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Malformin C

CAT: 0931-T36961-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0931-T36961-01Size:500 µg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
59926-78-2
Target
Others, Reactive Oxygen Species
Related Pathways
Metabolism, Immunology/Inflammation, Others, NF-κB
Bioactivity
Malformin C is a natural fungus-derived bicyclic pentapeptide that has antibacterial properties, particularly against species of Bacillus. Malformin C potently blocks the ability of bleomycin to induce G2 arrest in human T-cell leukemia-derived Jurkat cells (IC50 = 0.9 nM) . It less potently abrogates colchicine-induced M phase arrest in Jurkat cells (IC50 = 24 nM) . Malformin C inhibits cell growth dose-dependently in Colon 38 and HCT 115 cancer cells (IC50s = 0.27 and 0.18 μM, respectively) but has a low therapeutic index against cancer xenografts when tested in mice.
Smiles
[H][C@@]12CSSC[C@@]([H])(NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)C(NC1=O)C(C)C)C(=O)N2 |@@:31|
Molecular Formula
C23H39N5O5S2
Molecular Weight
529.72
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Malformin C

Malformin B1b is an oligopeptide.

CAS Number59926-78-2
PubChem CID21635794
IUPAC Name(1S,4S,7R,10S,13S)-4,7-bis(2-methylpropyl)-10-propan-2-yl-15,16-dithia-2,5,8,11,19-pentazabicyclo[11.4.2]nonadecane-3,6,9,12,18-pentone
Molecular FormulaC23H39N5O5S2
Molecular Weight529.7
XLogP2.1
Topological Polar Surface Area196
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count35
Formal Charge0
Complexity807
SMILES
CC(C)C[C@H]1C(=O)N[C@@H]2CSSC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N1)CC(C)C)C(C)C)NC2=O
InChI
InChI=1S/C23H39N5O5S2/c1-11(2)7-14-20(30)26-16-9-34-35-10-17(27-21(16)31)22(32)28-18(13(5)6)23(33)25-15(8-12(3)4)19(29)24-14/h11-18H,7-10H2,1-6H3,(H,24,29)(H,25,33)(H,26,30)(H,27,31)(H,28,32)/t14-,15+,16+,17+,18-/m0/s1
InChIKey
TZODYIWCRGWHQB-TZNCUMHOSA-N
Chemical Structure
2D Structure
2D structure of Malformin C
CAS: 59926-78-2
CID: 21635794
Formula: C23H39N5O5S2
MW: 529.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight529.7
XLogP32.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass529.23926171
Monoisotopic Mass529.23926171
Topological Polar Surface Area196 Ų
Heavy Atom Count35
Formal Charge0
Complexity807
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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