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Surfactin

CAT: 0013-GTR19156856-03Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156856-03Size:500 mg
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Description
Surfactin is a potent cyclic lipopeptide biosurfactants that mediates flux of mono-and divalent cations, such as calcium, across lipid bilayer membranes, with anti-bacterial, anti-fungal, antimycoplasma and hemolytic effects.Surfactin is used as a surfactant to mediate flux of mono-and divalent cations, such as calcium, across lipid bilayer membranes. surfactin can increase the activity of amoxicillin against avian pathogenic Escherichia coli (APEC) in vitro with antimicrobial assays such as minimum inhibitory concentrations (MIC) and fractional inhibitory concentration (FIC) .in the model of chick infection, surfactin exerted adjuvant effects with amoxicillin against APEC by lowering the numerical value of mortality and liver bacterial loads, and regulating the expression of inflammatory cytokines et al. We concluded that surfactin can act as a novel antimicrobial adjuvant with amoxicillin against AEPC infection in chicken. (In Vitro) :Surfactin C1 (0.3-10 μg/mL; 24 h) inhibits the adhesion of leukemic cell and monocyte cell to HUVEC, stimulated by LPS.Surfactin C1 (3 μg/mL; 1 h) inhibits LPS-induced expression of adhesion molecules.Surfactin C1 (3 μg/mL; 1 h) inhibits the interaction of lipid A/LBP.
CAS Number
24730-31-2
Purity
>98% (HPLC)
Solubility
DMSO:47 mg/mL (45.35mM; Need ultrasonic) ; H2O:28.25 mg/mL (27.26mM; Need ultrasonic)
Smiles
CC (C) CCCCCCCCCC1CC (=O) N[C@@H] (CCC (O) =O) C (=O) N[C@@H] (CC (C) C) C (=O) N[C@H] (CC (C) C) C (=O) N[C@@H] (C (C) C) C (=O) N[C@@H] (CC (O) =O) C (=O) N[C@H] (CC (C) C) C (=O) N[C@@H] (CC (C) C) C (=O) O1
Molecular Formula
C53H93N7O13
Molecular Weight
1036.34
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Surfactin

Surfactin C is a cyclodepsipeptide that is N-[(3R)-3-hydroxy-13-methyltetradecanoyl]-L-alpha-glutamyl-L-leucyl-D-leucyl-L-valyl-L-alpha-aspartyl-D-leucyl-L-leucine in which the C-terminal carboxy group has been lactonised by condensation with the alcoholic hydroxy group. It has a role as an antiviral agent, a metabolite, an antibacterial agent, a surfactant, an antineoplastic agent, an antifungal agent and a platelet aggregation inhibitor. It is a lipopeptide antibiotic, a cyclodepsipeptide and a macrocyclic lactone.

CAS Number24730-31-2
PubChem CID443592
IUPAC Name3-[(3S,6R,9S,12S,15R,18S,21S,25R)-9-(carboxymethyl)-3,6,15,18-tetrakis(2-methylpropyl)-25-(10-methylundecyl)-2,5,8,11,14,17,20,23-octaoxo-12-propan-2-yl-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
Molecular FormulaC53H93N7O13
Molecular Weight1036.3
XLogP8.8
Topological Polar Surface Area305
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count24
Heavy Atom Count73
Formal Charge0
Complexity1800
SMILES
CC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O1)CC(C)C)CC(C)C)CC(=O)O)C(C)C)CC(C)C)CC(C)C)CCC(=O)O
InChI
InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1
InChIKey
NJGWOFRZMQRKHT-WGVNQGGSSA-N
Chemical Structure
2D Structure
2D structure of Surfactin
CAS: 24730-31-2
CID: 443592
Formula: C53H93N7O13
MW: 1036.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1036.3
XLogP38.8
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count13
Rotatable Bond Count24
Exact Mass1035.68313605
Monoisotopic Mass1035.68313605
Topological Polar Surface Area305 Ų
Heavy Atom Count73
Formal Charge0
Complexity1800
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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