U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C48H64N2O17
Molecular Weight 941.025
Optical Activity UNSPECIFIED
Defined Stereocenters 18 / 18
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RODORUBICIN

SMILES

CC[C@@]1(O)C[C@H](O[C@H]2C[C@@H]([C@H](O[C@H]3C[C@@H]4O[C@H]5CC(=O)[C@H](C)O[C@H]5O[C@@H]4[C@H](C)O3)[C@H](C)O2)N(C)C)C6=C([C@H]1O[C@H]7C[C@@H]([C@H](O)[C@H](C)O7)N(C)C)C(O)=C8C(=O)C9=CC=CC(O)=C9C(=O)C8=C6O

InChI

InChIKey=JXVAMODRWBNUSF-KZQKBALLSA-N
InChI=1S/C48H64N2O17/c1-10-48(58)18-30(64-31-15-25(50(8)9)44(21(4)60-31)65-33-17-28-45(22(5)61-33)67-47-29(63-28)16-27(52)19(2)62-47)35-38(46(48)66-32-14-24(49(6)7)39(53)20(3)59-32)43(57)36-37(42(35)56)41(55)34-23(40(36)54)12-11-13-26(34)51/h11-13,19-22,24-25,28-33,39,44-47,51,53,56-58H,10,14-18H2,1-9H3/t19-,20-,21-,22-,24-,25-,28-,29-,30-,31-,32-,33-,39+,44+,45+,46+,47-,48+/m0/s1

HIDE SMILES / InChI
Rodorubicin (Cytorhodin S, HLB 817) is a synthetic tetraglycosidic anthracycline antibiotic with antineoplastic activity. Rodorubicin is thought to intercalate DNA and cause cell death. Compared to standard anthracyclines, this compound has an atypical spectrum of activity and toxicity. Rodorubucin was the first drug that was being developed clinically despite its inactivity in animal transplantation tumor systems (it was detected in a human tumor-based screening system). Delayed nephrotoxicity is the dose-limiting factor for this drug, namely proteinuria and clearance reduction. Because of the severe side effects, rodobubicin was never marketed.

Originator

Approval Year

Patents
Name Type Language
CYTORHODIN S
Preferred Name English
RODORUBICIN
INN  
INN  
Official Name English
rodorubicin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1594
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
Code System Code Type Description
CAS
96497-67-5
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
PRIMARY
MESH
C056816
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
PRIMARY
INN
5837
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
PRIMARY
SMS_ID
100000080270
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
PRIMARY
ChEMBL
CHEMBL2105865
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
PRIMARY
PUBCHEM
57097
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
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NCI_THESAURUS
C97275
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
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FDA UNII
XCZ4D2241Y
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
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EVMPD
SUB10355MIG
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
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EPA CompTox
DTXSID80869273
Created by admin on Mon Mar 31 17:58:31 GMT 2025 , Edited by admin on Mon Mar 31 17:58:31 GMT 2025
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