MiMeDB: Showing metabocard for N1,N12-Diacetylspermine (MMDBc0000408)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:37:04 UTC

Update Date

2022-08-31 06:06:50 UTC

MiMeDB ID

MMDBc0000408

Metabolite Identification

Common Name

N1,N12-Diacetylspermine

Description

N1,N12-Diacetylspermine is a polyamine commonly occurring in normal human urine (PMID 7775374 ). It has been reported that urinary N1,N12-Diacetylspermine can be used as a marker to efficiently detect colorectal and breast cancers at early stages (PMID 15837752 ). N1,N12-Diacetylspermine has been identified in the human placenta (PMID: 32033212 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₄H₃₀N₄O₂

Average Molecular Weight

286.4136

Monoisotopic Molecular Weight

286.236876224

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C14H30N4O2/c1-13(19)17-11-5-9-15-7-3-4-8-16-10-6-12-18-14(2)20/h15-16H,3-12H2,1-2H3,(H,17,19)(H,18,20)

InChI Key

NPDTUDWGJMBVEP-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Placenta
Urine

Tissue Locations

Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76a765d00>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference
Leukemia	Increased	This associated disease is originally imported from HMDB metabolite HMDB0002172 concentration id 89923	Association	Human Urine		9464484	details

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Firmicutes	2	Human Feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB		details
Human	Detected and Quantified	0.268	0.166			Adult (>18 years old)	Both	Leukemia	HMDB	9464484	details
Human	Detected and Quantified	0.006	0.006			Adult (>18 years old)	Both		HMDB	9464484	details
Human	Detected and Quantified	0.00679		0.000	0.0260	Adult (>18 years old)	Both	Normal	HMDB	9464484	details
Human	Detected and Quantified			0.37	3.11	Newborn (0-30 days old)	Both	Normal	HMDB	32340350	details
Human	Detected and Quantified	1.02	0.51			Newborn (0-30 days old)	Female	Normal	HMDB	32340350	details
Human	Detected and Quantified	1.03	0.64			Newborn (0-30 days old)	Male	Normal	HMDB	32340350	details
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597	details
Human Urine	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	9464484	details
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620	details
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030	details
Human	Detected but not Quantified								HMDB		details

External Links

Not Available

References

Synthesis Reference

Not Available

General References

van den Berg GA, Muskiet FA, Kingma AW, van der Slik W, Halie MR: Simultaneous gas-chromatographic determination of free and acetyl-conjugated polyamines in urine. Clin Chem. 1986 Oct;32(10):1930-7. [PubMed:3757213 ]
Hiramatsu K, Sugimoto M, Kamei S, Hoshino M, Kinoshita K, Iwasaki K, Kawakita M: Determination of amounts of polyamines excreted in urine: demonstration of N1,N8-diacetylspermidine and N1,N12-diacetylspermine as components commonly occurring in normal human urine. J Biochem. 1995 Jan;117(1):107-12. doi: 10.1093/oxfordjournals.jbchem.a124694. [PubMed:7775374 ]
Shimpo K, Chihara T, Hibiya M, Ito S, Nagatsu T: [Amines and pteridines]. Nihon Rinsho. 1996 Jun;54(6):1515-20. [PubMed:8691603 ]
Hiramatsu K, Sugimoto M, Kamei S, Hoshino M, Kinoshita K, Iwasaki K, Kawakita M: Diagnostic and prognostic usefulness of N1,N8-diacetylspermidine and N1,N12-diacetylspermine in urine as novel markers of malignancy. J Cancer Res Clin Oncol. 1997;123(10):539-45. doi: 10.1007/s004320050102. [PubMed:9393587 ]
Hiramatsu K, Takahashi K, Yamaguchi T, Matsumoto H, Miyamoto H, Tanaka S, Tanaka C, Tamamori Y, Imajo M, Kawaguchi M, Toi M, Mori T, Kawakita M: N(1),N(12)-Diacetylspermine as a sensitive and specific novel marker for early- and late-stage colorectal and breast cancers. Clin Cancer Res. 2005 Apr 15;11(8):2986-90. doi: 10.1158/1078-0432.CCR-04-2275. [PubMed:15837752 ]
Enjoji M, Kotoh K, Nakamuta M: [Factors affecting the increase of urinary diacetylspermine levels : a study in patients with liver diseases]. Rinsho Byori. 2006 Feb;54(2):126-31. [PubMed:16548232 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for N1,N12-Diacetylspermine (MMDBc0000408)

MOL for #<Metabolite:0x000055b76deea438>

3D MOL for #<Metabolite:0x000055b76deea438>

3D SDF for #<Metabolite:0x000055b76deea438>

3D-SDF for #<Metabolite:0x000055b76deea438>

PDB for #<Metabolite:0x000055b76deea438>

3D PDB for #<Metabolite:0x000055b76deea438>

SMILES for #<Metabolite:0x000055b76deea438>

INCHI for #<Metabolite:0x000055b76deea438>

Structure for #<Metabolite:0x000055b76deea438>

3D Structure for #<Metabolite:0x000055b76deea438>