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

MiMeDB 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

Chemical Formula

C₁₁H₁₅N₅O₄

Average Molecular Weight

281.2679

Monoisotopic Molecular Weight

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

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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Reference
Cervical cancer		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 57334	Association	Human Blood	7482520	details
Cholangiocarcinoma		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 57141	Association	Human Blood	7482520	details
Colorectal cancer		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 57142	Association	Human Blood	7482520	details
Hepatocellular carcinoma		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 57140	Association	Human Blood	7482520	details
Kidney disease		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 18145	Association	Human Blood	9607216	details
Leukemia		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 17702	Association	Human Blood	7482520	details
Ovarian cancer		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 17703	Association	Human Blood	7482520	details
Stomach cancer	Slight Increase	This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 57139	Association	Human Blood	7482520	details
Uremia	Increased	This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 18144	Association	Human Blood	9607216	details
Uremia	Increased	This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 162020	Association	Human Blood	12675874	details
Uremia		This associated disease is originally imported from HMDB metabolite HMDB0003331 concentration id 18148	Association	Human Urine	7482520	details

Microbial Sources

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

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details
Animal	Milk	Bos taurus	FooDB	31437929	details

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

External Links

Not Available

References

Synthesis Reference

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:0x00007f092017c098>

3D MOL for #<Metabolite:0x00007f092017c098>

3D SDF for #<Metabolite:0x00007f092017c098>

3D-SDF for #<Metabolite:0x00007f092017c098>

PDB for #<Metabolite:0x00007f092017c098>

3D PDB for #<Metabolite:0x00007f092017c098>

SMILES for #<Metabolite:0x00007f092017c098>

INCHI for #<Metabolite:0x00007f092017c098>

Structure for #<Metabolite:0x00007f092017c098>

3D Structure for #<Metabolite:0x00007f092017c098>