ChemFOnt: Showing chemical card for 8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one (CFc000118172)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:10 UTC

Chemfont ID

CFc000118172

Molecule Identification

Common Name

8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one

Definition

8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one 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 Liver carboxylesterase 1 (P23141) enzyme via a hydrolysis-of-carboxylic-acid-ester-pattern2 reaction. This hydrolysis-of-carboxylic-acid-ester-pattern2 occurs in humans and human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₇H₁₈O₇

Average Molecular Weight

454.434

Monoisotopic Molecular Weight

454.10525292

IUPAC Name

8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{14,19}]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one

Traditional Name

8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{14,19}]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one

CAS Registry Number

None

SMILES

CC12CC(C3=C(C4=C(O)C=C(C=C4O3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=C(O2)C=C(O)C=C1

InChI Identifier

InChI=1S/C27H18O7/c1-27-11-17(16-5-4-15(29)10-21(16)34-27)25-24(26(27)31)23-18(30)6-13(8-22(23)33-25)19-7-12-2-3-14(28)9-20(12)32-19/h2-10,17,28-30H,11H2,1H3

InChI Key

QDEGKDIGGJFDLM-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
Chromane
Benzopyran
1-benzopyran
Benzofuran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Heteroaromatic compound
Furan
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137763)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.44	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.27 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	121.97 m³·mol⁻¹	ChemAxon
Polarizability	48.14 Å³	ChemAxon
Number of Rings	7	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

HMDB0137763

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093010

KNApSAcK ID

Not Available

Chemspider ID

10401481

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23257486

PDB ID

Not Available

ChEBI ID

169396

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one (CFc000118172)

MOL for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

3D MOL for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

3D SDF for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

3D-SDF for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

PDB for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

3D PDB for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

SMILES for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

INCHI for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

Structure for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)

3D Structure for CFc000118172 (8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one)