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: 250mg
Price: $882
Updated: 2021/12/16

Arctom

Product number: AS019584
Product name: Micheliolide
Purity: ≥98%
Packaging: 1mg
Price: $114
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

Nanjing Spring & Autumn Biological Engineering Co., Ltd.

Tel: 025-84430028 13815430202
Email: sale02@cqherb.com
Country: China
ProdList: 282
Advantage: 59

T&W GROUP

Tel: 021-61551611 13296011611
Fax: ＋86 21-50676805
Email: contact@trustwe.com
Country: China
ProdList: 9895
Advantage: 58

Chengdu Biopurify Phytochemicals Ltd.

Tel: +86-028-82633397 18982077548
Fax: +86-28-82633165
Email: cwb1@biopurify.cn
Country: China
ProdList: 2376
Advantage: 60

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9891
Advantage: 58

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

MedChemexpress LLC

Tel: 021-58955995
Fax: 609-228-5909
Email: sales@medchemexpress.cn
Country: United States
ProdList: 4861
Advantage: 58

Shanghai Tauto Biotech Co., Ltd.

Tel: 021-51320588
Fax: 0086-21-51320502
Email: tauto@tautobiotech.com
Country: China
ProdList: 3989
Advantage: 66

Wuxi Zhongkun Biochemical Technology Co., Ltd.

Tel: 0510-85629785 18013409632
Fax: 051085625359
Email: sales@reading-chemicals.com
Country: China
ProdList: 15178
Advantage: 58

Hubei Jusheng Technology Co.,Ltd

Tel: 027-59599241 18871490274
Fax: 027-59599241
Email: 1400878000@qq.com
Country: China
ProdList: 9958
Advantage: 58

Wuhan ChemFaces Biochemical Co., Ltd.

Tel: 18607101326 15172504745
Fax: +86-27-84254680
Email: aileen@chemfaces.com
Country: China
ProdList: 6905
Advantage: 55

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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