| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 14 | Yes |
Popular Name: Spermine Spermine
Find On: PubMed — Wikipedia — Google
CAS Numbers: 306-67-2 , 3891-79-0 , 58298-97-8 , 71-44-3 , 71-44-3or17321-47-0 , [306-67-2] , [71-44-3]
1, 4-Bis(aminopropyl)butanediamine
4,9-Diaza-1,12-dodecanediamine
4,9-diaza-1,12-dodecanediamine; 4,9-diazadodecane-1,12-diamine
4,9-Diazadodecane-1,12-diamine
71-44-3; C00750; N,N'-Bis(3-aminopropyl)-1,4-butanediamine; Spermine
71-44-3; diaminopropyl-tetramethylenediamine; gerontine; musculamine; neuridine; spermine
CHEBI:45583; CHEBI:9219; CHEBI:26734; CHEBI:15098
N,N'-Bis(3-aMinopropyl)-1,4-butanediaMine Tetrahydrochloride
n,n'-bis(3-aminopropyl)-1,4-diaminobutane
N,N'-Bis-(3-aminopropyl)-1,4-diaminobutane
N,NÕ-Bis(3-aminopropyl)-1,4-butanediamine
N,NÕ-Bis(3-aminopropyl)-butane-1,4-diamine
N1,N1'-(Butane-1,4-diyl)bis(propane-1,3-diamine)
N1,N1'-(Butane-1,4-diyl)bis(propane-1,3-diamine) tetrahydrochloride
SPERMINE (FULLY PROTONATED FORM); spermine; spermine (fully protonated)
SperMine Phosphate Hexahydrate
Spermine [71-44-3]; (N,N-Bis-(3-aminopropyl)-1,4-diaminobutane)
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -2.13 | 0.14 | -262.68 | 10 | 4 | 4 | 88 | 206.378 | 11 | ↓ |
| Hi High (pH 8-9.5) | -2.13 | -0.62 | -97.52 | 8 | 4 | 2 | 85 | 204.362 | 11 | ↓ |
| Hi High (pH 8-9.5) | -2.13 | -1.59 | -88.23 | 8 | 4 | 2 | 82 | 204.362 | 11 | ↓ |
| Mid Mid (pH 6-8) | -2.13 | -0.24 | -176.35 | 9 | 4 | 3 | 87 | 205.37 | 11 | ↓ |
| Mid Mid (pH 6-8) | -2.13 | -1.2 | -164.19 | 9 | 4 | 3 | 84 | 205.37 | 11 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| BP [°C] | 130 (p=0.1 torr) | Acros Organics |
| Boiling_Point | 150?/5mm | Alfa-Aesar |
| Boiling_Point | 150°/5mm | Alfa-Aesar |
| ALOGPS_SOLUBILITY | 2.19e+00 g/l | DrugBank-nutriceuticals |
| Mp [°C] | 26 - 30 | Acros Organics |
| Melting_Point | 28-30? | Alfa-Aesar |
| Melting_Point | 28-30° | Alfa-Aesar |
| M.P | 310-311 °C | Indofine |
| Purity | 95% | Fluorochem |
| Purity | >99% | Fluorochem |
| UniProt Database Links | ALB2_LATSA; AOC1_HUMAN; AOC1_MOUSE; AOC1_PIG; AOC1_RAT; DCAM_ACACA; DCAM_DICDI; DCAM_XENLA; DCAM_YEAST; FMS1_YEAST; LOXL2_HUMAN; METK2_BRAJU; METK3_BRAJU; METK4_BRAJU; PAA1_YEAST; PAIA_BACSU; PAO1_ARATH; PAO3_ARATH; PAO4_ARATH; PAOX_BOVIN; PAOX_HUMAN; PAO | ChEBI |
| Hazard | C: Corrosive | Acros Organics |
| Patent Database Links | EP1151997; EP1369134; EP1903028; EP1903068; EP1935434; EP1938843; EP1985309; US2004071654; US2005085555; US2005175543; US2005245615; US2006281820; US2007184151; US2008032288; US2008145413; WO2007114549; WO2007120899; WO2007123771; WO2007130073 | ChEBI |
| SOLUBILITY | H2O: 1 M at 20 °C, clear, colorless | Indofine |
| H phrase | H314: Causes severe skin burns and eye damage | Acros Organics |
| therap | immune modulator | MicroSource Spectrum |
| P phrase | P280: Wear protective gloves/protective clothing/eye protection/face protection | Acros Organics |
| P phrase | P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing; P260: Do not breathe dust | Acros Organics |
| R phrase | R34: Causes burns. | Acros Organics |
| Reactome Database Links | REACT_14811; REACT_14825; REACT_2194; REACT_22221; REACT_22348 | ChEBI |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CAH14-2-E | Carbonic Anhydrase XIV (cluster #2 Of 8), Eukaryotic | Eukaryotes | 860 | 0.61 | Binding ≤ 10μM |
| CAH4-5-E | Carbonic Anhydrase IV (cluster #5 Of 16), Eukaryotic | Eukaryotes | 10 | 0.80 | Binding ≤ 10μM |
| CAH5A-4-E | Carbonic Anhydrase VA (cluster #4 Of 10), Eukaryotic | Eukaryotes | 840 | 0.61 | Binding ≤ 10μM |
| CAH5B-5-E | Carbonic Anhydrase VB (cluster #5 Of 9), Eukaryotic | Eukaryotes | 830 | 0.61 | Binding ≤ 10μM |
| CAH6-3-E | Carbonic Anhydrase VI (cluster #3 Of 8), Eukaryotic | Eukaryotes | 990 | 0.60 | Binding ≤ 10μM |
| CAH7-3-E | Carbonic Anhydrase VII (cluster #3 Of 8), Eukaryotic | Eukaryotes | 710 | 0.61 | Binding ≤ 10μM |
| CASP2-3-E | Caspase-2 (cluster #3 Of 3), Eukaryotic | Eukaryotes | 8500 | 0.51 | Binding ≤ 10μM |
| Z100250-2-O | Calf Thymus DNA (cluster #2 Of 2), Other | Other | 4300 | 0.54 | Binding ≤ 10μM |
| Z104302-6-O | Glutamate NMDA Receptor (cluster #6 Of 7), Other | Other | 5200 | 0.53 | Binding ≤ 10μM |
| Z80193-7-O | L1210 (Lymphocytic Leukemia Cells) (cluster #7 Of 12), Other | Other | 390 | 0.64 | Functional ≤ 10μM |
| Z80608-2-O | ZR-75-1 (Breast Carcinoma Cells) (cluster #2 Of 4), Other | Other | 200 | 0.67 | Functional ≤ 10μM |
| Z80712-6-O | T47D (Breast Carcinoma Cells) (cluster #6 Of 7), Other | Other | 920 | 0.60 | Functional ≤ 10μM |
| Z81252-6-O | MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #6 Of 11), Other | Other | 280 | 0.66 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| CAH4_HUMAN | P22748 | Carbonic Anhydrase IV, Human | 10 | 0.80 | Binding ≤ 1μM |
| CAH5A_HUMAN | P35218 | Carbonic Anhydrase VA, Human | 840 | 0.61 | Binding ≤ 1μM |
| CAH5B_HUMAN | Q9Y2D0 | Carbonic Anhydrase VB, Human | 830 | 0.61 | Binding ≤ 1μM |
| CAH6_HUMAN | P23280 | Carbonic Anhydrase VI, Human | 990 | 0.60 | Binding ≤ 1μM |
| CAH7_HUMAN | P43166 | Carbonic Anhydrase VII, Human | 710 | 0.61 | Binding ≤ 1μM |
| CAH14_HUMAN | Q9ULX7 | Carbonic Anhydrase XIV, Human | 860 | 0.61 | Binding ≤ 1μM |
| Z100250 | Z100250 | Calf Thymus DNA | 4300 | 0.54 | Binding ≤ 10μM |
| CAH4_HUMAN | P22748 | Carbonic Anhydrase IV, Human | 10 | 0.80 | Binding ≤ 10μM |
| CAH5A_HUMAN | P35218 | Carbonic Anhydrase VA, Human | 840 | 0.61 | Binding ≤ 10μM |
| CAH5B_HUMAN | Q9Y2D0 | Carbonic Anhydrase VB, Human | 830 | 0.61 | Binding ≤ 10μM |
| CAH6_HUMAN | P23280 | Carbonic Anhydrase VI, Human | 990 | 0.60 | Binding ≤ 10μM |
| CAH7_HUMAN | P43166 | Carbonic Anhydrase VII, Human | 710 | 0.61 | Binding ≤ 10μM |
| CAH14_HUMAN | Q9ULX7 | Carbonic Anhydrase XIV, Human | 860 | 0.61 | Binding ≤ 10μM |
| CASP2_HUMAN | P42575 | Caspase-2, Human | 8500 | 0.51 | Binding ≤ 10μM |
| Z104302 | Z104302 | Glutamate NMDA Receptor | 5200 | 0.53 | Binding ≤ 10μM |
| Z80193 | Z80193 | L1210 (Lymphocytic Leukemia Cells) | 390 | 0.64 | Functional ≤ 10μM |
| Z81252 | Z81252 | MDA-MB-231 (Breast Adenocarcinoma Cells) | 280 | 0.66 | Functional ≤ 10μM |
| Z80712 | Z80712 | T47D (Breast Carcinoma Cells) | 2100 | 0.57 | Functional ≤ 10μM |
| Z80608 | Z80608 | ZR-75-1 (Breast Carcinoma Cells) | 200 | 0.67 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Interconversion of polyamines | |
| Metabolism of polyamines | |
| Organic cation transport | |
| Polyamines are oxidized to amines, aldehydes and H2O2 by PAOs |
| Description | Species |
|---|---|
| Erythrocytes take up carbon dioxide and release oxygen | |
| Erythrocytes take up oxygen and release carbon dioxide | |
| NADE modulates death signalling | |
| NOD1/2 Signaling Pathway | |
| Reversible hydration of carbon dioxide |
