ChemFOnt: Showing chemical card for (12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid (CFc000124201)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:50:18 UTC

Chemfont ID

CFc000124201

Molecule Identification

Common Name

(12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid

Definition

(12as)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (12as)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracene-2-carboximidic acid. It is generated by abkar1 enzyme via a reduction-of-alpha-beta-unsaturated-compounds-pattern1 reaction. This reduction-of-alpha-beta-unsaturated-compounds-pattern1 occurs in human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(12AS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidate	Generator

Chemical Formula

C₂₈H₄₁N₅O₈

Average Molecular Weight

575.663

Monoisotopic Molecular Weight

575.2955133

IUPAC Name

(12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid

Traditional Name

(12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-3,4,4a,5,5a,6,11a,12-octahydro-2H-tetracene-2-carboximidic acid

CAS Registry Number

Not Available

SMILES

[H]C12CC3=C(C=C(N=C(O)CNC(C)(C)C)C(O)=C3C(=O)C1([H])C([H])(O)[C@]1(O)C(=O)C([H])(C(O)=N)C([H])(O)C([H])(NC)C1([H])C2)N(C)C

InChI Identifier

InChI=1S/C28H41N5O8/c1-27(2,3)31-10-16(34)32-14-9-15(33(5)6)12-7-11-8-13-20(30-4)23(37)19(26(29)40)25(39)28(13,41)24(38)17(11)22(36)18(12)21(14)35/h9,11,13,17,19-20,23-24,30-31,35,37-38,41H,7-8,10H2,1-6H3,(H2,29,40)(H,32,34)/t11?,13?,17?,19?,20?,23?,24?,28-/m0/s1

InChI Key

ZHUYITPXQHKNBU-VHCGWUSSSA-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
Tertiary aliphatic/aromatic amine
Aryl ketone
Aryl alkyl ketone
Dialkylarylamine
Aralkylamine
Benzenoid
Vinylogous acid
Cyclic alcohol
Tertiary alcohol
Ketone
Secondary alcohol
1,2-aminoalcohol
Tertiary amine
Carboximidic acid
Carboximidic acid derivative
Secondary aliphatic amine
Polyol
Organic 1,3-dipolar compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Organooxygen compound
Carbonyl group
Organopnictogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143792)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	0.41	ALOGPS
logP	-4.2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	12.36	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	219.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	162.93 m³·mol⁻¹	ChemAxon
Polarizability	61.88 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0143792

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)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid (CFc000124201)

MOL for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

3D MOL for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

3D SDF for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

3D-SDF for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

PDB for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

3D PDB for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

SMILES for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

INCHI for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

Structure for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)

3D Structure for CFc000124201 ((12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methylamino)-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracene-2-carboximidic acid)