ChemFOnt: Showing chemical card for 6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid (CFc000123294)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:56 UTC

Chemfont ID

CFc000123294

Molecule Identification

Common Name

6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid

Definition

6-{[({[(4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6-{[({[(4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid. It is generated by cyp2b6 and cyp3a4 enzymes via a hydroxylation-of-acyclic-aliphatic-secondary-carbon reaction. This hydroxylation-of-acyclic-aliphatic-secondary-carbon occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[({[(4as,5as,6S,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoate	Generator

Chemical Formula

C₂₉H₃₈N₄O₁₁

Average Molecular Weight

618.64

Monoisotopic Molecular Weight

618.25370806

IUPAC Name

Traditional Name

6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(O)(CCCNCN=C(O)C1=C(O)C([H])(N(C)C)[C@]2([H])C[C@@]3([H])C(C(=O)C4=C(C=CC=C4O)[C@@]3(C)O)=C(O)[C@]2(O)C1=O)C([H])(N)C(O)=O

InChI Identifier

InChI=1S/C29H38N4O11/c1-28(43)12-6-4-7-15(34)17(12)22(36)18-13(28)10-14-21(33(2)3)23(37)19(25(39)29(14,44)24(18)38)26(40)32-11-31-9-5-8-16(35)20(30)27(41)42/h4,6-7,13-14,16,20-21,31,34-35,37-38,43-44H,5,8-11,30H2,1-3H3,(H,32,40)(H,41,42)/t13-,14-,16?,20?,21?,28+,29-/m0/s1

InChI Key

XKAGPSWTOFTYDW-AYFGVUDGSA-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
Tetracene
Naphthacene
Alpha-amino acid
Tetralin
Alpha-amino acid or derivatives
Medium-chain hydroxy acid
Medium-chain fatty acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Amino fatty acid
Cyclohexenone
Hydroxy fatty acid
Aralkylamine
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Fatty acyl
Vinylogous acid
Tertiary alcohol
Tertiary amine
Ketone
Secondary alcohol
Tertiary aliphatic amine
Amino acid
Amino acid or derivatives
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Secondary aliphatic amine
Enol
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Monocarboxylic acid or derivatives
Polyol
Amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Primary amine
Primary aliphatic amine
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142885)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.86 g/L	ALOGPS
logP	-0.94	ALOGPS
logP	-7.5	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	266.7 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	156.39 m³·mol⁻¹	ChemAxon
Polarizability	61.79 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

HMDB0142885

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 6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid (CFc000123294)

MOL for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

3D MOL for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

3D SDF for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

3D-SDF for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

PDB for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

3D PDB for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

SMILES for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

INCHI for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

Structure for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)

3D Structure for CFc000123294 (6-{[({[(4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-amino-3-hydroxyhexanoic acid)