ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid (CFc000123700)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:33 UTC

Chemfont ID

CFc000123700

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(3s)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,2,2-trifluoro-n-(3-hydroxy-2-methyl-6-{[(3s)-3,5,10,12-tetrahydroxy-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid. 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-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₄H₃₄F₃NO₁₈

Average Molecular Weight

801.63

Monoisotopic Molecular Weight

801.172797748

IUPAC Name

Traditional Name

3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-2,4-dihydro-1H-tetracen-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(C)OC([H])(CC([H])(N=C(O)C(F)(F)F)C1([H])O)OC1([H])C[C@@](O)(CC2=C(OC3([H])OC([H])(C(O)=O)C([H])(O)C([H])(O)C3([H])O)C3=C(C(O)=C12)C(=O)C1=C(C=CC=C1O)C3=O)C(=O)CO

InChI Identifier

InChI=1S/C34H34F3NO18/c1-9-21(42)12(38-32(51)34(35,36)37)5-16(53-9)54-14-7-33(52,15(41)8-39)6-11-18(14)24(45)19-20(22(43)10-3-2-4-13(40)17(10)23(19)44)28(11)55-31-27(48)25(46)26(47)29(56-31)30(49)50/h2-4,9,12,14,16,21,25-27,29,31,39-40,42,45-48,52H,5-8H2,1H3,(H,38,51)(H,49,50)/t9?,12?,14?,16?,21?,25?,26?,27?,29?,31?,33-/m0/s1

InChI Key

ZPADZPVICCMVQM-KPOACAABSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Anthracyclines

Sub Class

Not Available

Direct Parent

Anthracyclines

Alternative Parents

Substituents

Anthracycline
Anthracyclinone-skeleton
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Anthracene
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Tetralin
Aryl ketone
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Hydroxy acid
Oxane
Monosaccharide
Alpha-hydroxy ketone
Tertiary alcohol
Vinylogous acid
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alkyl halide
Carbonyl group
Alkyl fluoride
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143291)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.89 g/L	ALOGPS
logP	0.59	ALOGPS
logP	-1.8	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-3.1	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	319.86 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	173.1 m³·mol⁻¹	ChemAxon
Polarizability	73.01 Å³	ChemAxon
Number of Rings	6	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

HMDB0143291

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-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid (CFc000123700)

MOL for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000123700 (3,4,5-trihydroxy-6-{[(3S)-3,10,12-trihydroxy-1-({5-hydroxy-6-methyl-4-[(2,2,2-trifluoro-1-hydroxyethylidene)amino]oxan-2-yl}oxy)-3-(2-hydroxyacetyl)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-5-yl]oxy}oxane-2-carboxylic acid)