MiMeDB: Showing metabocard for 1-Methyladenosine (MMDBc0000426)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:37:29 UTC

Update Date

2022-08-31 06:06:51 UTC

Metabolite ID

MMDBc0000426

Metabolite Identification

Common Name

1-Methyladenosine

Description

1-Methyladenosine, also known as M1A, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Precise m6A mapping by m6A-CLIP/IP (briefly m6A-CLIP) revealed that a majority of m6A locates in the last exon of mRNAs in multiple tissues/cultured cells of mouse and human, and the m6A enrichment around stop codons is a coincidence that many stop codons locate round the start of last exons where m6A is truly enriched. The methylation of adenosine is directed by a large m6A methyltransferase complex containing METTL3 as the SAM-binding sub-unit. Insulin-like growth factor-2 mRNA-binding proteins 1, 2, and 3 (IGF2BP1-3) are reported as a novel class of m6A readers.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₁₁H₁₅N₅O₄

Average Mass

281.2679

Monoisotopic Mass

281.112403993

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1

InChI Key

GFYLSDSUCHVORB-IOSLPCCCSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Not Available

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Breast Milk
Feces
Placenta
Prostate
Urine

Tissue Locations

Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Cervical cancer		Association	Human Blood	HMDB	7482520
Cholangiocarcinoma		Association	Human Blood	HMDB	7482520
Colorectal cancer		Association	Human Blood	HMDB	7482520
Hepatocellular carcinoma		Association	Human Blood	HMDB	7482520
Kidney disease		Association	Human Blood	HMDB	9607216
Leukemia		Association	Human Blood	HMDB	7482520
Ovarian cancer		Association	Human Blood	HMDB	7482520
Stomach cancer	Slight Increase	Association	Human Blood	HMDB	7482520
Uremia	Increased	Association	Human Blood	HMDB	9607216
Uremia	Increased	Association	Human Blood	HMDB	12675874
Uremia		Association	Human Urine	HMDB	7482520

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	3	Human	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Bacteroidetes	1		Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1	Human feces	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	0.145				Adult (>18 years old)	Female	Cervical cancer	HMDB	7482520
Human	Detected and Quantified	0.094	0.063			Adult (>18 years old)	Both	Cholangioma cancer	HMDB	7482520
Human	Detected and Quantified	0.134	0.111			Adult (>18 years old)	Both	Colon cancer	HMDB	7482520
Human	Detected and Quantified	0.096	0.095			Adult (>18 years old)	Both	Hepatocellular cancer	HMDB	7482520
Human	Detected and Quantified	0.220	0.430			Adult (>18 years old)	Both	Kidney disease	HMDB	9607216
Human	Detected and Quantified	0.078	0.031			Adult (>18 years old)	Both	Leukemia	HMDB	7482520
Human	Detected and Quantified	0.0860	0.0095			Adult (>18 years old)	Female	Ovarian cancer	HMDB	7482520
Human	Detected and Quantified	0.105	0.036			Adult (>18 years old)	Both	Stomach cancer	HMDB	7482520
Human	Detected and Quantified	0.150	0.010			Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human	Detected and Quantified	0.310	0.010			Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human	Detected and Quantified	0.370	0.050			Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human	Detected and Quantified	0.370	0.200			Adult (>18 years old)	Both	Uremia	HMDB	12675874
Human	Detected and Quantified	4.7	1.3			Adult (>18 years old)	Both	Uremia	HMDB	7482520
Human	Detected and Quantified	0.0609	0.0181			Adult (>18 years old)	Both	Normal	HMDB	12675874
Human	Detected and Quantified	0.10	0.03			Adult (>18 years old)	Both	Normal	HMDB	7482520
Human	Detected and Quantified	0.34	0.07			Adult (>18 years old)	Female	Normal	HMDB	7702711
Human	Detected and Quantified	1.7		0.9	3.6	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human	Detected and Quantified	18.0	1.0			Adult (>18 years old)	Both	Normal	HMDB	7482520
Human	Detected and Quantified	2.03	0.20			Adult (>18 years old)	Male	Normal	HMDB	9129323
Human	Detected and Quantified	2.19	0.33			Adult (>18 years old)	Both	Normal	HMDB	9129323
Human	Detected and Quantified	2.37	0.37			Adult (>18 years old)	Female	Normal	HMDB	9129323
Human	Detected and Quantified	5.96		0.00	12.0	Adult (>18 years old)	Both	Normal	HMDB	15116424
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified					Adult (>18 years old)	Female	Normal	HMDB	19010317
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

Not Available

General References

Uziel M, Smith LH, Taylor SA: Modified nucleosides in urine: selective removal and analysis. Clin Chem. 1976 Sep;22(9):1451-5. [PubMed:954194 ]
Reynaud C, Bruno C, Boullanger P, Grange J, Barbesti S, Niveleau A: Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies. Cancer Lett. 1992 Jan 31;61(3):255-62. doi: 10.1016/0304-3835(92)90296-8. [PubMed:1739950 ]
Takahashi R, Shiono T, Tamai M, Itoh K, Mizugaki M: [Expression of modified nucleoside, 1-methyladenosine in intraocular tumors and the retinas]. Nippon Ganka Gakkai Zasshi. 1993 Jan;97(1):43-9. [PubMed:8434538 ]
Liebich HM, Di Stefano C, Wixforth A, Schmid HR: Quantitation of urinary nucleosides by high-performance liquid chromatography. J Chromatogr A. 1997 Feb 28;763(1-2):193-7. doi: 10.1016/s0021-9673(96)00757-1. [PubMed:9129323 ]
Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. doi: 10.1002/rcm.1400. [PubMed:15116424 ]
Zheng YF, Yang J, Zhao XJ, Feng B, Kong HW, Chen YJ, Lv S, Zheng MH, Xu GW: Urinary nucleosides as biological markers for patients with colorectal cancer. World J Gastroenterol. 2005 Jul 7;11(25):3871-6. doi: 10.3748/wjg.v11.i25.3871. [PubMed:15991285 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
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 1-Methyladenosine (MMDBc0000426)

MOL for #<Metabolite:0x00007f1240be7f68>

3D MOL for #<Metabolite:0x00007f1240be7f68>

3D SDF for #<Metabolite:0x00007f1240be7f68>

3D-SDF for #<Metabolite:0x00007f1240be7f68>

PDB for #<Metabolite:0x00007f1240be7f68>

3D PDB for #<Metabolite:0x00007f1240be7f68>

SMILES for #<Metabolite:0x00007f1240be7f68>

INCHI for #<Metabolite:0x00007f1240be7f68>

Structure for #<Metabolite:0x00007f1240be7f68>

3D Structure for #<Metabolite:0x00007f1240be7f68>