ChemFOnt: Showing chemical card for [4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid (CFc000109921)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:56 UTC

Chemfont ID

CFc000109921

Molecule Identification

Common Name

Definition

[4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-[4-(1,2-dihydroxyethyl)-5,11,12,13-tetrahydroxy-8-oxo-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-10-yl]-6,7,13,14-tetrahydroxy-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
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0,]trideca-1(13),9,11-trien-5-yl]oxidanesulfonate	Generator
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0,]trideca-1(13),9,11-trien-5-yl]oxidanesulphonate	Generator
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0,]trideca-1(13),9,11-trien-5-yl]oxidanesulphonic acid	Generator
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonate	Generator
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulphonate	Generator
[4-(1,2-Dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₇H₁₈O₂₀S

Average Molecular Weight

694.48

Monoisotopic Molecular Weight

694.011214154

IUPAC Name

[4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0^{2,6}]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid

Traditional Name

CAS Registry Number

None

SMILES

OCC(O)C1OC2C(OC(=O)C3=C(C(O)=C(O)C(O)=C23)C2=C3C(=O)OC4=C5C(=CC(O)=C4O)C(=O)OC(C(O)=C2O)=C35)C1OS(O)(=O)=O

InChI Identifier

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

InChI Key

HYCXPWBBGHPUMT-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
Gallic acid or derivatives
Isocoumarin
Coumarin
2-benzopyran
1-benzopyran
Isochromane
Benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Pyran
Tetrahydrofuran
Heteroaromatic compound
Organic sulfuric acid or derivatives
1,2-diol
Lactone
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Alcohol
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129512)

Plant

Plant (HMDB: HMDB0129512)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	17.3 g/L	ALOGPS
logP	1.25	ALOGPS
logP	0.67	ChemAxon
logS	-1.6	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	10	ChemAxon
Polar Surface Area	333.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	148.56 m³·mol⁻¹	ChemAxon
Polarizability	59.55 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0129512

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088363

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

131835759

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

MOL for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

3D MOL for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

3D SDF for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

3D-SDF for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

PDB for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

3D PDB for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

SMILES for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

INCHI for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

Structure for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)

3D Structure for CFc000109921 ([4-(1,2-dihydroxyethyl)-11,12,13-trihydroxy-8-oxo-10-{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}-3,7-dioxatricyclo[7.4.0.0²,⁶]trideca-1(13),9,11-trien-5-yl]oxidanesulfonic acid)