Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	44467
Common Name:	5,6-Dimethoxysterigmatocystin
Systematic Name:	15-hydroxy-11,17,18-trimethoxy-6,8,20-trioxapentacyclo[10.8.0.0^{2,9}.0^{3,7}.0^{14,19}]icosa-1,4,9,11,14,16,18-heptaen-13-one
Synonyms:	[PubChem Synonyms]
Exact Mass:	384.0845 (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:	C20H16O8
InChIKey:	RSPJLZQIZABVSE-UHFFFAOYSA-N
ClassyFire superclass:	Phenylpropanoids and polyketides
ClassyFire class:	Sterigmatocystins
ClassyFire subclass:	Sterigmatocystins
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
SMILES:	COc1cc2c(C3C=COC3O2)c2c1c(=O)c1c(cc(c(c1o2)OC)OC)O
Studies:	Available studies(via PubChem CID)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5284386
HMDB ID:	HMDB0030592
Chemspider ID:	4447461
MetaCyc ID:	CPD-4591
Natural Products Atlas ID:	NP017907
EPA CompTox DB:	DTXCID70489
Plant Metabolite Hub(Pmhub):	MS000118980

Calculated physicochemical properties (?):

Heavy Atoms:	28
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	3
van der Waals Molecular volume:	320.16 Å3 molecule-1
Toplogical Polar Sufrace Area:	98.89 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	8
logP:	3.39
Molar Refractivity:	95.61
Fraction sp3 Carbons:	0.25
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.