ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid (CFc000118042)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:40:58 UTC

Chemfont ID

CFc000118042

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2h,8h,9h-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1,2-dihydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2h,8h,9h-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9,10-dihydroacridin-9-one. 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-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-H]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₃₇H₃₇NO₁₆

Average Molecular Weight

751.694

Monoisotopic Molecular Weight

751.211234115

IUPAC Name

3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxoacridin-2-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)C(=O)C1=C(N2C)C(C2C(OC3=C2C2=C(C=C3)C=CC(=O)O2)C(C)(C)O)=C(OC)C(OC2OC(C(O)C(O)C2O)C(O)=O)=C1O

InChI Identifier

InChI=1S/C37H37NO16/c1-37(2,47)34-19(18-15(51-34)10-7-13-8-12-17(39)52-29(13)18)20-23-21(24(40)14-9-11-16(48-4)30(49-5)22(14)38(23)3)25(41)32(31(20)50-6)53-36-28(44)26(42)27(43)33(54-36)35(45)46/h7-12,19,26-28,33-34,36,41-44,47H,1-6H3,(H,45,46)

InChI Key

PAIVHZQCCAOKDP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Phenolic glycoside
Angular furanocoumarin
Furanocoumarin
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Coumarin
Glycosyl compound
Dihydroquinolone
O-glycosyl compound
Benzopyran
1-benzopyran
Dihydroquinoline
Coumaran
Anisole
Beta-hydroxy acid
Alkyl aryl ether
Pyranone
Benzenoid
Hydroxy acid
Monosaccharide
Pyridine
Pyran
Oxane
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Tertiary alcohol
Lactone
Secondary alcohol
Azacycle
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137633)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	2.1	ALOGPS
logP	2	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.73	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	240.44 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	184.17 m³·mol⁻¹	ChemAxon
Polarizability	72.66 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0137633

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-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid (CFc000118042)

MOL for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000118042 (3,4,5-trihydroxy-6-({1-hydroxy-4-[8-(2-hydroxypropan-2-yl)-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl]-3,5,6-trimethoxy-10-methyl-9-oxo-9,10-dihydroacridin-2-yl}oxy)oxane-2-carboxylic acid)