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Details

Stereochemistry ABSOLUTE
Molecular Formula C55H85N19O21S2
Molecular Weight 1412.508
Optical Activity UNSPECIFIED
Defined Stereocenters 19 / 19
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Zorbamycin

SMILES

[H][C@@](O[C@@H]1O[C@@H](C)[C@@H](O)[C@H](O)[C@@H]1O[C@@]2([H])O[C@H](CO)[C@@H](O)[C@H](OC(N)=O)[C@@H]2O)([C@H](NC(=O)C3=C(C)C(N)=NC(=N3)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)C(=O)N[C@H](CCO)[C@@H](O)[C@H](C)C(=O)N[C@H](C(=O)NCCC4=N[C@]([H])(CS4)C5=NC(=CS5)C(=O)NCCC(N)=N)C(C)(C)O)C6=CNC=N6

InChI

InChIKey=UJKRUPHWCPAJIL-CPLCKGKLSA-N
InChI=1S/C55H85N19O21S2/c1-19-32(71-45(74-43(19)60)24(12-30(59)77)66-13-22(56)44(61)83)48(86)72-33(39(25-14-63-18-67-25)93-53-41(37(81)35(79)21(3)91-53)94-52-38(82)40(95-54(62)89)36(80)28(15-76)92-52)49(87)69-23(8-11-75)34(78)20(2)46(84)73-42(55(4,5)90)50(88)65-10-7-31-68-27(17-96-31)51-70-26(16-97-51)47(85)64-9-6-29(57)58/h14,16,18,20-24,27-28,33-42,52-53,66,75-76,78-82,90H,6-13,15,17,56H2,1-5H3,(H3,57,58)(H2,59,77)(H2,61,83)(H2,62,89)(H,63,67)(H,64,85)(H,65,88)(H,69,87)(H,72,86)(H,73,84)(H2,60,71,74)/t20-,21-,22-,23+,24-,27+,28+,33-,34-,35+,36+,37-,38-,39-,40-,41-,42+,52+,53-/m0/s1

HIDE SMILES / InChI
Zorbamycin (U-30,604E), an antibiotic that induced rapid degradation of deoxyribonucleic acid (DNA) and ribonucleic acid (RNA) in Bacillus subtilis cells. It was shown that this drug somehow induced a change in the structure or function of the cellular DNA fraction which resulted in rapid breakdown of this fraction. Zorbamycin also possesses antitumor activity.

Approval Year

PubMed

PubMed

TitleDatePubMed
Zorbamycin and related antibiotics. I. Production, isolation and characterization.
1971 Aug
Mode of action of zorbamycin.
1971 Oct
Zorbamycin has a different DNA sequence selectivity compared with bleomycin and analogues.
2016 Nov 15
Name Type Language
Zorbamycin
USAN  
USAN  
Official Name English
U-30604
Code English
U-30,604
Code English
ANTIBIOTIC DERIVED FROM STREPTOMYCES BIKINIENSIS VARIANT
Common Name English
ZORBAMYCIN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2311
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
Code System Code Type Description
FDA UNII
IQZ99Q218Q
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY
EPA CompTox
DTXSID80149300
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY
CAS
11056-20-5
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY
NCI_THESAURUS
C152965
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY
PUBCHEM
70697970
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105777
Created by admin on Sat Dec 16 08:06:45 GMT 2023 , Edited by admin on Sat Dec 16 08:06:45 GMT 2023
PRIMARY