Forapin

Base Information

• Chemical Name: Forapin
• CAS No.: 20449-79-0
• Molecular Formula: C131H229N39O31
• Molecular Weight: 2846.5
• Hs Code.: 2934999090
• European Community (EC) Number: 253-417-7,629-303-1
• ChEMBL ID: CHEMBL412927
• DSSTox Substance ID: DTXSID001046261
• Metabolomics Workbench ID: 133842
• Wikidata: Q424512
• Wikipedia: Melittin
• Mol file: 20449-79-0.mol

Synonyms:Melitten;Melittin;Mellitin

Chemical Property of Forapin

Chemical Property:

• PSA: 1152.34000
• Density: 1.39
• LogP: 7.51980
• Storage Temp.: 2-8°C
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 41
• Hydrogen Bond Acceptor Count: 37
• Rotatable Bond Count: 99
• Exact Mass: 2845.7575265
• Heavy Atom Count: 201
• Complexity: 6300

Purity/Quality:

99% ^*data from raw suppliers

Melittin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NCC(=O)NC(C)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(CCCCN)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)NC(C(C)O)C(=O)NC(C(C)O)C(=O)NCC(=O)NC(CC(C)C)C(=O)N1CCCC1C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(C)CC)C(=O)NC(CO)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)N)NC(=O)CN
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N)NC(=O)CN
• Uses: Melittin has been used in standard bacterium-killing assay to determine bactericidal activity and study the role of melittin in allergic reactions. Melittin from honey bee venom has been used:In 3-(4, 5-dimethyl thiazol-2-yl)-2,5diphenyl tetrazolium bromide (MTT) assay to determine its cytotoxicity effect on the growth of human cell lines.To study the anti-microbial activity of melittin on the growth of Borrelia burgdorferi in in vitro conditions.As a positive control in hemolysis assay and as a cytotoxic agent against HeLa cells.

Technology Process of Forapin

There total 1 articles about Forapin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Val-OH (68858-20-8) + Fmoc-Leu-OH (35661-60-0) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + Fmoc-Pro-OH (71989-31-6) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + Fmoc-Trp-OH (35737-15-6) + Fmoc-Thr-OH (73731-37-0) + Fmoc-Lys-OH (105047-45-8) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine (71989-20-3) + Fmoc-L-Arg-OH (91000-69-0,130752-32-8) → melittin from honey bee venom (20449-79-0)

Guidance literature:

N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine; With 1-hydroxy-7-aza-benzotriazole; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

With piperidine; In N,N-dimethyl-formamide; for 0.55h;

N-(fluoren-9-ylmethoxycarbonyl)glycine; Fmoc-Val-OH; Fmoc-Leu-OH; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Pro-OH; Fmoc-Ile-OH; Fmoc-Trp-OH; Fmoc-Thr-OH; Fmoc-Lys-OH; N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; Fmoc-L-Arg-OH; Further stages;

DOI:10.1021/acs.biomac.5b00163

Reference yield:

melittin from honey bee venom (20449-79-0) + 2,3,5,6-tetrafluorophenyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate + ethyl 4-(4-(formyloxy)phenoxy)butanoate + 7-mercapto-4-methyl-2H-chromen-2-one (137215-27-1) → C132H230N40O32 + 4-(4-ethoxy-4-oxobutoxy)benzoic acid (143216-03-9) + 4-(4-hydroxy-phenoxy)-butyric acid ethyl ester (166954-96-7)

Guidance literature:

melittin from honey bee venom; ethyl 4-(4-(formyloxy)phenoxy)butanoate; In aq. phosphate buffer; dimethyl sulfoxide; at 25 ℃; for 3h; pH=7.0;

2,3,5,6-tetrafluorophenyl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate; In aq. phosphate buffer; dimethyl sulfoxide; for 0.25h; pH=7.0;

7-mercapto-4-methyl-2H-chromen-2-one; In aq. phosphate buffer; dimethyl sulfoxide;

DOI:10.1039/c6cc09555k

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Val-OH

Fmoc-Leu-OH

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Downstream raw materials:

4-(4-ethoxy-4-oxobutoxy)benzoic acid

4-(4-hydroxy-phenoxy)-butyric acid ethyl ester

Refernces