Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C29H31NO11S |
Molecular Weight | 601.622 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(C[C@@H]([C@H](OS(C)(=O)=O)[C@H](C)O1)N2CC2)O[C@H]3C[C@@](O)(CC4=C3C(O)=C5C(=O)C6=C(C=CC=C6)C(=O)C5=C4O)C(C)=O
InChI
InChIKey=VMDWTZZCNDEKIO-CBNJBKGYSA-N
InChI=1S/C29H31NO11S/c1-13-28(41-42(3,37)38)18(30-8-9-30)10-20(39-13)40-19-12-29(36,14(2)31)11-17-21(19)27(35)23-22(26(17)34)24(32)15-6-4-5-7-16(15)25(23)33/h4-7,13,18-20,28,34-36H,8-12H2,1-3H3/t13-,18-,19-,20-,28+,29-/m0/s1
Molecular Formula | C29H31NO11S |
Molecular Weight | 601.622 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
LADIRUBICIN is an idarubicin derivative with potential antineoplastic activity. Its primary effect is a DNA alkylation with sequence specificity similar to that of conventional nitrogen mustards. It possesses a wide spectrum antitumor activity against rapidly proliferating murine leukemias and on slowly growing transplantable human tumor xenografts.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11280756
Curator's Comment: Known to be CNS penetrant in mice. Human data not available.
Approval Year
PubMed
Title | Date | PubMed |
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Sequence-specific DNA interactions by novel alkylating anthracycline derivatives. | 1995 Dec |
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Pharmacological and toxicological aspects of 4-demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548): a novel antineoplastic agent. | 2001 Mar 1 |
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4-Demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548), a novel anticancer agent active against tumor cell lines with different resistance mechanisms. | 2001 Mar 1 |
|
4-Demethoxy-3'-deamino-3'-aziridinyl-4'-methylsulphonyl-daunorubicin (PNU-159548): a promising new candidate for chemotherapeutic treatment of osteosarcoma patients. | 2005 Sep |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:49:14 GMT 2023
by
admin
on
Fri Dec 15 15:49:14 GMT 2023
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Record UNII |
U395ERO49H
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C1594
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216232
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U395ERO49H
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DTXSID301031257
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171047-47-5
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CHEMBL2103926
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C83861
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300000036977
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7958
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