H-1-Benzopyran-2-one, 5,7-dimethoxy-6-(3-methyl-2-buten-1-yl)-
  • Toddaculin, 10 mM in DMSO
  • 4335-12-0