Basic information
- CAS
121749-39-1- Standard SMILES
CCNCCCNCCCNCCCNCC- InChIKey
UMJJGDUYVQCBMC-UHFFFAOYSA-N- Molecular formula
- C13H32N4
- Average molar mass
- 244.42 g/mol
- Monoisotopic mass
- 244.26269704
Overview
DENSPM is n(1),N(11)-bis(ethyl)norspermine (DENSPM), a N-terminally alkylated tetraamine and polyamine mimetics, disrupts polyamine pool homeostasis by modulating the activities of the biosynthetic enzymes, ornithine decarboxylase (ODC), and S-adenosylmethionine decarboxylase (AdoMetDC).
Names & identifiers
- Preferred name
- N1,N11-Diethylnorspermine
- IUPAC
- N-ethyl-N'-[3-[3-(ethylamino)propylamino]propyl]propane-1,3-diamine
- English name
- N',N''-Diethylnorspermine tetrahydrochloride
- Molecular formula
- C13H32N4
- Molecular weight
- 244.42
Names & synonyms
N1,N11-DiethylnorspermineDiethylnorspermine121749-39-1DENSPMN(1),N(11)-DiethylnorspermineBENSMBENSPMBESPM1,11-bis(ethylamino)-4,8-diazaundecaneBE-333HLI827Z1ST3,7,11,15-tetraazaheptadecane
Show more names
de333be3-3-3Bisethyl norspermineN1,N11-DiethylnorspeN1,N11-Diethylnorspermine4HCl
1,3-Propanediamine, N,N'-bis(3-(ethylamino)propyl)-N(1),N(11)-bis(ethyl)norspermineBE 333BE-3-3-3RefChem:821330CI-1006N1,N11-Bis(ethyl)norspermineDE-333
Database identifiers
- CAS
121749-39-1- PubChem CID
- 4282
- DTXSID
DTXSID50923952- ChEMBL
CHEMBL44083- ChEBI
CHEBI:231415- UNII
- HLI827Z1ST
- Nikkaji
- J415.689G
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 48.1 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 14
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 117
Physicochemical properties
- Boiling point
- 357.1 · 357.1±10.0 °C(Predicted)
- Density
- 0.877 · 0.877±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT
- pka
- 10.95 · 10.95±0.19(Predicted)
- FDA UNII
- 827 Z1ST · HLI827Z1ST
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Applications
UsesN1,N11-Diethylnorspermine (DENSPM tetrahydrochloride) is a potent anticancer agent. N1,N11-Diethylnorspermine activates polyamine catabolism and downregulates mTOR protein. N1,N11-Diethylnorspermine induces the release of cytochrome c from mitochondria, resulting in activation of caspase 3. N1,N11-Diethylnorspermine tetrahydrochloride kills glioblastoma multiforme (GBM) through induction of SSAT (spermidine/spermine N1-acetyltransferase) coupled with H2O2 production[1][2][3][4][5][6].
Suppliers8 total
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
Related reactions
0 records
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Compound notes
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