ChemFOnt: Showing chemical card for 2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid (CFc000123615)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:25 UTC

Chemfont ID

CFc000123615

Molecule Identification

Common Name

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

Definition

2,2,2-trifluoro-n-(3-hydroxy-2-methyl-6-{[(3s)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)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-methyl-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 cyp3a4 enzyme via a terminal-desaturation-pattern1 reaction. This terminal-desaturation-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,2,2-Trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidate	Generator

Chemical Formula

C₃₄H₃₄F₃NO₁₃

Average Molecular Weight

721.635

Monoisotopic Molecular Weight

721.198224648

IUPAC Name

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

Traditional Name

2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)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])(O)C([H])(C)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)CCC=C

InChI Identifier

InChI=1S/C34H34F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h4,6-8,14,17,19,22,27,41,43,45,47H,1,5,9-13H2,2-3H3,(H,38,46)/t14?,17?,19?,22?,27?,33-/m0/s1

InChI Key

KDCNBWIXXUGBAK-QNTITZDSSA-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

Anthracyclinone-skeleton
Anthracycline
Tetracenequinone
1,4-anthraquinone
9,10-anthraquinone
Anthracene
Glycosyl compound
O-glycosyl compound
Tetralin
Anisole
Aryl ketone
Alkyl aryl ether
Fatty acid ester
Alpha-acyloxy ketone
Benzenoid
Monosaccharide
Oxane
Fatty acyl
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Ether
Polyol
Monocarboxylic acid or derivatives
Carbonyl group
Alkyl fluoride
Alkyl halide
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organofluoride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143206)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.039 g/L	ALOGPS
logP	2.41	ALOGPS
logP	2.36	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	-14	ChemAxon
pKa (Strongest Basic)	10.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	218.71 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	168.59 m³·mol⁻¹	ChemAxon
Polarizability	69.46 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

HMDB0143206

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-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid (CFc000123615)

MOL for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

3D MOL for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

3D SDF for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

3D-SDF for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

PDB for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

3D PDB for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

SMILES for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

INCHI for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

Structure for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)

3D Structure for CFc000123615 (2,2,2-trifluoro-N-(3-hydroxy-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-[2-(pent-4-enoyloxy)acetyl]-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-4-yl)ethanimidic acid)