ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid (CFc000118183)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:11 UTC

Chemfont ID

CFc000118183

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl 2,4-dihydroxybenzoate. 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-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0,.0,.0,]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylate	Generator

Chemical Formula

C₄₀H₃₀O₁₆

Average Molecular Weight

766.664

Monoisotopic Molecular Weight

766.153384886

IUPAC Name

3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{14,19}]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(OC4OC(C(O)C(O)C4O)C(O)=O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=C(O2)C=C(O)C=C1

InChI Identifier

InChI=1S/C40H30O16/c1-40-14-22(20-6-4-18(42)12-26(20)56-40)34-30(36(40)47)29-27(53-34)9-16(24-8-15-2-3-17(41)11-25(15)52-24)10-28(29)54-38(50)21-7-5-19(13-23(21)43)51-39-33(46)31(44)32(45)35(55-39)37(48)49/h2-13,22,31-33,35,39,41-46H,14H2,1H3,(H,48,49)

InChI Key

JLVSHJYBSBIQQI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-hydroxybenzoic acid ester
Glycosyl compound
O-glycosyl compound
Benzoate ester
Chromane
Benzopyran
Salicylic acid or derivatives
1-benzopyran
Benzofuran
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Phenol ether
Aryl alkyl ketone
Aryl ketone
Beta-hydroxy acid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Dicarboxylic acid or derivatives
Oxane
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Pyran
Furan
Heteroaromatic compound
Vinylogous acid
Ketone
Carboxylic acid ester
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137774)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.051 g/L	ALOGPS
logP	4.16	ALOGPS
logP	4.5	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	2.88	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	256.02 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	187.77 m³·mol⁻¹	ChemAxon
Polarizability	76.6 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

HMDB0137774

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-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid (CFc000118183)

MOL for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

3D MOL for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

3D SDF for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

3D-SDF for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

PDB for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

3D PDB for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

SMILES for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

INCHI for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

Structure for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)

3D Structure for CFc000118183 (3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid)