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Streptolydigin

CAT: 0926-HAA22950-03Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0926-HAA22950-03Size:50 mg
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CAS Number
7229-50-7
MDL Number
MFCD00211196
Smiles
C1=CC=C (C=C1) N2C3=C (C=N2) C (=S) N=C (N3) C4=CC=CC=C4Cl
Molecular Formula
C32H44N2O9
Molecular Weight
600.7 g/mol
Controlled
No

Chemical Information

Streptolydigin

Streptolydigin is a monocarboxylic acid amide that is a broad-spectrum antibiotic produced by Streptomyces lydicus. It has a role as an antimicrobial agent, an EC 2.7.7.6 (RNA polymerase) inhibitor and a bacterial metabolite. It is a spiro-epoxide, a N-glycosyl compound, an organic heterobicyclic compound, a monocarboxylic acid amide, an enol, a bridged compound, a pyrrolidinone and a cyclic ketal.

CAS Number7229-50-7
PubChem CID54708748
IUPAC Name(2S)-2-[(2S,4E)-4-[(2E,4E,6R)-6-[(1R,3R,4S,5R,8R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-1-hydroxy-4-methylhepta-2,4-dienylidene]-1-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]-3,5-dioxopyrrolidin-2-yl]-N-methylpropanamide
Molecular FormulaC32H44N2O9
Molecular Weight600.7
XLogP3.1
Topological Polar Surface Area147
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count43
Formal Charge0
Complexity1290
SMILES
C[C@H]1[C@H]2C=C[C@@]3(CO3)[C@](O2)(O[C@@H]1[C@H](C)/C=C(\C)/C=C/C(=C\4/C(=O)[C@@H](N(C4=O)[C@@H]5CC[C@@H]([C@@H](O5)C)O)[C@H](C)C(=O)NC)/O)C
InChI
InChI=1S/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35-36H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+,25-22+/t17-,18+,19+,20+,21+,23-,24+,26+,28-,31-,32-/m1/s1
InChIKey
KVTPRMVXYZKLIG-NCAOFHFGSA-N
Chemical Structure
2D Structure
2D structure of Streptolydigin
CAS: 7229-50-7
CID: 54708748
Formula: C32H44N2O9
MW: 600.7
Interactive 3D Structure
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View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight600.7
XLogP33.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass600.30468099
Monoisotopic Mass600.30468099
Topological Polar Surface Area147 Ų
Heavy Atom Count43
Formal Charge0
Complexity1290
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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