ChemFOnt: Showing chemical card for ({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid (CFc000111734)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:31:35 UTC

Chemfont ID

CFc000111734

Molecule Identification

Common Name

({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid

Definition

({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6-(hydroxymethyl)-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaene-1,17-diol. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0,.0,.0,]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonate	Generator
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0,.0,.0,]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulphonate	Generator
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0,.0,.0,]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulphonic acid	Generator
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonate	Generator
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulphonate	Generator
({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulphonic acid	Generator

Chemical Formula

C₂₀H₁₈O₉S

Average Molecular Weight

434.42

Monoisotopic Molecular Weight

434.067153334

IUPAC Name

({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid

Traditional Name

{1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{14,19}]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC1(COS(O)(=O)=O)OC2=CC3=C(OC4C5=C(OCC34O)C=C(O)C=C5)C=C2C=C1

InChI Identifier

InChI=1S/C20H18O9S/c1-19(9-27-30(23,24)25)5-4-11-6-17-14(8-15(11)29-19)20(22)10-26-16-7-12(21)2-3-13(16)18(20)28-17/h2-8,18,21-22H,9-10H2,1H3,(H,23,24,25)

InChI Key

KBCSXNTVDZNVJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Chromane
Benzopyran
1-benzopyran
Benzofuran
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Tertiary alcohol
Organic sulfuric acid or derivatives
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131325)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	0.72	ALOGPS
logP	1.92	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	131.75 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.61 m³·mol⁻¹	ChemAxon
Polarizability	41.88 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0131325

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 ({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid (CFc000111734)

MOL for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

3D MOL for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

3D SDF for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

3D-SDF for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

PDB for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

3D PDB for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

SMILES for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

INCHI for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

Structure for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)

3D Structure for CFc000111734 (({1,17-dihydroxy-6-methyl-5,12,20-trioxapentacyclo[11.8.0.0²,¹¹.0⁴,⁹.0¹⁴,¹⁹]henicosa-2(11),3,7,9,14(19),15,17-heptaen-6-yl}methoxy)sulfonic acid)