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BMAP-18

CAT: 0931-T80252-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T80252-01Size:5 mg
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CAS Number
1245798-31-5
Target
Antibacterial
Related Pathways
Microbiology/Virology
Bioactivity
BMAP-18 is a biologically active peptide, a truncated derivative of BMAP-27, which is part of the Cathelicidin family of peptides known for their potent bactericidal properties against pathogens such as Staphylococcus aureus, Streptococcus uberis, and Escherichia coli. Unlike the full-length BMAP-27, which can be cytotoxic to human erythrocytes and neutrophils at concentrations higher than required for its antimicrobial effect, BMAP-18 offers increased cell selectivity due to its reduced hemolytic activity while maintaining effective antimicrobial function.
Smiles
[C@@H](CC1=CC=CC=C1)(NC([C@@H](NC([C@@H](NC([C@H](CC2=CC=CC=C2)NC([C@H](CCCNC(=N)N)NC(CN)=O)=O)=O)CCCCN)=O)CCCNC(=N)N)=O)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CC3=CC=CC=C3)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CC4=CC=CC=C4)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(O)=O)CO)=O)CC(C)C)=O)CCCCN)=O)CCCCN)=O)=O)CC(C)C)=O)CCCCN)=O)CCCCN)=O)=O)CCCCN)=O)CCCCN)=O)CCCNC(=N)N)=O
Molecular Formula
C113H188N34O20
Molecular Weight
2342.92
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

H-Gly-Arg-Phe-Lys-Arg-Phe-Arg-Lys-Lys-Phe-Lys-Lys-Leu-Phe-Lys-Lys-Leu-Ser-OH
CAS Number1245798-31-5
PubChem CID168510728
IUPAC Name(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-5-carbamimidamidopentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-phenylpropanoyl]amino]-5-carbamimidamidopentanoyl]amino]hexanoyl]amino]hexanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-3-phenylpropanoyl]amino]hexanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoic acid
Molecular FormulaC113H188N34O20
Molecular Weight2342.9
XLogP-3.9
Topological Polar Surface Area946
Hydrogen Bond Donor Count36
Hydrogen Bond Acceptor Count31
Rotatable Bond Count91
Heavy Atom Count167
Formal Charge0
Complexity4640
SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC4=CC=CC=C4)NC(=O)[C@H](CCCNC(=N)N)NC(=O)CN
InChI
InChI=1S/C113H188N34O20/c1-70(2)62-86(104(160)146-91(67-75-40-15-8-16-41-75)109(165)139-79(44-19-26-54-116)97(153)134-82(47-22-29-57-119)101(157)142-87(63-71(3)4)105(161)147-92(69-148)110(166)167)141-100(156)81(46-21-28-56-118)133-96(152)78(43-18-25-53-115)137-107(163)89(65-73-36-11-6-12-37-73)144-102(158)83(48-23-30-58-120)135-95(151)77(42-17-24-52-114)132-99(155)84(50-32-60-129-112(124)125)140-108(164)90(66-74-38-13-7-14-39-74)145-103(159)85(51-33-61-130-113(126)127)136-98(154)80(45-20-27-55-117)138-106(162)88(64-72-34-9-5-10-35-72)143-94(150)76(131-93(149)68-121)49-31-59-128-111(122)123/h5-16,34-41,70-71,76-92,148H,17-33,42-69,114-121H2,1-4H3,(H,131,149)(H,132,155)(H,133,152)(H,134,153)(H,135,151)(H,136,154)(H,137,163)(H,138,162)(H,139,165)(H,140,164)(H,141,156)(H,142,157)(H,143,150)(H,144,158)(H,145,159)(H,146,160)(H,147,161)(H,166,167)(H4,122,123,128)(H4,124,125,129)(H4,126,127,130)/t76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-/m0/s1
InChIKey
YWAOJBTYFPBFPD-FNWPXSAPSA-N
Chemical Structure
2D Structure
2D structure of H-Gly-Arg-Phe-Lys-Arg-Phe-Arg-Lys-Lys-Phe-Lys-Lys-Leu-Phe-Lys-Lys-Leu-Ser-OH
CAS: 1245798-31-5
CID: 168510728
Formula: C113H188N34O20
MW: 2342.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight2342.9
XLogP3-3.9
Hydrogen Bond Donor Count36
Hydrogen Bond Acceptor Count31
Rotatable Bond Count91
Exact Mass2342.4772694
Monoisotopic Mass2341.4739145
Topological Polar Surface Area946 Ų
Heavy Atom Count167
Formal Charge0
Complexity4640
Isotope Atom Count0
Defined Atom Stereocenter Count17
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes