Fumagillin
Also known as Fugillin, Fumidil, Amebacilin
Key facts
What buyers check first
- CAS number
- 23110-15-8
- Formula
- C26H34O7
- Molar mass
- 458.55 g/mol
- EC number
- 245-433-8
- HS code
- 291719
- Category
- Antibiotics and anti-infectives
What is Fumagillin?
Plain description, key identifiers and synonyms
Fumagillin is a meroterpenoid resulting from the formal condensation of the hydroxy group of fumagillol with the carboxylic acid group of (all-E)-deca-2,4,6,8-tetraenedioic acid. Originally isolated from the fungus Aspergillus fumigatus, it is used for the control of Nosema infection in honey bees. It has a role as an antimicrobial agent, an antiprotozoal drug, an antibacterial drug, an angiogenesis inhibitor, a methionine aminopeptidase 2 inhibitor and a fungal metabolite. It is a spiro-epoxide, an organooxygen heterocyclic antibiotic, a carboxylic ester, a dicarboxylic acid monoester, a meroterpenoid and an antibiotic antifungal drug. It is functionally related to a fumagillol and an (all-E)-deca-2,4,6,8-tetraenedioic acid.
Identifiers
Registry numbers, names and line notations, tap to copy
- 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
- CAS number
- 23110-15-8 CAS number cross-checkedOther or deprecated CAS: 127913-45-5
- EC number
- 245-433-8
- Molecular formula
- C26H34O7
- UNII
- 7OW73204U1
- MDL number
- MFCD03990453
- InChIKey
- NGGMYCMLYOUNGM-CSDLUJIJSA-N
- InChI
- 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
- Canonical SMILES
- COC1C(OC(=O)C=CC=CC=CC=CC(=O)O)CCC2(CO2)C1C1(C)OC1CC=C(C)C
- 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
Synonyms
- Fugillin
- Fumidil
- Amebacilin
- Fumagilina
- Fumagilline
- Fumagillinum
- Fumagillina
- 2,4,6,8-Decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester
- 2,4,6,8-Decatetraenedioic acid, mono((3R,4S,5S,6R)-5-methoxy-4-((2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-1-oxaspiro(2.5)oct-6-yl) ester, (2E,4E,6E,8E)-
- Fumidil-B
- (-)-Fumagillin
- Fugilin
- Amebacillin
- Fumagillin DCH
- Flisint
- Fumagillin?
- Fumagillin (Standard)
- (2E,4E,6E,8E)-10-(((3R,4S,5S,6R)-5-Methoxy-4-((2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro[2.5]octan-6-yl)oxy)-10-oxodeca-2,4,6,8-tetraeno
- Fumagillin Solution in Acetonitrile, 100ug/mL
- (2E,4E,6E,8E)-Mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1- oxaspiro[2.5]oct-6-yl] 2,4,6,8-decatetraenedioic acid ester
- (2E,4E,6E,8E)-Mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] 2,4,6,8-deca tetraenedioic acid ester
- 2,4,6,8-decatetraenedioic acid, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester, Fumagillin
- 2,4,6,8-Decatetraenedioic acid, mono(4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)oct-6-yl) ester
- 2,4,6,8-Decatetraenedioic acid, mono(4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)oct-6-yl) ester (VAN)
- 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-(3alp
Show all 26 synonymsShow fewer synonyms
- Antibiotic obtained from cultures of Aspergillus fumigatus, or the same substance produced by any other means
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 458.55 g/molcalc.Computed value |
|---|---|
| Exact mass | 458.2305 Dacalc.Computed value |
| LogP (octanol/water) | 3.92calc.Computed value |
| Topological polar surface area | 97.89 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 10calc.Computed value |
| Heavy atoms | 33calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.54calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidFumagillin suppliers
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- China, NanjingUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
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- China, ShanghaiUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
- GermanyUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
- United States, SomervilleUnclaimed profileFumagillinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
35 suppliers in 10 countries
- United States13
- China11
- Germany2
- United Kingdom2
- Canada1
- France1
- and 4 more countries
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Fumagillin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Angiogenesis Inhibitors
- Anti-Bacterial Agents
- Antiprotozoal Agents
Roles
- angiogenesis inhibitor
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- antiparasitic agent
- antiprotozoal drug
- enzyme inhibitor
- eukaryotic metabolite
- fungal metabolite
- metabolite
- methionine aminopeptidase 2 inhibitor
- pharmaceutical
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Fumagillin is traded under.
Acyclic polycarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and…
- China46.6%
- United States13.7%
- Germany10.1%
- United States16.2%
- Denmark11.8%
- Germany10.0%
The HS code shown for Fumagillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Fumagillin, based on the data on this page
What is Fumagillin?
What is the CAS number of Fumagillin?
What is the molecular formula and weight of Fumagillin?
What is Fumagillin used for?
Is Fumagillin hazardous?
What is the HS code of Fumagillin?
Where can I buy Fumagillin?
What is the price of Fumagillin?
Guides for buyers
Practical guides that help when you source, ship or handle Fumagillin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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