Products for Research Use Only
RegisterLogin

Brostallicin

CAT: 0013-GTR19241792-01Size: 10 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0013-GTR19241792-01Size:10 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Brostallicin is a synthetic DNA minor groove binding agent with demonstrated antitumor activity in preclinical research. It has shown efficacy in both in vitro cell-based assays and in vivo animal models against a range of human cancer types, supporting its investigation in oncology studies.
CAS Number
203258-60-0
Smiles
O=C (NC=1C=C (C (=O) NC=2C=C (C (=O) NC=3C=C (C (=O) NC=4C=C (C (=O) NCCNC (=N) N) N (C4) C) N (C3) C) N (C2) C) N (C1) C) C (Br) =C
Molecular Formula
C30H35BrN12O5
Molecular Weight
723.58
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Brostallicin

Brostallicin is a synthetic, alpha-bromoacrylic, second-generation minor groove binder (MGB), related to distamycin A, with potential antineoplastic activity. Brostallicin binds to DNA minor groove DNA, after having formed a highly reactive glutathione (GSH)-brostallicin complex in the presence of the enzyme glutathione S-transferase (GST), which is overexpressed in cancer cells; DNA replication and cell division are inhibited, resulting in tumor cell death. Compared to typical MGBs, this agent appears to bind covalently to DNA in a different manner and its activity does not depend on a functional DNA mismatch repair (MMR) mechanism. Accordingly, brostallicin may be effective against MMR-defective tumors that are refractory to various anticancer agents.

CAS Number203258-60-0
PubChem CID6918408
IUPAC Name4-[[4-[[4-[[4-(2-bromoprop-2-enoylamino)-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-1-methylpyrrole-2-carbonyl]amino]-N-[2-(diaminomethylideneamino)ethyl]-1-methylpyrrole-2-carboxamide
Molecular FormulaC30H35BrN12O5
Molecular Weight723.6
XLogP-0.9
Topological Polar Surface Area230
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Heavy Atom Count48
Formal Charge0
Complexity1280
SMILES
CN1C=C(C=C1C(=O)NCCN=C(N)N)NC(=O)C2=CC(=CN2C)NC(=O)C3=CC(=CN3C)NC(=O)C4=CC(=CN4C)NC(=O)C(=C)Br
InChI
InChI=1S/C30H35BrN12O5/c1-16(31)25(44)36-17-9-22(41(3)12-17)27(46)38-19-11-24(43(5)14-19)29(48)39-20-10-23(42(4)15-20)28(47)37-18-8-21(40(2)13-18)26(45)34-6-7-35-30(32)33/h8-15H,1,6-7H2,2-5H3,(H,34,45)(H,36,44)(H,37,47)(H,38,46)(H,39,48)(H4,32,33,35)
InChIKey
RXOVOXFAAGIKDQ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Brostallicin
CAS: 203258-60-0
CID: 6918408
Formula: C30H35BrN12O5
MW: 723.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight723.6
XLogP3-0.9
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Exact Mass722.20367
Monoisotopic Mass722.20367
Topological Polar Surface Area230 Ų
Heavy Atom Count48
Formal Charge0
Complexity1280
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T202742-01Brostallicin
MBS5812521Brostallicin HCl

Popular Products