ChemFOnt: Showing chemical card for [5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid (CFc000109953)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:59 UTC

Chemfont ID

CFc000109953

Molecule Identification

Common Name

Definition

[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6,7,13,14-tetrahydroxy-5-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-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 enzyme via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonate	Generator
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-6-yl]oxidanesulphonate	Generator
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-6-yl]oxidanesulphonic acid	Generator
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonate	Generator
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulphonate	Generator
[5,12,13,14-Tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₇H₁₈O₂₀S

Average Molecular Weight

694.48

Monoisotopic Molecular Weight

694.011214154

IUPAC Name

[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid

Traditional Name

CAS Registry Number

None

SMILES

OCC1OC2C(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)C(OS(O)(=O)=O)C1O

InChI Identifier

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

InChI Key

TWGCBWSIQRAEGJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Hydrolyzable tannin
Steroid lactone
Ellagic_acid
3-hydroxysteroid
1-hydroxysteroid
2-hydroxysteroid
Hydroxysteroid
Tannin
Biphenol
7,8-dihydroxycoumarin
Gallic acid or derivatives
Coumarin
Isocoumarin
Benzopyran
Isochromane
2-benzopyran
1-benzopyran
Pyranone
1-hydroxy-2-unsubstituted benzenoid
Pyran
Sulfate-ester
Sulfuric acid monoester
Oxane
Monosaccharide
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Organoheterocyclic compound
Ether
Oxacycle
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0129544)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0129544)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0129544)

Source

Endogenous

Endogenous (HMDB: HMDB0129544)

Animal

Animal (HMDB: HMDB0129544)

Exogenous

Food

Food (HMDB: HMDB0129544)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0129544)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0129544)

Lipid metabolism pathway (HMDB: HMDB0129544)

Cellular process

Cell signaling (HMDB: HMDB0129544)

Biochemical process

Lipid transport (HMDB: HMDB0129544)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0129544)

Molecular messenger

Signaling molecule (HMDB: HMDB0129544)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.3 g/L	ALOGPS
logP	1.26	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	3	ChemAxon
Refractivity	148.56 m³·mol⁻¹	ChemAxon
Polarizability	61 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

HMDB0129544

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088395

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

131835791

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

MOL for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

3D MOL for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

3D SDF for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

3D-SDF for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

PDB for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

3D PDB for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

SMILES for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

INCHI for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

Structure for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)

3D Structure for CFc000109953 ([5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-11-{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}-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-6-yl]oxidanesulfonic acid)