ChemFOnt: Showing chemical card for [2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid (CFc000110294)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:28 UTC

Chemfont ID

CFc000110294

Molecule Identification

Common Name

Definition

[2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1h-isochromen-3-yl)butoxy]sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6,7,13,14-tetrahydroxy-5-[5,6,7-trihydroxy-1-oxo-3-(1,2,3,4-tetrahydroxybutyl)-1h-isochromen-8-yl]-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0,.0,]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonate	Generator
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0,.0,]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulphonate	Generator
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0,.0,]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulphonic acid	Generator
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonate	Generator
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulphonate	Generator
[2,3,4-Trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulphonic acid	Generator

Chemical Formula

C₂₇H₁₈O₂₀S

Average Molecular Weight

694.48

Monoisotopic Molecular Weight

694.011214154

IUPAC Name

[2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid

Traditional Name

2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0^{4,16}.0^{11,15}]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}isochromen-3-yl)butoxysulfonic acid

CAS Registry Number

None

SMILES

OCC(O)C(O)C(OS(O)(=O)=O)C1=CC2=C(C(=O)O1)C(=C(O)C(O)=C2O)C1=C2C(=O)OC3=C4C(=CC(O)=C3O)C(=O)OC(C(O)=C1O)=C24

InChI Identifier

InChI=1S/C27H18O20S/c28-3-7(30)17(33)22(47-48(41,42)43)8-2-4-10(26(39)44-8)11(18(34)20(36)15(4)31)12-14-13-9-5(25(38)45-24(13)21(37)19(12)35)1-6(29)16(32)23(9)46-27(14)40/h1-2,7,17,22,28-37H,3H2,(H,41,42,43)

InChI Key

NPTGIUVXMXEMPG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
Biphenol
7,8-dihydroxycoumarin
Coumarin
Isocoumarin
Benzopyran
1-benzopyran
2-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Sulfuric acid ester
Pyran
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Heteroaromatic compound
Lactone
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129885)

Plant

Plant (HMDB: HMDB0129885)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.24 g/L	ALOGPS
logP	1.07	ALOGPS
logP	0.45	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	344.8 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	152.36 m³·mol⁻¹	ChemAxon
Polarizability	60.74 Å³	ChemAxon
Number of Rings	6	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

HMDB0129885

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088736

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

131836109

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid (CFc000110294)

MOL for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

3D MOL for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

3D SDF for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

3D-SDF for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

PDB for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

3D PDB for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

SMILES for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

INCHI for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

Structure for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)

3D Structure for CFc000110294 ([2,3,4-trihydroxy-1-(5,6,7-trihydroxy-1-oxo-8-{6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}-1H-isochromen-3-yl)butoxy]sulfonic acid)