Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	42456
Common Name:	Lipoyl-GMP
Systematic Name:	{[(2R,3S,4R,5R)-5-{2-[5-(1,2-dithiolan-3-yl)pentanamido]-6-oxo-6,9-dihydro-1H-purin-9-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
Synonyms:	[PubChem Synonyms]
Exact Mass:	551.0910 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C18H26N5O9PS2
InChIKey:	DVZGUOFXTLKZTJ-LQLSJNDNSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues
ClassyFire class:	Purine nucleotides
ClassyFire subclass:	Purine ribonucleotides
ClassyFire direct parent:	Purine ribonucleoside monophosphates
SMILES:	C(CCC(=O)Nc1nc2c(c(=O)[nH]1)ncn2[C@H]1[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O1)O)O)CC1CCSS1
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	136948350
HMDB ID:	HMDB0013617

Calculated physicochemical properties (?):

Heavy Atoms:	35
Rings:	4
Aromatic Rings:	2
Rotatable Bonds:	10
van der Waals Molecular volume:	426.48 Å3 molecule-1
Toplogical Polar Sufrace Area:	211.19 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	12
logP:	3.30
Molar Refractivity:	130.41
Fraction sp3 Carbons:	0.67
sp3 Carbons:	12

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.