Cytosaminomycin A

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Description

Cytosaminomycin A is an antibiotic with anticoccidial and antibacterial activities[1][2].

CAS Number

157878-02-9

UNSPSC

12352005

Target

Antibiotic; Bacterial; Parasite

Related Pathways

Anti-infection

Field of Research

Infection

Smiles

O=C1N=C(NC(/C=C/SC)=O)C=CN1[C@@H]2O[C@@H]([C@H]([C@@H](C2)O)O[C@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)N(C)C)C)C

Molecular Formula

C22H34N4O8S

Molecular Weight

514.59

References & Citations

[1]Haneda K, et al. Cytosaminomycins, new anticoccidial agents produced by Streptomyces sp. KO-8119. I. Taxonomy, production, isolation and physico-chemical and biological properties. J Antibiot (Tokyo) . 1994 Jul;47 (7) :774-81.|[2]Fu J, et al. Total Synthesis of Nucleoside Antibiotics Amicetin, Plicacetin, and Cytosaminomycin A-D. Chinese Journal of Chemistry, 2021, 39 (10) : 2679-2684.

Shipping Conditions

Room temperature

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

Cytosaminomycin A

Cytosaminomycin A is an aminoglycoside.

CAS Number	157878-02-9
PubChem CID	10324174
IUPAC Name	(E)-N-[1-[(2R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]-3-methylsulfanylprop-2-enamide
Molecular Formula	C22H34N4O8S
Molecular Weight	514.6
XLogP	-1.2
Topological Polar Surface Area	179
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Heavy Atom Count	35
Formal Charge	0
Complexity	868

SMILES

C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2O)N3C=CC(=NC3=O)NC(=O)/C=C/SC)C)O)O)N(C)C

InChI

InChI=1S/C22H34N4O8S/c1-11-17(25(3)4)18(29)19(30)21(33-11)34-20-12(2)32-16(10-13(20)27)26-8-6-14(24-22(26)31)23-15(28)7-9-35-5/h6-9,11-13,16-21,27,29-30H,10H2,1-5H3,(H,23,24,28,31)/b9-7+/t11-,12-,13-,16-,17-,18+,19-,20-,21-/m1/s1

InChIKey

OEIFFRHFKRNPAL-ZQEFWBPISA-N

Chemical Structure

2D Structure

CAS: 157878-02-9

CID: 10324174

Formula: C22H34N4O8S

MW: 514.6

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	514.6
XLogP3	-1.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	7
Exact Mass	514.20973523
Monoisotopic Mass	514.20973523
Topological Polar Surface Area	179 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	868
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
TN10562-01	Cytosaminomycin A
TN10408-01	Cytosaminomycin B
TN9946-01	Cytosaminomycin D
TN10333-01	Cytosaminomycin C

Cytosaminomycin A

Chemical Information

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