Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	38284
Common Name:	Gulonic acid
Systematic Name:	(2R,3R,4S,5R)-2,3,4,5,6-pentahydroxyhexanoic acid
RefMet Name:	Gulonic acid
Synonyms:	[PubChem Synonyms]
Exact Mass:	196.0583 (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:	C6H12O7
InChIKey:	RGHNJXZEOKUKBD-KKQCNMDGSA-N
ClassyFire superclass:	Organic acids and derivatives
ClassyFire class:	Hydroxy acids and derivatives
ClassyFire subclass:	Medium-chain hydroxy acids and derivatives
ClassyFire direct parent:	Medium-chain hydroxy acids and derivatives
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C([C@H]([C@@H]([C@H]([C@H](C(=O)O)O)O)O)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	152304
CHEBI ID:	87753
HMDB ID:	HMDB0003290
KEGG ID:	C00800
Chemspider ID:	134243
METLIN ID:	344
MetaCyc ID:	L-GULONATE
NP-MRD ID(NMR):	NP0001130

Calculated physicochemical properties (?):

Heavy Atoms:	13
Rings:	0
Aromatic Rings:	0
Rotatable Bonds:	5
van der Waals Molecular volume:	171.25 Å3 molecule-1
Toplogical Polar Sufrace Area:	138.45 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	7
logP:	-2.06
Molar Refractivity:	41.29
Fraction sp3 Carbons:	0.83
sp3 Carbons:	5

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.