Compound: spermine
SMILES: N(CCCN)CCCCNCCCN
InChIKey: PFNFFQXMRSDOHW-UHFFFAOYSA-N
Synonyms: spermine, 71-44-3, musculamine, neuridine, gerontine, Spermin, N,N'-Bis(3-aminopropyl)-1,4-butanediamine, Diaminopropyltetramethylenediamine, 4,9-Diaza-1,12-dodecanediamine, N,N'-Bis(3-aminopropyl)butane-1,4-diamine, Spermine, puriss, 1,4-Butanediamine, N,N'-bis(3-aminopropyl)-, 4,9-Diazadodecamethylenediamine, Gerotine, 1,4-Bis(aminopropyl)butanediamine, Spermina, 4,9-Diazadodecane-1,12-diamine, Actilip sp-91, 1,5,10,14-Tetraazatetradecane, 1,4-Bis(aminopropyl) butanediamine, 1,4-Diaminobutane, N,N'-bis(3-aminopropyl)-, 2FZ7Y3VOQX, NSC-268508, (3-aminopropyl)({4-[(3-aminopropyl)amino]butyl})amine, CHEBI:15746, diaminopropyl-tetramethylenediamine, 1,4-Butanediamine, N1,N4-bis(3-aminopropyl)-, (3-aminopropyl)((4-((3-aminopropyl)amino)butyl))amine, RefChem:6255, 200-754-2, N1,N1'-(Butane-1,4-diyl)bis(propane-1,3-diamine), N,N'-Bis(3-aminopropyl)-1,4-diaminobutane, MFCD00008215, NSC 268508, BRN 1750791, AI3-26633, NSC 268508; Neuridine, CHEMBL23194, N1,N4-bis(3-aminopropyl)-1,4-butanediamine, NSC268508, spermidine 3HCl, M03880, 71052-31-8, MLS002472980, C10H26N4, Spermine free base, Spermina [Italian], SMR001397086, EINECS 200-754-2, UNII-2FZ7Y3VOQX, Spermine puriss, DTXSID9058781, Spermine, HCl salt, Spermine (Standard), 71-44-3 (FREE BASE), 4,12-diamine, Spermine, >=97%, Tocris-0958, SPERMINE [MI], Lopac-S-2876, Biomol-NT_000213, bmse000117, NCIMech_000206, Spermine, min. 98.0%, Lopac0_001077, SCHEMBL14965, WLN: Z3M4M3Z, GTPL710, Spermine, analytical standard, 4-04-00-01301 (Beilstein Handbook Reference), BPBio1_001086, orb1304628, orb3025088, SCHEMBL2582869, BDBM79403, cid_5351186, HY-B1777R, 1, N,N'-bis(3-aminopropyl)-, Spermine, >=99.0% (GC), HY-B1777, CCG-35276, HB0588, HSCI1_000212, s3948, AKOS024258603, DB00127, EBC-153132, MSK000656-100W, SB38410, SDCCGSBI-0051047.P003, Spermine Solution in Water, 100ug/mL, MSK000656-1000W, N1,N4-bis(3-aminopropyl)-butanediamine, NCGC00015941-01, NCGC00015941-02, NCGC00015941-03, NCGC00015941-04, NCGC00015941-05, NCGC00015941-10, NCGC00024902-01, NCGC00024902-02, NCGC00024902-03, Spermine Solution in Water, 1000ug/mL, AS-35114, BP-21388, BP-41424, NCI60_035280, SY077003, DB-055526, CS-0013806, N,Na?Bis(3-aminopropyl)-1,4-diaminobutane, NS00014922, Spermine, Vetec(TM) reagent grade, >=97%, ST50825496, N,N''-bis(3-aminopropyl)butane-1,4-diamine, C00750, EN300-175597, Z-1049, L001114, Q424597, N,N'-Bis(3-aminopropyl)-1,4-tetramethylenediamine, N~1~,N~4~-Bis(3-aminopropyl)butane-1,4-diamine, (3-aminopropyl){4-[(3-aminopropyl)amino]butyl}amine, BRD-K18375018-376-02-3, N1,N1'-(Butane-1,4-diyl);bis(propane-1,3-diamine);, Z1269219211, 2B445AED-6284-43E4-82FE-39598858D67F, 3-aminopropyl-[4-(3-aminopropylamino)butyl]amine;hydrochloride, N,N''''-bis(3-aminopropyl)butane-1,4-diamine;hydrochloride, N,N''''-bis(3-azanylpropyl)butane-1,4-diamine;hydrochloride, Spermine, BioReagent, amorphous semi-solid, suitable for cell culture, N,N inverted exclamation marka-Bis(3-aminopropyl)-1,4-diaminobutane; Gerontine; Musculamine; Neuridine
Theoretical properties:
molecular_formula: C10H26N4
molecular_weight: 202.34 g/mol
exact_mass: 202.21574685 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 11
heavy_atom_count: 14
topological_polar_surface_area: 76.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 150-150 °C
solubility: > 100 mg/mL
Descriptions:
pubchem: Spermine is a polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism. It has a role as an antioxidant, an immunosuppressive agent and a fundamental metabolite. It is a tetramine and a polyazaalkane. It is a conjugate base of a spermine(4+).
chebi: A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.
chembl: SPERMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 0.5.
wikipedia: Spermine is a polyamine involved in cellular metabolism that is found in all eukaryotic cells.  The precursor for synthesis of spermine is the amino acid ornithine. It is an essential growth factor in some bacteria as well. It is found as a polycation at physiological pH. Spermine is associated with nucleic acids and is thought to stabilize helical structure, particularly in viruses. It functions as an intracellular free radical scavenger to protect DNA from free radical attack. Spermine is the chemical primarily responsible for the characteristic odor of semen.
Antonie van Leeuwenhoek first described crystals of spermine phosphate in human semen in 1678. The name spermin was first used by the German chemists Ladenburg and Abel in 1888, and the correct structure of spermine was established in the 1920s, independently by Dudley, Rosenheim, and Starling in England and by Wrede et al. in Germany.