ChemFOnt: Showing chemical card for Aureolic acid (CFc000228262)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:54:00 UTC

Chemfont ID

CFc000228262

Molecule Identification

Common Name

Aureolic acid

Definition

mithramycin a, also known as aureolic acid or plicamycin, belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds. Based on a literature review a significant number of articles have been published on mithramycin a.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Aureolic acid	MeSH
Mithramycin	MeSH
Mitramycin	MeSH
Plicamycin	MeSH

Chemical Formula

C₅₂H₇₆O₂₄

Average Molecular Weight

1085.156

Monoisotopic Molecular Weight

1084.472653327

IUPAC Name

3-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-2-{[4-({4-[(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy]-5-hydroxy-6-methyloxan-2-yl}oxy)-5-hydroxy-6-methyloxan-2-yl]oxy}-6-({4-[(4,5-dihydroxy-6-methyloxan-2-yl)oxy]-5-hydroxy-6-methyloxan-2-yl}oxy)-8,9-dihydroxy-7-methyl-1,2,3,4-tetrahydroanthracen-1-one

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(C1CC2=C(C(=O)C1OC1CC(OC3CC(OC4CC(C)(O)C(O)C(C)O4)C(O)C(C)O3)C(O)C(C)O1)C(O)=C1C(O)=C(C)C(OC3CC(OC4CC(O)C(O)C(C)O4)C(O)C(C)O3)=CC1=C2)C(=O)C(O)C(C)O

InChI Identifier

InChI=1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3

InChI Key

CFCUWKMKBJTWLW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Oligosaccharides

Alternative Parents

Substituents

Oligosaccharide
Anthracene
Glycosyl compound
1-naphthol
O-glycosyl compound
Tetralin
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Oxane
Acyloin
Beta-hydroxy ketone
Vinylogous acid
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Dialkyl ether
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a carbohydrate-containing antibiotic (CPD-13955 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	-0.23	ALOGPS
logP	2.07	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	358.2 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	257.01 m³·mol⁻¹	ChemAxon
Polarizability	114.19 Å³	ChemAxon
Number of Rings	8	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

200363

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

230076

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Aureolic acid (CFc000228262)

MOL for CFc000228262 (Aureolic acid)

3D MOL for CFc000228262 (Aureolic acid)

3D SDF for CFc000228262 (Aureolic acid)

3D-SDF for CFc000228262 (Aureolic acid)

PDB for CFc000228262 (Aureolic acid)

3D PDB for CFc000228262 (Aureolic acid)

SMILES for CFc000228262 (Aureolic acid)

INCHI for CFc000228262 (Aureolic acid)

Structure for CFc000228262 (Aureolic acid)

3D Structure for CFc000228262 (Aureolic acid)