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Surfactin

CAT: 0013-GTR19175741-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19175741-01Size:1 mg
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Description
Surfactin is a cyclic lipopeptide biosurfactant that facilitates the transmembrane transport of cations like calcium. It is widely used in research for its membrane-disrupting properties, applied in studies of antimicrobial mechanisms, hemolysis, and membrane biophysics in both in vitro and in vivo experimental models.
CAS Number
24730-31-2
Product Name Alternative
HSV-1, Surfactin
Field of Research
Cell Biology
Purity
>98%
Form
Powder
Solubility
Soluble in DMSO (15 mg/ml)
Smiles
CC (C) CCCCCCCCCCCC (=O) N1[C@@H] (C (O) CC (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) C1=O
Molecular Formula
C53H93N7O13 (based on C15 subunit)
Molecular Weight
1036.3
Storage Conditions
-20°C
Notes
For research use only.
Other Product Names
Cyclic lipopeptide produced by Bacillus subtilis.

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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