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Tetranactin

CAT: 0931-T37052-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T37052-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
33956-61-5
Target
Others, Antifungal, Antibiotic, Antibacterial
Related Pathways
Others, Microbiology/Virology
Bioactivity
Tetranactin is a macrotetrolide and a monovalent cation ionophore that has been found in S. aureus and has antibacterial, insecticidal, and mitogenic activities. It exhibits an equilibrium permeability ratio 1,000-fold greater for lithium than sodium or cesium ions accross bilayer membranes at low voltages. Tetranactin inhibits the growth of Gram-positive bacteria and C. miyabeanus and R. solani fungi when used at concentrations less than 0.9 μg/ml. Tetranactin (0.5-1.5 μg per insect) dose-dependently increases the mortality of adult C. chinensis weevils up to 100% and has mitogenic activity against T. telarius when sprayed onto plants with an LC50 value of 9.2 μg/ml. It reduces IL-1β- and cAMP-induced secretion of phospholipase A2 (PLA2) from rat mesangial cells (IC50s = 43 and 33 nM, respectively) . Tetranactin (50 ng/ml) suppresses the proliferation of human T lymphocytes induced by allogeneic cells and IL-2 and supresses the generation of cytotoxic T lymphocytes in mixed lymphocyte cultures.
Smiles
[H][C@@]12CC[C@@]([H])(O1)[C@@H](C)C(=O)O[C@H](CC)C[C@@]1([H])CC[C@]([H])(O1)[C@H](C)C(=O)O[C@@H](CC)C[C@]1([H])CC[C@@]([H])(O1)[C@@H](C)C(=O)O[C@H](CC)C[C@@]1([H])CC[C@]([H])(O1)[C@H](C)C(=O)O[C@@H](CC)C2
Molecular Formula
C44H72O12
Molecular Weight
793.048
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Tetranactin

Tetranactin is a macrotetrolide.

CAS Number33956-61-5
PubChem CID441165
IUPAC Name(1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-5,14,23,32-tetraethyl-2,11,20,29-tetramethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone
Molecular FormulaC44H72O12
Molecular Weight793.0
XLogP8.7
Topological Polar Surface Area142
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Heavy Atom Count56
Formal Charge0
Complexity1100
SMILES
CC[C@H]1C[C@@H]2CC[C@@H](O2)[C@H](C(=O)O[C@@H](C[C@H]3CC[C@H](O3)[C@@H](C(=O)O[C@H](C[C@@H]4CC[C@@H](O4)[C@H](C(=O)O[C@@H](C[C@H]5CC[C@H](O5)[C@@H](C(=O)O1)C)CC)C)CC)C)CC)C
InChI
InChI=1S/C44H72O12/c1-9-29-21-33-13-17-38(49-33)26(6)42(46)54-31(11-3)23-35-15-19-40(51-35)28(8)44(48)56-32(12-4)24-36-16-20-39(52-36)27(7)43(47)55-30(10-2)22-34-14-18-37(50-34)25(5)41(45)53-29/h25-40H,9-24H2,1-8H3/t25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,38+,39+,40-
InChIKey
NKNPHSJWQZXWIX-DCVDGXQQSA-N
Chemical Structure
2D Structure
2D structure of Tetranactin
CAS: 33956-61-5
CID: 441165
Formula: C44H72O12
MW: 793.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight793.0
XLogP38.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass792.50237773
Monoisotopic Mass792.50237773
Topological Polar Surface Area142 Ų
Heavy Atom Count56
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count16
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
T085-5MGTetranactin

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