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Tuberactinomycin-O

CAT: 0931-T202590-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T202590-01Size:10 mg
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CAS Number
33137-73-4
Bioactivity
Tuberactinomycin compounds are essential components in the current combination of drugs used to combat Mycobacterium tuberculosis infections. These compounds target bacterial ribosomes and function by binding RNA and disrupting bacterial protein biosynthesis. Tuberactinomycin is produced by the actinomycete [Streptomyces puniceus], which binds RNA and inhibits protein synthesis in prokaryotes as well as certain forms of RNA splicing.
Smiles
O=C1[C@]([C@@]2(NC(N)=NCC2)[H])(NC(=O)\C(=C\NC(N)=O)\NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(C[C@H](CCCN)N)=O)CN1)[H]
Molecular Formula
C25H43N13O9
Molecular Weight
669.69
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Tuberactinomycin-O

Tuberactinomycin O is a cyclic peptide.

CAS Number33137-73-4
PubChem CID139589198
IUPAC Name(3S)-3,6-diamino-N-[(3R,6E,9S,12R,15R)-3-[(6S)-2-amino-1,4,5,6-tetrahydropyrimidin-6-yl]-6-[(carbamoylamino)methylidene]-9,12-bis(hydroxymethyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazacyclohexadec-15-yl]hexanamide
Molecular FormulaC25H43N13O9
Molecular Weight669.7
XLogP-6.4
Topological Polar Surface Area373
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count12
Rotatable Bond Count10
Heavy Atom Count47
Formal Charge0
Complexity1240
SMILES
C1CN=C(N[C@@H]1[C@@H]2C(=O)NC[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CO)CO)NC(=O)C[C@H](CCCN)N)N
InChI
InChI=1S/C25H43N13O9/c26-4-1-2-11(27)6-17(41)33-13-7-31-23(46)18(12-3-5-30-24(28)37-12)38-20(43)14(8-32-25(29)47)34-21(44)15(9-39)36-22(45)16(10-40)35-19(13)42/h8,11-13,15-16,18,39-40H,1-7,9-10,26-27H2,(H,31,46)(H,33,41)(H,34,44)(H,35,42)(H,36,45)(H,38,43)(H3,28,30,37)(H3,29,32,47)/b14-8+/t11-,12-,13+,15-,16+,18+/m0/s1
InChIKey
IJLXXTHFOUHWGE-UYVOBHQYSA-N
Chemical Structure
2D Structure
2D structure of Tuberactinomycin-O
CAS: 33137-73-4
CID: 139589198
Formula: C25H43N13O9
MW: 669.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight669.7
XLogP3-6.4
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count12
Rotatable Bond Count10
Exact Mass669.33067000
Monoisotopic Mass669.33067000
Topological Polar Surface Area373 Ų
Heavy Atom Count47
Formal Charge0
Complexity1240
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
GTR19241948-01Tuberactinomycin-O
GTR19240912-01Tuberactinomycin A
290779O, O, O-Triethyl Phosphorothioate
sc-473252O, O', O''-Triethyl Phosphorothioate
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OR95833-01O, O, O-Trimethyl phosphorothioate
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