ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid (CFc000116587)

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

CFc000116587

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic 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 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-{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]phenoxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{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]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₄₃H₃₆O₁₈

Average Molecular Weight

840.743

Monoisotopic Molecular Weight

840.190164319

IUPAC Name

3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1CC2=C(OC1C1=CC=C(OC3OC(C(O)C(O)C3O)C(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/C43H36O18/c44-20-7-1-18(2-8-20)41(55)59-39-32-30-26(48)13-22(46)14-28(30)60-43(39,19-5-9-21(45)10-6-19)61-29-16-25(47)24-15-27(49)36(57-37(24)31(29)32)17-3-11-23(12-4-17)56-42-35(52)33(50)34(51)38(58-42)40(53)54/h1-14,16,27,32-36,38-39,42,44-52H,15H2,(H,53,54)

InChI Key

AHNCPAUNKNFJIN-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
Bi- and polyflavonoid skeleton
Proanthocyanidin
Flavonoid-4p-o-glucuronide
Flavonoid-4p-o-glycoside
Flavonoid o-glycoside
Pyranoflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Flavan
Phenolic glycoside
Pyranochromene
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Glycosyl compound
O-glycosyl compound
Benzoate ester
Chromane
Benzopyran
1-benzopyran
Benzoic acid or derivatives
Phenol ether
Benzoyl
Phenoxy compound
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Ketal
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Benzenoid
Oxane
Pyran
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Polyol
Ether
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0136178)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.68	ALOGPS
logP	4.44	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	204.05 m³·mol⁻¹	ChemAxon
Polarizability	82.21 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

HMDB0136178

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-{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]phenoxy}oxane-2-carboxylic acid (CFc000116587)

MOL for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

PDB for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

Structure for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000116587 (3,4,5-trihydroxy-6-{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]phenoxy}oxane-2-carboxylic acid)