ChemFOnt: Showing chemical card for {4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid (CFc000116590)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:38:44 UTC

Chemfont ID

CFc000116590

Molecule Identification

Common Name

Definition

{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6,9,17,19-tetrahydroxy-5,13-bis(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-21-yl 4-hydroxybenzoate. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -4-O-sulfation-of-phenolic-compound reaction. This -4-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0,.0,.0,]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonate	Generator
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0,.0,.0,]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulphonate	Generator
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0,.0,.0,]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulphonic acid	Generator
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonate	Generator
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulphonate	Generator
{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulphonic acid	Generator

Chemical Formula

C₃₇H₂₈O₁₅S

Average Molecular Weight

744.68

Monoisotopic Molecular Weight

744.114891376

IUPAC Name

{4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0^{2,11}.0^{3,8}.0^{15,20}]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1CC2=C(OC1C1=CC=C(OS(O)(=O)=O)C=C1)C1=C(OC3(OC4=CC(O)=CC(O)=C4C1C3OC(=O)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1)C=C2O

InChI Identifier

InChI=1S/C37H28O15S/c38-20-7-1-18(2-8-20)36(44)49-35-32-30-26(42)13-22(40)14-28(30)50-37(35,19-5-9-21(39)10-6-19)51-29-16-25(41)24-15-27(43)33(48-34(24)31(29)32)17-3-11-23(12-4-17)52-53(45,46)47/h1-14,16,27,32-33,35,38-43H,15H2,(H,45,46,47)

InChI Key

YQCFKCDYEMGKJV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

A-type proanthocyanidin
Proanthocyanidin
Bi- and polyflavonoid skeleton
Pyranoflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavan-3-ol
Flavan
Pyranochromene
Phenylsulfate
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Arylsulfate
Benzoate ester
Chromane
Benzopyran
1-benzopyran
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Ketal
Alkyl aryl ether
Phenol
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0136181)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	3.18	ALOGPS
logP	3.92	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	238.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	182.03 m³·mol⁻¹	ChemAxon
Polarizability	72.15 Å³	ChemAxon
Number of Rings	8	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

HMDB0136181

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 {4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid (CFc000116590)

MOL for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

3D MOL for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

3D SDF for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

3D-SDF for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

PDB for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

3D PDB for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

SMILES for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

INCHI for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

Structure for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)

3D Structure for CFc000116590 ({4-[6,9,17,19-tetrahydroxy-21-(4-hydroxybenzoyloxy)-13-(4-hydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15,17,19-hexaen-5-yl]phenyl}oxidanesulfonic acid)