ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid (CFc000120520)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:44:43 UTC

Chemfont ID

CFc000120520

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(c-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of {[5,10,10-trihydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via a hydroxylamine-n-glucuronidation reaction. This hydroxylamine-n-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulphooxy)-decahydro-5-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulphooxy)-decahydro-5-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid	Generator
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulphooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulphooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid	Generator

Chemical Formula

C₁₆H₂₆N₇O₁₅S

Average Molecular Weight

588.48

Monoisotopic Molecular Weight

588.120759339

IUPAC Name

3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5lambda5-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-hexahydro-1H-5lambda5-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC(C1O)[N]1(O)C(COC(O)=N)C2NC(=N)NC22N(CC(OS(O)(=O)=O)C2(O)O)C1=N)C(O)=O

InChI Identifier

InChI=1S/C16H26N7O15S/c17-12-20-9-3(2-36-14(19)29)23(32,10-7(26)5(24)6(25)8(37-10)11(27)28)13(18)22-1-4(38-39(33,34)35)16(30,31)15(9,22)21-12/h3-10,18,24-26,30-32H,1-2H2,(H2,19,29)(H,27,28)(H3,17,20,21)(H,33,34,35)

InChI Key

FJCGCDOWWRIZDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saxitoxins, gonyautoxins, and derivatives. Saxitoxins, gonyautoxins, and derivatives are compounds with a structure based on a 2,6-diamino-4-methyl-pyrrolo[1,2-c]purin-10-ol skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Saxitoxins, gonyautoxins, and derivatives

Sub Class

Not Available

Direct Parent

Saxitoxins, gonyautoxins, and derivatives

Alternative Parents

Substituents

Saxitoxin-gonyautoxin skeleton
N-glucuronide
1-n-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
N-glycosyl compound
Imidazopyrimidine
Alkaloid or derivatives
Beta-hydroxy acid
1,3-diazinane
Hydroxy acid
Oxane
Pyran
Sulfuric acid monoester
Sulfate-ester
N-hydroxyguanidine
Alkyl sulfate
Sulfuric acid ester
Pyrrolidine
Imidazolidine
Organic sulfuric acid or derivatives
Secondary alcohol
Guanidine
Carboxylic acid
Carboxylic acid derivative
Carboximidamide
Carboximidic acid derivative
Carbonyl hydrate
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organooxygen compound
Hydrocarbon derivative
Imine
Alcohol
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140111)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.13 g/L	ALOGPS
logP	0.71	ALOGPS
logS	-2.7	ALOGPS
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	359.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	147.12 m³·mol⁻¹	ChemAxon
Polarizability	49.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0140111

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid (CFc000120520)

MOL for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

3D MOL for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

3D SDF for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

3D-SDF for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

PDB for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

3D PDB for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

SMILES for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

INCHI for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

Structure for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)

3D Structure for CFc000120520 (3,4,5-trihydroxy-6-{5,10,10-trihydroxy-4-[(C-hydroxycarbonimidoyloxy)methyl]-2,6-diimino-9-(sulfooxy)-decahydro-5λ⁵-pyrrolo[1,2-c]purin-5-yl}oxane-2-carboxylic acid)