ChemFOnt: Showing chemical card for 6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid (CFc000123431)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:49:08 UTC

Chemfont ID

CFc000123431

Molecule Identification

Common Name

6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid

Definition

6-{[({[(6s,12ar)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-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-{[({[(6s,12as)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,4,4a,5,5a,6,11,11a,12,12a-decahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic 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
6-{[({[(6S,12ar)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-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

Traditional Name

6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-3,4,4a,5,5a,11a-hexahydro-2H-tetracen-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)C3([H])C(=O)C4=C(C=CC(O)=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)12-7-8-16(34)21(35)17(12)22(36)18-13(28)10-14-20(33(2)3)23(37)19(25(39)29(14,44)24(18)38)26(40)32-11-31-9-5-4-6-15(30)27(41)42/h7-8,13-15,18-20,23,31,34-35,37,43-44H,4-6,9-11,30H2,1-3H3,(H,32,40)(H,41,42)/t13?,14?,15?,18?,19?,20?,23?,28-,29+/m1/s1

InChI Key

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

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0143022)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.38 g/L	ALOGPS
logP	-0.16	ALOGPS
logP	-5.1	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.21	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	263.54 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	153.58 m³·mol⁻¹	ChemAxon
Polarizability	64.85 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

HMDB0143022

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,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid (CFc000123431)

MOL for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D MOL for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D SDF for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D-SDF for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

PDB for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D PDB for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

SMILES for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

INCHI for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

Structure for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)

3D Structure for CFc000123431 (6-{[({[(6S,12aR)-4-(dimethylamino)-3,6,9,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,2,3,4,4a,5,5a,6,11,11a,12,12a-dodecahydrotetracen-2-yl](hydroxy)methylidene}amino)methyl]amino}-2-aminohexanoic acid)