ChemFOnt: Showing chemical card for 2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid (CFc000123634)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:27 UTC

Chemfont ID

CFc000123634

Molecule Identification

Common Name

2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid

Definition

2,2,2-trifluoro-n-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3s)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,2,2-trifluoro-n-[3-hydroxy-2-(hydroxymethyl)-6-{[(3s)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,2,2-Trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidate	Generator
2,2,2-Trifluoro-N-[2-(hydroxymethyl)-3-(sulphooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidate	Generator
2,2,2-Trifluoro-N-[2-(hydroxymethyl)-3-(sulphooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid	Generator

Chemical Formula

C₃₄H₃₆F₃NO₁₇S

Average Molecular Weight

819.71

Monoisotopic Molecular Weight

819.165604366

IUPAC Name

2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid

Traditional Name

2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H]C1(CC([H])(N=C(O)C(F)(F)F)C([H])(OS(O)(=O)=O)C([H])(CO)O1)OC1([H])C[C@@](O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=C(C=CC=C1OC)C3=O)C(=O)COC(=O)CCCC

InChI Identifier

InChI=1S/C34H36F3NO17S/c1-3-4-8-21(41)52-13-20(40)33(47)10-15-24(30(45)26-25(28(15)43)27(42)14-6-5-7-17(51-2)23(14)29(26)44)18(11-33)53-22-9-16(38-32(46)34(35,36)37)31(19(12-39)54-22)55-56(48,49)50/h5-7,16,18-19,22,31,39,43,45,47H,3-4,8-13H2,1-2H3,(H,38,46)(H,48,49,50)/t16?,18?,19?,22?,31?,33-/m0/s1

InChI Key

ICNDVTQBXFHVGI-YIGINKKESA-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
Anthracene
Glycosyl compound
O-glycosyl compound
Tetralin
Monosaccharide sulfate
Aryl ketone
Anisole
Fatty acid ester
Alkyl aryl ether
Alpha-acyloxy ketone
Monosaccharide
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfuric acid monoester
Oxane
Sulfate-ester
Fatty acyl
Alpha-hydroxy ketone
Organic sulfuric acid or derivatives
Vinylogous acid
Tertiary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Carboximidic acid
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboximidic acid derivative
Acetal
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Polyol
Organic nitrogen compound
Organohalogen compound
Carbonyl group
Organofluoride
Organonitrogen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alkyl halide
Alkyl fluoride
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143225)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	1.73	ALOGPS
logP	-0.42	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-14	ChemAxon
pKa (Strongest Basic)	9.29	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	282.31 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	180.09 m³·mol⁻¹	ChemAxon
Polarizability	76.64 Å³	ChemAxon
Number of Rings	5	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

HMDB0143225

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 2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid (CFc000123634)

MOL for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

3D MOL for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

3D SDF for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

3D-SDF for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

PDB for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

3D PDB for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

SMILES for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

INCHI for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

Structure for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)

3D Structure for CFc000123634 (2,2,2-trifluoro-N-[2-(hydroxymethyl)-3-(sulfooxy)-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pentanoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl]ethanimidic acid)