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Details

Stereochemistry ABSOLUTE
Molecular Formula C33H35NO13
Molecular Weight 653.6299
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELSAMITRUCIN

SMILES

[H][C@]7(O[C@H]1[C@H](OC2=CC=CC3=C(O)C4=C5C(OC(=O)C6=C(C)C=CC(OC4=O)=C56)=C23)O[C@H](C)[C@H](O)[C@]1(C)O)O[C@H](C)[C@H](O)[C@H](OC)[C@H]7N

InChI

InChIKey=MGQRRMONVLMKJL-KWJIQSIXSA-N
InChI=1S/C33H35NO13/c1-11-9-10-16-19-17(11)29(38)46-25-18-14(24(36)21(20(19)25)30(39)44-16)7-6-8-15(18)45-32-28(33(4,40)27(37)13(3)43-32)47-31-22(34)26(41-5)23(35)12(2)42-31/h6-10,12-13,22-23,26-28,31-32,35-37,40H,34H2,1-5H3/t12-,13-,22-,23+,26-,27+,28+,31-,32+,33+/m1/s1

HIDE SMILES / InChI

Molecular Formula C33H35NO13
Molecular Weight 653.6299
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Elsamitrucin is a heterocyclic antineoplastic antibiotic isolated from the bacterium Actinomycete strain J907-21. Elsamitrucin intercalates into DNA at guanine-cytosine (G-C)-rich sequences and inhibits topoisomerase I and II, resulting in single-strand breaks and inhibition of DNA replication. It demonstrated a broad spectrum of in vitro cytotoxicity against tumor cell lines. According to the results of Phase II trials elsamitrucin is not an active drug in patients with metastatic breast cancer, colorectal cancer, non-small cell lung cancer or ovarian cancer, however, it showed modest activity in patients with relapsed or refractory non-Hodgkin's lymphoma.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of Elsamitrucin (BMY-28090) in plasma and urine by high-performance liquid chromatography with fluorescence detection.
1993 Dec 22
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:35:39 UTC 2023
Edited
by admin
on Fri Dec 15 15:35:39 UTC 2023
Record UNII
ZTV0FOB6NU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ELSAMITRUCIN
INN   USAN  
USAN   INN  
Official Name English
ELSAMITRUCIN [USAN]
Common Name English
BMY-28090
Code English
BENZO(H)(1)BENZOPYRANO(5,4,3-CDE)(1)BENZOPYRAN-5,12-DIONE, 10-((2-O-(2-AMINO-2,6-DIDEOXY-3-O-METHYL-.ALPHA.-D-GALACTOPYRANOSYL)-6-DEOXY-3-C-METHYL-.BETA.-D-GALACTOPYRANOSYL)OXY)-6-HYDROXY-1-METHYL-
Systematic Name English
10-O-ELSAMINOSYLELSAROSYLCHARTARIN
Systematic Name English
NSC-369327
Code English
elsamitrucin [INN]
Common Name English
BBM-2478A
Code English
Classification Tree Code System Code
NCI_THESAURUS C259
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
NCI_THESAURUS C1968
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
Code System Code Type Description
INN
6507
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
NSC
369327
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106409
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
WIKIPEDIA
ELSAMITRUCIN
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
FDA UNII
ZTV0FOB6NU
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
DRUG BANK
DB05129
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
EVMPD
SUB06493MIG
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
SMS_ID
100000080730
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
NCI_THESAURUS
C1080
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
PUBCHEM
5362259
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID101028137
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
USAN
AA-45
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
CAS
97068-30-9
Created by admin on Fri Dec 15 15:35:39 UTC 2023 , Edited by admin on Fri Dec 15 15:35:39 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY