Molecule

1,4-Butanediamine

AlkaPlorer ID: AK003006

Synonym: 1,4-Diaminobutane, Tetramethylenediamine, Putrescine

IUPAC Name: 4-azaniumylbutylazanium

Structure

SMILES: [NH3+]CCCC[NH3+]

InChI: InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2/p+2

InChIKey: KIDHWZJUCRJVML-UHFFFAOYSA-P

Reference

ÜBER DIE STICKSTOFFHALTIGEN BESTANDTEILE DER FRÜCHTE VON CITRUS GRANDIS OSBECK; FORM. BUNTAN, HAYAT

PubChem CID: 3452892

CAS: 110-60-1

LOTUS: LTS0238763

SuperNatural Ⅲ: SN0186269

NPASS: NPC328975

COCONUT: CNP0116270

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Vulpes	Canidae	Carnivora	Mammalia	Chordata	Metazoa	Eukaryota
None	Tapes	Veneridae	Venerida	Bivalvia	Mollusca	Metazoa	Eukaryota
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Thermoleophilum album	Thermoleophilum	Thermoleophilaceae	Thermoleophilales	Thermoleophilia	Actinomycetota	None	Bacteria
Hydrogenobacter thermophilus	Hydrogenobacter	Aquificaceae	Aquificales	Aquificae	Aquificota	None	Bacteria
Saccharomyces cerevisiae	Saccharomyces	Saccharomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
Datura stramonium	Datura	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 90.17000000000002

TPSA？: 55.28

MolLogP？: -1.7495999999999985

Number of H-Donors: 2

Number of H-Acceptors: 0

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Amine oxidase, copper containing	Fluorescence intensity	2.0	None	10.1016/s0960-894x(98)00086-9
Bos taurus	Calf thymus DNA	IC50	4500000.0	nM	10.1021/jm00112a016
Bos taurus	Phosphodiesterase 1	IC50	500000.0	nM	10.1021/jm050018q
Cricetulus griseus	CHO	IC50	100000.0	nM	10.1016/j.bmc.2008.05.069
Cricetulus griseus	CHO-MG	IC50	100000.0	nM	10.1021/jm050018q
Homo sapiens	Cytochrome P450 1A2	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C19	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2C9	AC50	nan	None	None
Homo sapiens	Cytochrome P450 2D6	AC50	nan	None	None
Homo sapiens	Cytochrome P450 3A4	AC50	nan	None	None
Homo sapiens	DU-145	IC50	nan	None	10.1016/j.bmc.2008.05.069
Homo sapiens	HeLa	IC50	8000000.0	nM	10.1021/jm00112a016
Homo sapiens	HeLa	IC50	12000000.0	nM	10.1021/jm00112a016
Homo sapiens	Histone deacetylase 6	Inhibition	1.24	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	18.97	%	10.6019/CHEMBL4808148
Homo sapiens	Homo sapiens	Level	nan	None	10.1021/jm00082a013
Homo sapiens	HT-29	Level	4.4	nM (mg of protein)-1	10.1021/jm00082a013
Homo sapiens	HT-29	Level	5.9	nM (mg of protein)-1	10.1021/jm00082a013
Homo sapiens	HT-29	Level	nan	None	10.1021/jm00082a013
Homo sapiens	K562	IC50	nan	None	10.1016/j.bmc.2008.05.069
Homo sapiens	MCF7	IC50	nan	None	10.1016/j.bmc.2008.05.069
Homo sapiens	MDA-MB-231	Ki	1280.0	nM	10.1021/jm0101040
Homo sapiens	Nuclear factor NF-kappa-B p105 subunit	Potency	28183.8	nM	None
Homo sapiens	Regulator of G-protein signaling 4	Potency	7519.3	nM	None
Homo sapiens	S-adenosylmethionine decarboxylase 1	Ka	16.0	uM	10.1021/jm00121a031
Homo sapiens	Solute carrier family 22 member 4	Activity	nan	None	None
Homo sapiens	T47D	Ki	7400.0	nM	10.1016/s0960-894x(99)00262-0
Homo sapiens	T47D	Ki	500000.0	nM	10.1016/s0960-894x(03)00668-1
Homo sapiens	T47D	Ki	nan	nM	10.1016/s0960-894x(99)00262-0
Homo sapiens	U-251	IC50	nan	None	10.1016/j.bmc.2008.05.069
Homo sapiens	U-937	Activity	nan	None	10.1021/jm901063e
Homo sapiens	U-937	IC50	nan	None	10.1021/jm901063e
Mus musculus	J774	Activity	82.0	%	10.1016/j.bmcl.2009.07.086
Mus musculus	J774	Activity	90.0	%	10.1016/j.bmcl.2009.07.086
Mus musculus	J774	Activity	100.0	%	10.1016/j.bmcl.2009.07.086
Mus musculus	L1210	IC50	100000.0	nM	10.1016/j.bmc.2008.05.069
Mus musculus	L1210	Level	0.8	nM (mg of protein)-1	10.1021/jm00082a013
Mus musculus	L1210	Level	5.8	nM (mg of protein)-1	10.1021/jm00082a013
Mus musculus	L1210	Level	nan	None	10.1021/jm00082a013
Mus musculus	P19	Activity	nan	None	10.1021/jm901063e
Mus musculus	P19	IC50	nan	None	10.1021/jm901063e
Mus musculus	SV3T3	Level	0.5	nM (mg of protein)-1	10.1021/jm00082a013
Mus musculus	SV3T3	Level	0.9	nM (mg of protein)-1	10.1021/jm00082a013
Mus musculus	SV3T3	Level	nan	None	10.1021/jm00082a013
Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	nan	None	10.1016/j.bmcl.2009.07.086
Rattus norvegicus	Ornithine decarboxylase	Activity	90.0	None	10.1021/jm00169a025
Rattus norvegicus	Ornithine decarboxylase	Ki	3300000.0	nM	10.1021/jm00169a025
Rattus norvegicus	Ornithine decarboxylase	Ki	3500000.0	nM	10.1021/jm00021a024
Rattus norvegicus	Ornithine decarboxylase	TIME	55.0	hr	10.1021/jm00169a025
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	19952.62	nM	10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50	20000.0	nM	10.6019/CHEMBL4651402
Trypanosoma brucei	6-phospho-1-fructokinase	Potency	37933.0	nM	None
None	NON-PROTEIN TARGET	IC50	nan	None	10.1016/j.bmc.2008.05.069
None	No relevant target	Kd	800000.0	nM	10.1021/jm00199a009
None	Nucleic Acid	IC50	5100000.0	nM	10.1021/jm00112a016
None	Nucleic Acid	IC50	5200000.0	nM	10.1021/jm00112a016
None	Nucleic Acid	IC50	11000000.0	nM	10.1021/jm010897q
None	Unchecked	Ki	208200.0	nM	10.1021/jm020598g
None	Unchecked	Km	1280.0	nM	10.1016/s0960-894x(01)00659-x

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT000539	NC(=O)C(CCCCNCCCCN)NC()=O.NCCCCN>>NCCCCNCCCCN	MNXR132980
AKRT002424	CC(=O)NCCCCN>>CC(=O)O.NCCCCN	None
AKRT002425	CC(=O)NCCCCN>>NCCCCN	ACETYLPUTRESCINE-DEACETYLASE-RXN
AKRT002447	CC(=O)NCCCNCCCCN>>CC(=O)NCCC=O.NCCCCN	None
AKRT002453	CC(=O)NCCCNCCCCN>>NCCCCN	RXN-12091
AKRT004075	CC(=O)O.NCCCCN>>CC(=O)NCCCCN	R01156
AKRT004402	CC(=O)[32S].NCCCCN>>CC(=O)NCCCCN	None
AKRT004625	CC(=O)[CoA].NCCCCN>>CC(=O)NCCCCN	RXN-0
AKRT011327	CO[C@H]1C[C@H](n2cc(COP(=O)(O)O)c(=O)[nH]c2=O)O[C@@H]1COP(C)(=O)O.NCCCCN>>CO[C@H]1C[C@H](n2cc(CNCCCCN)c(=O)[nH]c2=O)O[C@@H]1COP(C)(=O)O	71575
AKRT011484	COc1cc(/C=C/C(=O)[32S])ccc1O.NCCCCN>>COc1cc(/C=C/C(=O)NCCCCN)ccc1O	None
AKRT011492	COc1cc(/C=C/C(=O)[CoA])cc(OC)c1O.NCCCCN>>COc1cc(/C=C/C(=O)NCCCCN)cc(OC)c1O	enzymemap_28793
AKRT011506	COc1cc(/C=C/C(=O)[CoA])ccc1O.NCCCCN>>COc1cc(/C=C/C(=O)NCCCCN)ccc1O	R09257
AKRT012643	C[33S].NCCCCN>>CNCCCCN	None
AKRT014477	C[S+](CCCN)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O.NCCCCN>>CSC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O.NCCCCNCCCN	None
AKRT014478	C[S+](CCCN)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O.NCCCCN>>NCCCCNCCCN	SPERMIDINESYN-RXN
AKRT014645	C[SAH].NCCCCN>>CNCCCCN	PUTRESCINE-N-METHYLTRANSFERASE-RXN
AKRT015902	N=C(N)NCCCCN>>NC(N)=O.NCCCCN	None
AKRT015903	N=C(N)NCCCCN>>NCCCCN	AGMATIN-RXN
AKRT017149	NC(=O)OP(=O)(O)O.NCCCCN>>NCCCCNC(N)=O	PUTRESCINE-CARBAMOYLTRANSFERASE-RXN
AKRT017895	NCCCC=O.NCCCCN>>NCCCCNCCCCN	RXN-21434
AKRT017899	NCCCC=O>>NCCCCN	R01151
AKRT017950	NCCCCCN.NCCCCN>>NCCCCCNCCCCN	RXN-21438
AKRT017963	NCCCCN.NCCCCN>>NCCCCNCCCCN	2.5.1.44-RXN
AKRT017964	NCCCCN.NCCCCNCCCN>>NCCCCN(CCCN)CCCCN	enzymemap_40537
AKRT017965	NCCCCN.NCCCCNCCCN>>NCCCCNCCCCN	2.5.1.45-RXN
AKRT017966	NCCCCN.NCCCCNCCCN>>NCCCCNCCCCNCCCN	enzymemap_40537
AKRT017967	NCCCCN.NCCCCNCCCN>>NCCCN	2.5.1.45-RXN
AKRT017968	NCCCCN.NCCCNCCCCNCCCN>>NCCCCNCCCCNCCCN	enzymemap_40547
AKRT017969	NCCCCN.N[C@@H](CC=O)C(=O)O>>NCCCCNCCC(N)C(=O)O	R09079
AKRT017970	NCCCCN.N[C@@H](CC=O)C(=O)O>>NCCCCNCC[C@H](N)C(=O)O	enzymemap_23199
AKRT017971	NCCCCN.N[C@@H](CC=O)C(=O)O>>NCCCNCCC[C@H](N)C(=O)O	RXN-11566
AKRT017972	NCCCCN.N[C@@H](CCC(=O)O)C(=O)O>>NCCCCNC(=O)CC[C@H](N)C(=O)O	RXN0-3901
AKRT017973	NCCCCN.N[C@H](CCC(=O)O)C(=O)O>>NCCCCNC(=O)CC[C@@H](N)C(=O)O	enzymemap_90157
AKRT017974	NCCCCN.O=C(O)CCC(=O)C(=O)O>>NCCCC=O	PUTTRANSAM-RXN
AKRT017975	NCCCCN.O=C(O)CCC(=O)C(=O)O>>N[C@@H](CCC(=O)O)C(=O)O	PUTTRANSAM-RXN
AKRT017976	NCCCCN.O=C(O)O>>NCCCCNC(N)=O	MNXR96483
AKRT017977	NCCCCN.O=C([32S])/C=C/c1ccc(O)c(O)c1>>NCCCCNC(=O)/C=C/c1ccc(O)c(O)c1	None
AKRT017978	NCCCCN.O=C([32S])/C=C/c1ccc(O)cc1>>NCCCCNC(=O)/C=C/c1ccc(O)cc1	None
AKRT017979	NCCCCN.O=C([CoA])/C=C/c1ccc(O)c(O)c1>>NCCCCNC(=O)/C=C/c1ccc(O)c(O)c1	2.3.1.138-RXN
AKRT017980	NCCCCN.O=C([CoA])/C=C/c1ccc(O)cc1>>NCCCCNC(=O)/C=C/c1ccc(O)cc1	R09256
AKRT017981	NCCCCN.O=C=O>>NCCCC(N)C(=O)O	MNXR179125
AKRT017982	NCCCCN.O=C=O>>NCCCCNC(N)=O	MNXR179380
AKRT017983	NCCCCN>>C1=NCCC1	33247
AKRT017984	NCCCCN>>N=CCCCN	RXN-21435
AKRT017985	NCCCCN>>NCCC(O)CN	RXN-18734
AKRT017986	NCCCCN>>NCCCC=O	PUTRESCINE-OXIDASE-RXN
AKRT017987	NCCCCN>>NCCCCNO	RXN-11006
AKRT017988	NCCCCNC(=O)/C=C/c1ccc(O)c(O)c1>>NCCCCN	2.3.1.138-RXN
AKRT017990	NCCCCNC(=O)CC[C@H](N)C(=O)O>>NCCCCN	enzymemap_85831
AKRT017995	NCCCCNC(N)=O>>NC(=O)OP(=O)(O)O.NCCCCN	None
AKRT017996	NCCCCNC(N)=O>>NCCCCN	N-CARBAMOYLPUTRESCINE-AMIDASE-RXN
AKRT017997	NCCCCNC(N)=O>>NCCCCN.O=C=O	None
AKRT018000	NCCCCNCCC(N)C(=O)O>>NCCCCN	enzymemap_23202
AKRT018003	NCCCCNCCC=O>>NCCCCN	69140
AKRT018005	NCCCCNCCCCN>>NCCCCN	enzymemap_40537
AKRT018022	NCCCCNCCCN>>NCCC=O.NCCCCN	None
AKRT018024	NCCCCNCCCN>>NCCCCN	RXN-12089
AKRT018237	NCCC[C@@H](N)C(=O)O>>NCCCCN	R12304
AKRT018238	NCCC[C@@H](N)C(=O)O>>NCCCCN.O=C=O	None
AKRT018261	NCCC[C@H](N)C(=O)O>>NCCCCN	ORNDECARBOX-RXN
AKRT018262	NCCC[C@H](N)C(=O)O>>NCCCCN.O=C=O	None
AKRT023408	O=C([CoA])/C=C/c1ccc(F)cc1.NCCCCN>>NCCCCNC(=O)/C=C/c1ccc(F)cc1	enzymemap_28797
AKRT023412	O=C([CoA])/C=C/c1ccc(O)c(O)c1.NCCCCN>>NCCCCNC(=O)/C=C/c1ccc(O)c(O)c1	enzymemap_28791
AKRT023424	O=C([CoA])/C=C/c1ccc(O)cc1.NCCCCN>>NCCCCNC(=O)/C=C/c1ccc(O)cc1	enzymemap_28794
AKRT023437	O=C([CoA])/C=C/c1ccccc1.NCCCCN>>NCCCCNC(=O)/C=C/c1ccccc1	enzymemap_28792