Micheliolide

Product Name: Micheliolide
CAS No.: 68370-47-8
Chemical Name: Micheliolide
Synonyms: CS-1321;Mecheliolide;Micheliolide;Micheliolide, BR;Micheliolide 68370-47-8;Nuclear factor-κB,NF-κB,inhibit,Micheliolide,Nuclear factor-kappaB,Inhibitor;(3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one;(3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one;(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one;Azuleno[4,5-b]furan-2(3H)-one, 3a,4,5,7,8,9,9a,9b-octahydro-9-hydroxy-6,9-dimethyl-3-methylene-, (3aS,9R,9aS,9bS)-
CBNumber: CB42339810
Molecular Formula: C15H20O3
Formula Weight: 248.32
MOL File: 68370-47-8.mol

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Micheliolide Property

Melting point:: 131-133 °C
Boiling point:: 426.1±45.0 °C(Predicted)
Density: 1.17±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 14.65±0.40(Predicted)
color: Off-White
InChI: InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h11-13,17H,2,4-7H2,1,3H3/t11-,12-,13-,15+/m0/s1
InChIKey: RDJAFOWISVMOJY-PWNZVWSESA-N
SMILES: O1C(=O)C(=C)[C@]2([H])CCC(C)=C3[C@@]([H])([C@@]12[H])[C@@](O)(C)CC3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: M342365
Product name: Micheliolide
Packaging: 100mg
Price: $475
Updated: 2021/12/16

Usbiological

Product number: 361826
Product name: Micheliolide
Packaging: 20mg
Price: $523
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 66282
Product name: Micheliolide
Packaging: 100mg
Price: $975
Updated: 2021/12/16

Arctom

Product number: AS019584
Product name: Micheliolide
Purity: ≥98%
Packaging: 1mg
Price: $114
Updated: 2021/12/16

Arctom

Product number: SY232781
Product name: Micheliolide
Purity: ≥98%
Packaging: 10mg
Price: $190.91
Updated: 2021/12/16

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Micheliolide Chemical Properties,Usage,Production

Uses

Micheliolide, a sesquiterpene lactone is used in the inhibition of resistant acute leukemic cells. Selectively targets cancer stem and progenitor cells.

Definition

ChEBI: Micheliolide is a sesquiterpene lactone.

Biological Activity

Micheliolide (MCL) is a sesquiterpene lactone isolated from Michelia compressa and Michelia champaca. Previous studies have demonstrated that MCL exerted various therapeutic effects in cancer, inflammation, immunomodulatory acute myelogenous leukemia and renal fibrosis through numerous signaling pathways, including PI3K/Akt, NF-kB and MAPK signaling. Dimethylaminomicheliolide (DMAMCL), the prodrug of MCL, has been approved by the US Food and Drug Administration for its apparent efficacy in treating pleomorphic glioblastoma. In China, DMAMCL is currently undergoing clinical trials to treat several advanced or metastatic solid carcinomas, including gliomas[2].

Source

Micheliolide (MCL) is a potentially stable sesquiterpene lactone, which can be isolated from Magnolia grandiflora L., Michelia champaca L., and Michelia compressa (Maxim.) Sarg. MCL and its Michael adduct dimethylaminomicheliolide (DMAMCL) display significant cytotoxicity against tumours. MCL is known to be firstly isolated by Ogura, Cordell from Michelia compressa (Maxim.) Sarg. as a cytotoxic active component. MCL is also a main biologically active constituent of Michelia champaca L., Magnolia grandiflora L., and Tanacetum parthenium Sch. Bip., Anthemis scrobicularis Yavin, and Michelia compressa (Maxim.) Sarg[1].

References

[1] Jalal Uddin. “Pharmacological potential of micheliolide: A focus on anti-inflammatory and anticancer activities.” Heliyon 10 6 (2024): e27299.
[2] Dingkun Feng. “Micheliolide suppresses the viability, migration and invasion of U251MG cells via the NF-κB signaling pathway.” Oncology Letters 20 4 (2020): 67.

Micheliolide Preparation Products And Raw materials

Raw materials

Preparation Products

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Micheliolide Suppliers

China 90 India 1 United States 10 Global 101

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View Lastest Price from Micheliolide manufacturers

NanJing Spring & Autumn Biological Engineering CO., LTD.

Product: Micheliolide 68370-47-8 68370-47-8
Price: US $75.00/mg
Min. Order: 20mg
Purity: ≥98%
Supply Ability: 1000.00 kgs
Release date: 2019-07-09

Career Henan Chemical Co

Product: 3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one 68370-47-8
Price: US $1.00/KG
Min. Order: 1KG
Purity: 85.0-99.8%
Supply Ability: 200kgs
Release date: 2020-01-10

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(3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one

Micheliolide

[3aS-(3aalpha,9alpha,9aalpha,9bbeta)]-3a,4,5,7,8,9,9a,9b-Octahydro-9-hydroxy-6,9-dimethyl-3-methylene-azuleno[4,5-b]furan-2(3H)-one

Micheliolide, BR

CS-1321

Micheliolide 68370-47-8

Mecheliolide

Azuleno[4,5-b]furan-2(3H)-one, 3a,4,5,7,8,9,9a,9b-octahydro-9-hydroxy-6,9-dimethyl-3-methylene-, (3aS,9R,9aS,9bS)-

(3aS,9R,9aS,9bS)-9-hydroxy-6,9-dimethyl-3-methylidene-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one

(3aS)-3aβ,4,5,7,8,9,9aβ,9bα-Octahydro-9β-hydroxy-6,9-dimethyl-3-methyleneazuleno[4,5-b]furan-2(3H)-one

Nuclear factor-κB,NF-κB,inhibit,Micheliolide,Nuclear factor-kappaB,Inhibitor

68370-47-8