ChemFOnt: Showing chemical card for (4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid (CFc000124100)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:50:09 UTC

Chemfont ID

CFc000124100

Molecule Identification

Common Name

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

Definition

(4ar,5ar,12as)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (4as,5ar,12as)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid. It is generated by cyp3a4 enzyme via a hydroxylation-of-alicyclic-secondary-carbon-pattern4 reaction. This hydroxylation-of-alicyclic-secondary-carbon-pattern4 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4AR,5ar,12as)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidate	Generator

Chemical Formula

C₂₉H₃₉N₅O₉

Average Molecular Weight

601.657

Monoisotopic Molecular Weight

601.274777856

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]C1(O)[C@]2([H])CC3=C(C=C(N=C(O)CNC(C)(C)C)C(O)=C3C(=O)C2=C(O)[C@]2(O)C(=O)C(C(O)=N)=C(O)C([H])(N(C)C)[C@]12[H])N(C)C

InChI Identifier

InChI=1S/C29H39N5O9/c1-28(2,3)31-10-15(35)32-13-9-14(33(4)5)11-8-12-17(23(38)16(11)22(13)37)25(40)29(43)19(21(12)36)20(34(6)7)24(39)18(26(29)41)27(30)42/h9,12,19-21,31,36-37,39-40,43H,8,10H2,1-7H3,(H2,30,42)(H,32,35)/t12-,19-,20?,21?,29+/m1/s1

InChI Key

QPDIRVWFRTWCRI-HBDMQPHASA-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
Naphthacene
Tetracene
Tetralin
Tertiary aliphatic/aromatic amine
Aryl ketone
Dialkylarylamine
Aralkylamine
Cyclohexenone
Benzenoid
Vinylogous acid
Tertiary alcohol
Ketone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Secondary aliphatic amine
Enol
Polyol
Secondary amine
Organic 1,3-dipolar compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143691)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	0.5	ALOGPS
logP	-6.7	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	13.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	230.47 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	172.27 m³·mol⁻¹	ChemAxon
Polarizability	62.51 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

HMDB0143691

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 (4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid (CFc000124100)

MOL for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

3D MOL for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

3D SDF for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

3D-SDF for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

PDB for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

3D PDB for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

SMILES for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

INCHI for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

Structure for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)

3D Structure for CFc000124100 ((4aR,5aR,12aS)-9-{[2-(tert-butylamino)-1-hydroxyethylidene]amino}-4,7-bis(dimethylamino)-3,5,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboximidic acid)