Fumagillin - 10mM in DMSO CAS No(23110-15-8) by Aladdin Scientific

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GRADE & PURITY 10mM in DMSO

Synonyms

2,4,6,8-DECATETRAENEDIOIC ACID, MONO(5-METHOXY-4-(2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL)-1-OXASPIRO(2.5)OCT-6-YL) ESTER, (3R- (3.ALPHA.,4.ALPHA.(2R*,3R*),5.BETA.,6.BETA.(2E,4E,6E,8E)))- | BS-16576 | CAS-23110-15-8 | P01AX10 | SCHEMBL8130 | Fugilin | NCG

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview Specifications Names and Identifiers Documentation Advanced Data Taxonomic Classification 3D Structure Associated Targets(Human) Associated Targets(non-human) Mechanisms of Action Certificates（CoA,COO,BSE/TSE and Analysis Chart) Chemical and Physical Properties Solution Calculators Reviews

Overview

Fumagillin is a complex natural product antibiotic which covalently binds a key histidine residue of methionine aminopeptidase type II (MetAP-2), inhibiting endothelial cell proliferation and angiogenesis.
An angiogenesis suppressing antibiotic and MetAP-2 inhibitor.It is an effective treatment for intestinal microsporidiosis caused by Enterocytozoon bieneusi. Used to treat the Nosema disease in honey bees. Applied topically to the conjunctiva in the treatment of microsporidial keratoconjunctivitis. The Research grade Fumagillin is used in the angiogenesis research. In the connection to its anti angiogenetic capabilities, Fumagillin is mentioned as an potential anti-neoplastic antibiotic;Fumagillin is a starting material for several anticancer drug candidates, such as TNP-470, also shown to be able to protect macrophages from the HIV infection

Specifications

Synonyms

2, 4, 6, 8-DECATETRAENEDIOIC ACID, MONO(5-METHOXY-4-(2-METHYL-3-(3-METHYL-2-BUTENYL)OXIRANYL)-1-OXASPIRO(2.5)OCT-6-YL) ESTER, (3R- (3.ALPHA., 4.ALPHA.(2R*, 3R*), 5.BETA., 6.BETA.(2E, 4E, 6E, 8E)))- | BS-16576 | CAS-23110-15-8 | P01AX10 | SCHEMBL8130 | Fugilin | NCG

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Methionine aminopeptidase-2 (MetAP-2) inhibitor; inhibits endothelial cell proliferation and angiogenesis.Potent, selective and covalent inhibitor of methionine aminopeptidase-2 (MetAP 2 ) (IC 50 = 9.2 nM). Anti-angiogenic. Inhibits endothelial cell proli

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Canonical Smiles	CC(=CCC1C(O1)(C)C2C(C(CCC23CO3)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C
IUPAC Name	(2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl]oxy]-10-oxodeca-2,4,6,8-tetraenoic acid
InChIKey	NGGMYCMLYOUNGM-CSDLUJIJSA-N
INCHI	1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1
Isomeric SMILES	CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C
WGK Germany	3
RTECS	HE1750000
Molecular Weight	458.54
Reaxy-Rn	1300222
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1300222&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

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📊 Datasheet

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Class Fatty Acyls
    - Subclass Fatty acids and conjugates

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls
Subclass	Fatty acids and conjugates
Intermediate Tree Nodes	Not available
Direct Parent	Medium-chain fatty acids
Alternative Parents	Fatty acid esters Epoxy fatty acids Branched fatty acids Unsaturated fatty acids Dicarboxylic acids and derivatives Enoate esters Oxacyclic compounds Epoxides Dialkyl ethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic heteropolycyclic compounds
Substituents	Medium-chain fatty acid - Branched fatty acid - Epoxy fatty acid - Fatty acid ester - Heterocyclic fatty acid - Dicarboxylic acid or derivatives - Unsaturated fatty acid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Organoheterocyclic compound - Oxacycle - Ether - Oxirane - Dialkyl ether - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Aliphatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
External Descriptors	Bisabolane sesquiterpenoids
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

3D Structure

Associated Targets(Human)

METAP2 Tchem Methionine aminopeptidase 2 (4 Activities)

Discover Target: METAP2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

METAP1 Tchem Methionine aminopeptidase 1 (614 Activities)

Discover Target: METAP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

METAP2 Tchem Methionine aminopeptidase 2 (1512 Activities)

Discover Target: METAP2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

Sensitivity	Light & Air sensitive
Boil Point(°C)	194-195℃
Melt Point(°C)	484.03°C
Molecular Weight	458.500 g/mol
XLogP3	4.000
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	11
Exact Mass	458.23 Da
Monoisotopic Mass	458.23 Da
Topological Polar Surface Area	97.900 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	879.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	4
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	4
Covalently-Bonded Unit Count	1

Overview

Specifications

Documentation

📋 Safety Data Sheet (SDS)

✅ Certificate of Analysis (COA)

📊 Datasheet

🔬 Specification Sheet

Advanced Data

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