ChemFOnt: Showing chemical card for (8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione (CFc000124751)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:51:09 UTC

Chemfont ID

CFc000124751

Molecule Identification

Common Name

(8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

Definition

(8s)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (8s)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione. 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

Not Available

Chemical Formula

C₂₇H₂₉NO₁₁

Average Molecular Weight

543.525

Monoisotopic Molecular Weight

543.174060758

IUPAC Name

(8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

Traditional Name

(8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-9,10-dihydro-7H-tetracene-5,12-dione

CAS Registry Number

Not Available

SMILES

[H]C1(N)CC([H])(OC2([H])C[C@@](O)(CC3=C(O)C4=C(C(O)=C23)C(=O)C2=C(C=CC(O)=C2OC)C4=O)C(C)=O)OC([H])(C)C1([H])O

InChI Identifier

InChI=1S/C27H29NO11/c1-9-21(31)13(28)6-16(38-9)39-15-8-27(36,10(2)29)7-12-17(15)24(34)20-19(23(12)33)22(32)11-4-5-14(30)26(37-3)18(11)25(20)35/h4-5,9,13,15-16,21,30-31,33-34,36H,6-8,28H2,1-3H3/t9?,13?,15?,16?,21?,27-/m0/s1

InChI Key

TUKJCQUSIVXHHF-NMYPOAGBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Anthracyclines

Sub Class

Not Available

Direct Parent

Anthracyclines

Alternative Parents

Substituents

Anthracycline
Anthracyclinone-skeleton
Aminoglycoside core
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Hydroxyanthraquinone
Anthracene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Tetralin
Aryl ketone
Anisole
Amino saccharide
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monosaccharide
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
1,2-aminoalcohol
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Acetal
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organooxygen compound
Carbonyl group
Primary amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0144342)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.06 g/L	ALOGPS
logP	1.67	ALOGPS
logP	0.92	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.61	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	206.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	134.87 m³·mol⁻¹	ChemAxon
Polarizability	54.93 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0144342

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 (8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione (CFc000124751)

MOL for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D MOL for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D SDF for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D-SDF for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

PDB for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D PDB for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

SMILES for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

INCHI for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

Structure for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D Structure for CFc000124751 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy]-2,6,8,11-tetrahydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)