ChemFOnt: Showing chemical card for (12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid (CFc000124541)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:50:50 UTC

Chemfont ID

CFc000124541

Molecule Identification

Common Name

(12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid

Definition

(12as)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (4as,5as,12as)-7-chloro-4-(dimethylamino)-6,10,12,12a-tetrahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid. It is generated by cyp2b6, cyp2c9, and cyp3a4 enzymes via a hydroxylation-of-aromatic-carbon-meta-to-halide-group reaction. This hydroxylation-of-aromatic-carbon-meta-to-halide-group occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(12AS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidate	Generator

Chemical Formula

C₂₁H₂₁ClN₂O₉

Average Molecular Weight

480.85

Monoisotopic Molecular Weight

480.093558

IUPAC Name

(12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid

Traditional Name

(12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-2,4,4a,5,5a,6-hexahydrotetracene-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

[H]C1(O)C2=C(C(O)=C(O)C=C2Cl)C(=O)C2=C(O)[C@]3(O)C(=O)C([H])(C(O)=N)C(=O)C([H])(N(C)C)C3([H])CC12[H]

InChI Identifier

InChI=1S/C21H21ClN2O9/c1-24(2)13-6-3-5-9(18(30)21(6,33)19(31)12(17(13)29)20(23)32)16(28)11-10(14(5)26)7(22)4-8(25)15(11)27/h4-6,12-14,25-27,30,33H,3H2,1-2H3,(H2,23,32)/t5?,6?,12?,13?,14?,21-/m0/s1

InChI Key

DGELBCGUTXXUPZ-WVUCXNQHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Tetralin
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1,3-diketone
Aralkylamine
Aryl chloride
Aryl halide
1,3-dicarbonyl compound
Benzenoid
Cyclic alcohol
Tertiary alcohol
Vinylogous acid
Tertiary aliphatic amine
Cyclic ketone
Tertiary amine
Secondary alcohol
Ketone
Carboximidic acid
Carboximidic acid derivative
Polyol
Enol
Organic oxide
Organochloride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Amine
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0144132)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.58 g/L	ALOGPS
logP	0.76	ALOGPS
logP	-2.3	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	11.75	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	199.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.17 m³·mol⁻¹	ChemAxon
Polarizability	45.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0144132

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 (12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid (CFc000124541)

MOL for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

3D MOL for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

3D SDF for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

3D-SDF for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

PDB for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

3D PDB for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

SMILES for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

INCHI for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

Structure for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)

3D Structure for CFc000124541 ((12aS)-7-chloro-4-(dimethylamino)-6,9,10,12,12a-pentahydroxy-1,3,11-trioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid)