ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid (CFc000111737)

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

CFc000111737

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaene-2,7-diol. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0,.0,.0,.0,]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₆O₁₂

Average Molecular Weight

530.482

Monoisotopic Molecular Weight

530.142426277

IUPAC Name

3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0^{2,11}.0^{5,10}.0^{15,21}.0^{16,18}]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0^{2,11}.0^{5,10}.0^{15,21}.0^{16,18}]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=CC3=C(OC4C5=C(OCC34O)C=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C5)C=C2C2OC12

InChI Identifier

InChI=1S/C26H26O12/c1-25(2)22-19(36-22)11-6-15-12(7-14(11)38-25)26(32)8-33-13-5-9(3-4-10(13)21(26)35-15)34-24-18(29)16(27)17(28)20(37-24)23(30)31/h3-7,16-22,24,27-29,32H,8H2,1-2H3,(H,30,31)

InChI Key

RCVQNLWVASSHJK-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
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
2,2-dimethyl-1-benzopyran
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Chromane
Coumaran
Benzofuran
Alkyl aryl ether
Beta-hydroxy acid
Benzenoid
Pyran
Hydroxy acid
Oxane
Monosaccharide
Tertiary alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Polyol
Acetal
Ether
Organic oxide
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131328)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.88 g/L	ALOGPS
logP	1.33	ALOGPS
logP	0.26	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.94	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	176.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	122.19 m³·mol⁻¹	ChemAxon
Polarizability	51.22 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

HMDB0131328

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 3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid (CFc000111737)

MOL for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000111737 (3,4,5-trihydroxy-6-({2-hydroxy-19,19-dimethyl-4,12,17,20-tetraoxahexacyclo[11.9.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²¹.0¹⁶,¹⁸]docosa-1(13),5(10),6,8,14,21-hexaen-7-yl}oxy)oxane-2-carboxylic acid)