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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

C[C@@H]([C@H](O)[C@@H](CCO)NC(=O)[C@@H](NC(=O)C1=C(C)C(N)=NC(=N1)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O)[C@H](O)[C@@H]2O[C@H]3O[C@H](CO)[C@@H](O)[C@H](OC(N)=O)[C@@H]3O)C4=CNC=N4)C(=O)N[C@H](C(=O)NCCC5=N[C@H](CS5)C6=NC(=CS6)C(=O)NCCC(N)=N)C(C)(C)O

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

Molecular Formula C55H85N19O21S2
Molecular Weight 1412.508
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 19 / 19
E/Z Centers 0
Optical Activity UNSPECIFIED

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 has a different DNA sequence selectivity compared with bleomycin and analogues.
2016-11-15
Crystal Structure of the Zorbamycin-Binding Protein ZbmA, the Primary Self-Resistance Element in Streptomyces flavoviridis ATCC21892.
2015-11-17
The biosynthetic gene cluster of zorbamycin, a member of the bleomycin family of antitumor antibiotics, from Streptomyces flavoviridis ATCC 21892.
2009-01
Mode of action of zorbamycin.
1971-10
Zorbamycin and related antibiotics. I. Production, isolation and characterization.
1971-08
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:53:24 GMT 2025
Edited
by admin
on Mon Mar 31 21:53:24 GMT 2025
Record UNII
IQZ99Q218Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
U-30,604
Preferred Name English
Zorbamycin
USAN  
USAN  
Official Name English
U-30604
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 Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
Code System Code Type Description
SMS_ID
300000051325
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
FDA UNII
IQZ99Q218Q
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID80149300
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
CAS
11056-20-5
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
NCI_THESAURUS
C152965
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
PUBCHEM
70697970
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105777
Created by admin on Mon Mar 31 21:53:24 GMT 2025 , Edited by admin on Mon Mar 31 21:53:24 GMT 2025
PRIMARY