ChemFOnt: Showing chemical card for 6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid (CFc000123313)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:57 UTC

Chemfont ID

CFc000123313

Molecule Identification

Common Name

6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid

Definition

6-{[({[(6s,12as)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic 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-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid. It is generated by cyp2b6 and cyp3a4 enzymes via an aromatic-hydroxylation-of-fused-benzene-ring-pattern1 reaction. This aromatic-hydroxylation-of-fused-benzene-ring-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[({[(6S,12as)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoate	Generator

Chemical Formula

C₂₉H₄₀N₄O₁₁

Average Molecular Weight

620.656

Monoisotopic Molecular Weight

620.269358124

IUPAC Name

6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid

Traditional Name

6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2,3,4,4a,5,5a-hexahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(N)(CCCCNCN=C(O)C1([H])C(=O)[C@@]2(O)C(O)=C3C(=O)C4=C(C=C(O)C=C4O)[C@@](C)(O)C3([H])CC2([H])C([H])(N(C)C)C1([H])O)C(O)=O

InChI Identifier

InChI=1S/C29H40N4O11/c1-28(43)13-8-12(34)9-17(35)18(13)22(36)19-14(28)10-15-21(33(2)3)23(37)20(25(39)29(15,44)24(19)38)26(40)32-11-31-7-5-4-6-16(30)27(41)42/h8-9,14-16,20-21,23,31,34-35,37-38,43-44H,4-7,10-11,30H2,1-3H3,(H,32,40)(H,41,42)/t14?,15?,16?,20?,21?,23?,28-,29+/m1/s1

InChI Key

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

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142904)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.57 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-5.9	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.22	ChemAxon
pKa (Strongest Basic)	9.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	266.7 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	155.61 m³·mol⁻¹	ChemAxon
Polarizability	65.21 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

HMDB0142904

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-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid (CFc000123313)

MOL for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D MOL for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D SDF for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D-SDF for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

PDB for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D PDB for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

SMILES for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

INCHI for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

Structure for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D Structure for CFc000123313 (6-{[({[(6S,12aS)-4-(dimethylamino)-3,6,8,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,2,3,4,4a,5,5a,6,11,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)