UCSF

ZINC01532612

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2004 10 Yes

Other Names:

"Spermidine, 99%"

1,4-Butanediamine, N-(3-aminopropyl), hydrochloride; 1,4-Butanediamine, N-(3-aminopropyl)-, trihydrochloride; 4-Azoniaoctamethylenediammonium trichloride; EINECS 206-379-0; LS-45645; N-(3-Aminopropyl)-1,4-butanediamine trihydrochloride; NSC 528399; Spermi

1,4-Butanediamine, N-(3-aminopropyl)-; 1,4-Diaminobutane, N-(3-aminopropyl)-; 1,5,10-Triazadecane; 4-Azaoctamethylenediamine; N-(3-Aminopropyl)-1,4-butane-diamine; Spermidine; bmse000955

1,5,10-Triazadecane

1,5,10-Triazadecane; 1,8-Diamino-4-azaoctane; 4-Azaoctamethylenediamine; 4-Azaoctane-1,8-diamine; Aminopropylbutandiamine; N-(3-Aminopropyl)-1,4-butane-diamine; N-(3-Aminopropyl)-1,4-butanediamine; N-(3-Aminopropyl)-1,4-diamino-butane; N-(3-Aminopropyl)-1

1,5,10-triazadecane; 4-azaoctamethylenediamine; 4-azaoctane-1,8-diamine

1,5,10-Triazadecane;1,8-Diamino-4-azaoctane;4-Azaoctamethylenediamine;4-Azaoctane-1,8-diamine;Aminopropylbutandiamine;N-(3-Aminopropyl)-1,4-butane-diamine;N-(3-Aminopropyl)-1,4-butanediamine;N-(3-Aminopropyl)-1,4-diamino-butane;N-(3-Aminopropyl)-1,4-diami

1,8-Diamino-4-azaoctane

124-20-9; C00315; N-(3-Aminopropyl)-1,4-butane-diamine; Spermidine

124-20-9; spermidine

4-Azaoctane-1,8-diamine

CHEBI:26733; CHEBI:45647; CHEBI:15095; CHEBI:9218; CHEBI:15097; CHEBI:26732

MFCD00008229

MFCD00012918

MFCD00043283

N-(3-Aminopropyl)-1,4-butane-diamine

N-(3-Aminopropyl)-1,4-butanediamine

N-(3-Aminopropyl)-1,4-diamino-butane

N-(3-Aminopropyl)-1,4-diaminobutane

N-(3-aminopropyl)butane-1,4-diamine

N-(3-ammoniopropyl)butane-1,4-diaminium; spermidine

N/A

N1-(3-Aminopropyl)butane-1,4-diamine

N1-(3-Aminopropyl)butane-1,4-diamine trihydrochloride

Spermidin

Spermidine 0.1 M solution

SperMidine Phosphate

Spermidine trihydrochloride

Spermidine trihydrochloride, 99+%

Spermidine [124-20-9]; (N-(3-Aminopropyl)-1,4-diaminobutane

spermidine(3+)

Spermidine, 99%

SPERMIDINE-8-14C TRIHYDROCHLORIDE

SPERMIDINE-8-14CTRIHYDROCHLORIDE

SPERMIDINE; [124-20-9]

spermidinephosphate

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

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) -1.83 -0.71 -175.27 8 3 3 72 148.274 7
Hi High (pH 8-9.5) -1.83 -1.09 -97.55 7 3 2 70 147.266 7
Hi High (pH 8-9.5) -1.83 -2.05 -90.25 7 3 2 67 147.266 7

Vendor Notes

Note Type Comments Provided By
SOLUBILITY .; H2O: 1 M at 20 °C, clear, colorless Indofine
BP [°C] 128 - 130 (p=14 torr) Acros Organics
Boiling_Point 128-130?/14mm Alfa-Aesar
Boiling_Point 128-130°/14mm Alfa-Aesar
Mp [°C] 22 - 25 Acros Organics
Melting_Point 22-25? Alfa-Aesar
Melting_Point 22-25° Alfa-Aesar
M.P 23-25 °C Indofine
Mp [°C] 248 - 252 Acros Organics
ALOGPS_SOLUBILITY 3.27e+01 g/l DrugBank-experimental
UniProt Database Links ACL5_ARATH; AOC1_HUMAN; AOC1_MOUSE; AOC1_PIG; AOC1_RAT; CPA_STRPY; DCAM_ACACA; DCAM_DICDI; DCAM_XENLA; DCAM_YEAST; DHYS1_ARCFU; DHYS1_METAC; DHYS1_METMA; DHYS2_ARCFU; DHYS2_METAC; DHYS2_METMA; DHYSL_LEIDO; DHYS_AERPE; DHYS_ARATH; DHYS_ASHGO; DHYS_BOVIN; D ChEBI
Hazard C: Corrosive Acros Organics
Patent Database Links EP1085011; EP1151997; EP1369134; EP1574217; EP1649857; EP1669366; EP1707200; EP1754712; EP1760467; EP1903028; EP1903068; EP1935434; EP1938843; EP1985309; US2002188023; US2003068379; US2003187276; US2003229083; US2004059120; US2004071654; US2004097399; US2 ChEBI
H phrase H318: Causes serious eye damage Acros Organics
H phrase H318: Causes serious eye damage; H314: Causes severe skin burns and eye damage Acros Organics
H phrase H319: Causes serious eye irritation Acros Organics
H phrase H319: Causes serious eye irritation; H335: May cause respiratory irritation; H315: Causes skin irritation Acros Organics
Therapy ornithine decarboxylase inhibitor SMDC MicroSource
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray Acros Organics
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye protection/face protection; P305 + P351 + P338: IF IN EYES: Rinse cautiously with water Acros Organics
P phrase P301 + P330 + P331: IF SWALLOWED: rinse mouth. Do NOT induce vomiting Acros Organics
P phrase P301 + P330 + P331: IF SWALLOWED: rinse mouth. Do NOT induce vomiting; P280: Wear 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 r Acros Organics
R phrase R34: Causes burns. Acros Organics
R phrase R36/37/38: Irritating to eyes, respiratory system and skin. Acros Organics
Reactome Database Links REACT_12481; REACT_12551; REACT_14788; REACT_14817; REACT_14825; REACT_2194; REACT_22221; REACT_2231; REACT_22348 ChEBI
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.; S45: In case of accident or if you feel unwell, seek medical advice immediat Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. Acros Organics
Notes Used in the isolation of chromosomes Apollo Scientific Bioactives
Hazard XI: Irritant Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CAH1-3-E Carbonic Anhydrase I (cluster #3 Of 12), Eukaryotic Eukaryotes 1400 0.82 Binding ≤ 10μM
CAH14-2-E Carbonic Anhydrase XIV (cluster #2 Of 8), Eukaryotic Eukaryotes 1000 0.84 Binding ≤ 10μM
CAH15-3-E Carbonic Anhydrase 15 (cluster #3 Of 6), Eukaryotic Eukaryotes 10000 0.70 Binding ≤ 10μM
CAH2-4-E Carbonic Anhydrase II (cluster #4 Of 15), Eukaryotic Eukaryotes 1110 0.83 Binding ≤ 10μM
CAH4-5-E Carbonic Anhydrase IV (cluster #5 Of 16), Eukaryotic Eukaryotes 112 0.97 Binding ≤ 10μM
CAH5A-4-E Carbonic Anhydrase VA (cluster #4 Of 10), Eukaryotic Eukaryotes 1220 0.83 Binding ≤ 10μM
CAH5B-5-E Carbonic Anhydrase VB (cluster #5 Of 9), Eukaryotic Eukaryotes 1440 0.82 Binding ≤ 10μM
CAH6-3-E Carbonic Anhydrase VI (cluster #3 Of 8), Eukaryotic Eukaryotes 1410 0.82 Binding ≤ 10μM
CAH7-3-E Carbonic Anhydrase VII (cluster #3 Of 8), Eukaryotic Eukaryotes 1230 0.83 Binding ≤ 10μM
CAH9-4-E Carbonic Anhydrase IX (cluster #4 Of 11), Eukaryotic Eukaryotes 1370 0.82 Binding ≤ 10μM
Z80712-6-O T47D (Breast Carcinoma Cells) (cluster #6 Of 7), Other Other 4400 0.75 Functional ≤ 10μM
Z81252-6-O MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #6 Of 11), Other Other 113 0.97 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CAH4_HUMAN P22748 Carbonic Anhydrase IV, Human 112 0.97 Binding ≤ 1μM
CAH14_HUMAN Q9ULX7 Carbonic Anhydrase XIV, Human 1000 0.84 Binding ≤ 1μM
CAH15_MOUSE Q99N23 Carbonic Anhydrase 15, Mouse 10000 0.70 Binding ≤ 10μM
CAH1_HUMAN P00915 Carbonic Anhydrase I, Human 1400 0.82 Binding ≤ 10μM
CAH2_HUMAN P00918 Carbonic Anhydrase II, Human 1110 0.83 Binding ≤ 10μM
CAH4_HUMAN P22748 Carbonic Anhydrase IV, Human 112 0.97 Binding ≤ 10μM
CAH9_HUMAN Q16790 Carbonic Anhydrase IX, Human 1370 0.82 Binding ≤ 10μM
CAH5A_HUMAN P35218 Carbonic Anhydrase VA, Human 1220 0.83 Binding ≤ 10μM
CAH5B_HUMAN Q9Y2D0 Carbonic Anhydrase VB, Human 1440 0.82 Binding ≤ 10μM
CAH6_HUMAN P23280 Carbonic Anhydrase VI, Human 1410 0.82 Binding ≤ 10μM
CAH7_HUMAN P43166 Carbonic Anhydrase VII, Human 1230 0.83 Binding ≤ 10μM
CAH14_HUMAN Q9ULX7 Carbonic Anhydrase XIV, Human 1000 0.84 Binding ≤ 10μM
Z81252 Z81252 MDA-MB-231 (Breast Adenocarcinoma Cells) 113 0.97 Functional ≤ 10μM
Z80712 Z80712 T47D (Breast Carcinoma Cells) 4400 0.75 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Hypusine synthesis from eIF5A-lysine
Interconversion of polyamines
Metabolism of polyamines
Organic cation transport
Polyamines are oxidized to amines, aldehydes and H2O2 by PAOs

Reactome Annotations from Targets (via Uniprot)

Description Species
Erythrocytes take up carbon dioxide and release oxygen
Erythrocytes take up oxygen and release carbon dioxide
Regulation of gene expression by Hypoxia-inducible Factor
Reversible hydration of carbon dioxide

Analogs ( Draw Identity 99% 90% 80% 70% )