Animicin A
Basic information
- CAS
642-15-9- Standard SMILES
CCCCCCC1C(=O)OC(C)C(NC(=O)c2cccc(NC=O)c2O)C(=O)OC(C)C1OC(=O)CC(C)C- InChIKey
UIFFUZWRFRDZJC-UHFFFAOYSA-N- Molecular formula
- C28H40N2O9
- Average molar mass
- 548.6 g/mol
- Monoisotopic mass
- 548.27338086
Overview
See also: Antimycin A (annotation moved to).
Names & identifiers
- Preferred name
- Animicin A
- IUPAC
- [3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
- English name
- ANTIMYCIN A1
- Molecular formula
- C28H40N2O9
- Molecular weight
- 548.63
Names & synonyms
642-15-9Animicin ARefChem:199598antimycin A1C28H40N2O9EINECS 211-380-4UNII-8771CCP8LT[3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate3-(3-Formamidosalicylamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl isovalerateorb3204718771CCP8LTSCHEMBL3717357
Show more names
dihydrosamidin1,5-Dioxonane butanoic acid deriv.-dioxo-1,5-dioxonan-3-yl)salicylamideisovalericacid,8-esterwith3-formamido-n-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6[3-[(3-formamido-2-hydroxy-phenyl)carbonylamino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate3-methylbutyric acid [3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-4,9-diketo-2,6-dimethyl-1,5-dioxonan-7-yl] ester3-Methylbutyric acid 3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester
SCHEMBL29618477DTXSID20859633HMS3866M03MFCD00127797NSC 7239043-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoateButanoic acid, 2(or 3)-methyl-, (2R,3S,6S,7R,8R)-3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl esterButanoic acid, 2(or 3)-methyl-, 3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, (2R-(2R*,3S*,6S*,7R*,8R*))-
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 157 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 12
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 849
Physicochemical properties
- Melting point
- 149.5 ℃ · 149.5℃
- alpha
- 26 · D26 +76° (c = 1 in chloroform)
- Boiling point
- 620.81 °C · 620.81°C (rough estimate)
- Density
- 1.2468 · 1.2468 (rough estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- 20 °C · −20°C
- solubility
- DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble
- form
- A solid
- FDA UNII
- 8771 CCP8LT · 8771CCP8LT
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H311-H331
- Precautionary statements
- 261 · P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
- Hazard Codes
- T
- Risk Statements
- 23 · 23/24/25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- rtecs
- NY1503500
- ridadr
- 3172
- risk_code
- 23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 36/37/39-45
- hazard_class
- 6.1(a)
- packing_group
- II
- Hazard statements
- H301-H311-H331
- Precautionary statements
- P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
Chemistry & industry
Applications
DescriptionAntimycin A1 is an active component of the antimycin A antibiotic complex. It inhibits electron transport and is active against the plant pathogenic fungus G. cingulate. Antimycin A1 (3.3-160 μM) induces the synthesis of carotenoids in M. marinum. It also inhibits ATP-citrate lyase (Ki = 29.5 μM).
UsesAntimycin A1 is the most hydrophobic of the four analogues of the antimycin A complex. Like all antimycins, antimycin A1 exhibits potent antifungal, anthelmintic, insecticidal, antiviral and antitumor activity across a range of bioassays. Although broadly active as respiration inhibitors, more recent investigation has highlighted the importance of individual members of the complex as bioprobes. Antimycin A1 inhibits angiogenesis via a decrease in VEGF production caused by inhibition of HIF-1a activation.
UsesExperimentally as fungicide, insecticide, miticide.
Additional notes
DefinitionAn antibiotic substance said to have strong fungicidal properties.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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