ChemFOnt: Showing chemical card for (8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione (CFc000124753)

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

CFc000124753

Molecule Identification

Common Name

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

Definition

(8s)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-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 cyp3a4 enzyme via a terminal-desaturation-pattern1 reaction. This terminal-desaturation-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₇H₂₇NO₁₀

Average Molecular Weight

525.51

Monoisotopic Molecular Weight

525.163496073

IUPAC Name

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

Traditional Name

(8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-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=C2OC)C4=O)C(C)=O)OC(=C)C1([H])O

InChI Identifier

InChI=1S/C27H27NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,14,16-17,22,30,32,34-35H,1,7-9,28H2,2-3H3/t14?,16?,17?,22?,27-/m0/s1

InChI Key

UNRJEIBGPYNEFZ-LMFHPVFASA-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

Anthracyclinone-skeleton
Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Anthracene
Tetralin
Anisole
Aryl ketone
Alkyl aryl ether
Benzenoid
Oxane
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Ether
Alcohol
Primary aliphatic amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0144344)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.65 g/L	ALOGPS
logP	1.74	ALOGPS
logP	1.15	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.99	ChemAxon
pKa (Strongest Basic)	9.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	185.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	133.24 m³·mol⁻¹	ChemAxon
Polarizability	53.35 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

HMDB0144344

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-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione (CFc000124753)

MOL for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D MOL for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D SDF for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D-SDF for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

PDB for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D PDB for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

SMILES for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

INCHI for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

Structure for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)

3D Structure for CFc000124753 ((8S)-8-acetyl-10-[(4-amino-5-hydroxy-6-methylideneoxan-2-yl)oxy]-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione)