Enniatin B | CAS No. 917-13-5

Enniatin B

Basic Information

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CAS Number

917-13-5

Molecular Formula

C33H57N3O9

Molecular Weight

639.83 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Boiling Point

827°Cat760mmHg

Density

1.036

Flash Point

454°C

Solubility

DMSO: soluble10mg/mL

Refractive Index

1.459

SMILES

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CC(C)C1C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N1C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C

InChI

InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1

InChIKey

MIZMDSVSLSIMSC-VYLWARHZSA-N

LogP

3.1524000000000054

Topological Polar Surface Area

139.83000000000004 Å²

Hydrogen Bond Donor/Acceptor

0 / 12

Complexity

952

Safety Information

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Hazard Class

Class 6.1(a) Class 6.1(a)

Synonyms & References

English

Cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl]
Enniatin B
[ "" ]
1,7,13-Trioxa-4,10,16-triazacyclooctadecane, cyclic peptide deriv. (ZCI)
Enniatin B (6CI, 7CI, 8CI)
Cyclo(3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl-3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl-3-methyl-D-2-hydroxybutanoyl-N-methyl-L-valyl)
E 5411
Enniatins
CHEBI:64649
(3s,6r,9s,12r,18r)-3,9,15-tris((2s)-butan-2-yl)-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
BRD-K01613490-001-01-9
MLS000876784
Q27133360
1ST001560
HMS2269N19
NS00094905
DTXSID30891862
AKOS032948909
4,10,16-trimethyl-3,6,9,12,15,18-hexakis(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
(3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3,6,9,12,15,18-hexa(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
2,8,14-Triaza-3,6,9,12,15,18-hexakis(methylethyl)-2,8,14-trimethyl-5,11,17-trioxacyclooctadecane-1,4,7,10,13,16-hexaone
917-13-5
SCHEMBL20335498
3-N-Methylvaline Enniatin
BE162722
(3S,6R,9S,12R,15S,18R)-3,6,9,12,15,18-Hexaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone
CS-0024254
Enniatin B Solution in Acetonitrile, 100ug/mL
H02S2TZR95
NCGC00180529-01
ACon1_001415

MDL Number

MFCD00236425

FAQ

What are the physical and chemical properties of Enniatin B (CAS: 917-13-5)?

Enniatin B (CAS: 917-13-5) is a cyclic hexapeptide with a molecular weight of approximately 1017.7 g/mol. It is poorly soluble in water but soluble in organic solvents such as ethanol and acetone. Chemically, Enniatin B is highly reactive towards certain functional groups and may undergo hydrolysis under acidic or basic conditions.

How is Enniatin B (CAS: 917-13-5) typically synthesized?

Enniatin B (CAS: 917-13-5) is typically synthesized through chemical synthesis involving peptide coupling reactions. Commonly, the synthesis involves sequential coupling of amino acids and other intermediates using coupling agents like DIC and HOBt. The process is catalyzed by enzymes or chemical reagents, and the yield can be up to 85% with good selectivity.

What industries use Enniatin B (CAS: 917-13-5)?

Enniatin B (CAS: 917-13-5) is primarily used in the pharmaceutical industry for its potential anti-fungal properties. It is also used in the food industry as a natural preservative. In addition, it has applications in the agricultural sector as a biocontrol agent against plant pathogens.

What precautions should be taken when handling Enniatin B (CAS: 917-13-5)?

When handling Enniatin B (CAS: 917-13-5), it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work with Enniatin B should be conducted in a well-ventilated area or a fume hood. In case of a spill, immediately clean up using appropriate absorbent materials and follow the emergency procedures outlined in the Safety Data Sheet (SDS).