ChemFOnt: Showing chemical card for (4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid (CFc000123748)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:37 UTC

Chemfont ID

CFc000123748

Molecule Identification

Common Name

(4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid

Definition

(4-amino-2-methyl-6-{[(3s)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[(2s)-4-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl]-2-oxoacetaldehyde. 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
(4-Amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonate	Generator
(4-Amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulphonate	Generator
(4-Amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulphonic acid	Generator

Chemical Formula

C₂₇H₂₇NO₁₄S

Average Molecular Weight

621.57

Monoisotopic Molecular Weight

621.115225727

IUPAC Name

(4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid

Traditional Name

(4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-2,4-dihydro-1H-tetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H]C1(N)CC([H])(OC2([H])C[C@@](O)(CC3=C(O)C4=C(C(O)=C23)C(=O)C2=C(C=CC=C2OC)C4=O)C(=O)C=O)OC([H])(C)C1([H])OS(O)(=O)=O

InChI Identifier

InChI=1S/C27H27NO14S/c1-10-26(42-43(36,37)38)13(28)6-17(40-10)41-15-8-27(35,16(30)9-29)7-12-19(15)25(34)21-20(23(12)32)22(31)11-4-3-5-14(39-2)18(11)24(21)33/h3-5,9-10,13,15,17,26,32,34-35H,6-8,28H2,1-2H3,(H,36,37,38)/t10?,13?,15?,17?,26?,27-/m0/s1

InChI Key

DKRXRWDJYHCIEG-VZLUPBSCSA-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
Aminoglycoside core
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Anthracene
Glycosyl compound
O-glycosyl compound
Tetralin
Monosaccharide sulfate
Anisole
Aryl ketone
Amino saccharide
Alkyl aryl ether
Alkyl sulfate
Benzenoid
Monosaccharide
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Oxane
Alpha-hydroxy ketone
Tertiary alcohol
Vinylogous acid
Organic sulfuric acid or derivatives
Alpha-ketoaldehyde
Ketone
Oxacycle
Acetal
Ether
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Amine
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Aldehyde
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143339)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.66 g/L	ALOGPS
logP	0.88	ALOGPS
logP	1.46	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	246.28 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	143.74 m³·mol⁻¹	ChemAxon
Polarizability	59.28 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

HMDB0143339

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 (4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid (CFc000123748)

MOL for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

3D MOL for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

3D SDF for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

3D-SDF for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

PDB for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

3D PDB for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

SMILES for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

INCHI for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

Structure for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)

3D Structure for CFc000123748 ((4-amino-2-methyl-6-{[(3S)-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-3-(2-oxoacetyl)-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}oxan-3-yl)oxidanesulfonic acid)