ChemFOnt: Showing chemical card for [2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid (CFc000120850)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:13 UTC

Chemfont ID

CFc000120850

Molecule Identification

Common Name

Definition

[2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,3',4',7,8,11,12,27-octahydroxy-20-(hydroxymethyl)-15,23-dioxo-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-18-yl 3,4,5-trihydroxybenzoate. 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',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1,.1,.0,.0,.0,]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonate	Generator
[2,3',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1,.1,.0,.0,.0,]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulphonate	Generator
[2,3',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1,.1,.0,.0,.0,]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulphonic acid	Generator
[2,3',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonate	Generator
[2,3',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulphonate	Generator
[2,3',7,8,11,12,27-Heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₃₂H₃₀O₂₆S

Average Molecular Weight

862.63

Monoisotopic Molecular Weight

862.07460226

IUPAC Name

[2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1^{7,24}.1^{17,21}.0^{2,8}.0^{4,24}.0^{10,25}]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid

Traditional Name

2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1^{7,24}.1^{17,21}.0^{2,8}.0^{4,24}.0^{10,25}]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yloxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(OC(=O)C2=CC(O)=C(O)C(O)=C2)C2OC(=O)C3=CC(O)=C(O)C4=C3C3C5(O)OC6C7(OCC(OS(O)(=O)=O)C7O)OC(O)(CC36C(=O)OC1C2O)C5(O)O4

InChI Identifier

InChI=1S/C32H30O26S/c33-4-12-18-17(39)20(25(51-12)54-23(41)7-1-9(34)15(37)10(35)2-7)52-24(42)8-3-11(36)16(38)19-14(8)21-28(27(43)53-18)6-29(44)32(46,55-19)31(21,45)56-26(28)30(58-29)22(40)13(5-50-30)57-59(47,48)49/h1-3,12-13,17-18,20-22,25-26,33-40,44-46H,4-6H2,(H,47,48,49)

InChI Key

SDMJKJXBTYEPNE-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
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Dihydroxybenzoic acid
1-benzopyran
Benzopyran
Benzoate ester
Chromane
Pyrogallol derivative
Furopyran
Tricarboxylic acid or derivatives
Benzenetriol
Benzoic acid or derivatives
Benzoyl
Phenol
Oxepane
1,4-dioxepane
Ketal
Dioxepane
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monosaccharide
Oxane
Pyran
Tetrahydrofuran
Furan
Cyclic alcohol
Organic sulfuric acid or derivatives
Hemiacetal
Carboxylic acid ester
Lactone
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Organic oxide
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140441)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	65.2 g/L	ALOGPS
logP	0.33	ALOGPS
logP	-1.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	411.18 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	172.55 m³·mol⁻¹	ChemAxon
Polarizability	76.36 Å³	ChemAxon
Number of Rings	9	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

HMDB0140441

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

MOL for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

3D MOL for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

3D SDF for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

3D-SDF for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

PDB for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

3D PDB for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

SMILES for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

INCHI for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)

Structure for CFc000120850 ([2,3',7,8,11,12,27-heptahydroxy-20-(hydroxymethyl)-15,23-dioxo-18-(3,4,5-trihydroxybenzoyloxy)-3,6,9,16,19,22-hexaoxaspiro[heptacyclo[12.10.1.1⁷,²⁴.1¹⁷,²¹.0²,⁸.0⁴,²⁴.0¹⁰,²⁵]heptacosane-5,2'-oxolane]-10(25),11,13-trien-4'-yl]oxidanesulfonic acid)