Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43276
Common Name:	Cerulenin
Systematic Name:	(2R,3S)-3-(nona-4,7-dienoyl)oxirane-2-carboxamide
RefMet Name:	Cerulenin
Synonyms:	[PubChem Synonyms]
Exact Mass:	223.1208 (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:	C12H17NO3
InChIKey:	GVEZIHKRYBHEFX-ZIMISOLQSA-N
ClassyFire superclass:	Organoheterocyclic compounds
ClassyFire class:	Epoxides
ClassyFire subclass:	Oxirane carboxylic acids and derivatives
ClassyFire direct parent:	Oxirane carboxylic acids and derivatives
Massbank MS spectra:	View MS spectra
SMILES:	C/C=C/C/C=C/CCC(=O)C1C(C(=O)N)O1
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5282054
LIPID MAPS ID:	LMFA08010013
CHEBI ID:	171741
HMDB ID:	HMDB0015168
KEGG ID:	C12058
Chemspider ID:	4445281
MetaCyc ID:	CPD-6901
EPA CompTox DB:	DTXCID30810033
Plant Metabolite Hub(Pmhub):	MS000010009

Calculated physicochemical properties (?):

Heavy Atoms:	16
Rings:	1
Aromatic Rings:	0
Rotatable Bonds:	7
van der Waals Molecular volume:	230.61 Å3 molecule-1
Toplogical Polar Sufrace Area:	72.69 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	3
logP:	1.68
Molar Refractivity:	61.69
Fraction sp3 Carbons:	0.50
sp3 Carbons:	6

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.