ChemFOnt: Showing chemical card for 15-Acetyl-4-deoxynivalenol (CFc000014534)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:03:16 UTC

Chemfont ID

CFc000014534

Molecule Identification

Common Name

15-Acetyl-4-deoxynivalenol

Definition

15-Acetyl-4-deoxynivalenol is a mycotoxin produced by Fusarium graminearum and Gibberella zeae.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
15-Acetoxy-12,13-epoxy-3,7-dihydroxy-9-trichothecen-8-one	HMDB
15-Acetyldeoxynivalenol	HMDB
15-Acetylvomitoxin	HMDB
15-Monoacetyldeoxynivalenol	MeSH, HMDB
15ADON	MeSH, HMDB
15-ADON	MeSH, HMDB
{3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl}methyl acetic acid	Generator

Chemical Formula

C₁₇H₂₂O₇

Average Molecular Weight

338.3524

Monoisotopic Molecular Weight

338.136553058

IUPAC Name

3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

Traditional Name

3',10'-dihydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

CAS Registry Number

88337-96-6

SMILES

CC(=O)OCC12C(O)C(=O)C(C)=CC1OC1C(O)CC2(C)C11CO1

InChI Identifier

InChI=1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3

InChI Key

IDGRYIRJIFKTAN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 2'-deoxyribonucleosides

Direct Parent

Purine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside
6-oxopurine
Hypoxanthine
Purinone
Imidazopyrimidine
Purine
Aminopyrimidine
Pyrimidone
N-substituted imidazole
Pyrimidine
Azole
Imidazole
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a purine-related compound (DEOXYGUANOSINE )
a deoxynucleoside (DEOXYGUANOSINE )

Functional Ontology

Physiological effect

Health effect

Observation

Circulatory system disorder

Vascular disorder

Hypotension (HMDB: HMDB0033444)

Blood and lymphatic system disorder

Shock (HMDB: HMDB0033444)

Disposition

Biological location

Cellular substructure

Route of exposure

Parenteral

Dermal (HMDB: HMDB0033444)
Inhalation (HMDB: HMDB0033444)

Enteral

Ingestion (HMDB: HMDB0033444)

Source

Endogenous

Endogenous (HMDB: HMDB0033444)

Animal

Animal (HMDB: HMDB0033444)

Exogenous

Food

Food (HMDB: HMDB0033444)

Exogenous (HMDB: HMDB0033444)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033444)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033444)

Lipid metabolism pathway (HMDB: HMDB0033444)

Cellular process

Cell signaling (HMDB: HMDB0033444)

Biochemical process

Lipid transport (HMDB: HMDB0033444)

Role

Biological role

Energy source (HMDB: HMDB0033444)

Environmental role

Environmental contaminant (HMDB: HMDB0033444)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.31 g/L	ALOGPS
logP	-0.54	ALOGPS
logP	-0.53	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.77 m³·mol⁻¹	ChemAxon
Polarizability	33.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012064

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

135402018

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 15-Acetyl-4-deoxynivalenol (CFc000014534)

MOL for CFc000014534 (15-Acetyl-4-deoxynivalenol)

3D MOL for CFc000014534 (15-Acetyl-4-deoxynivalenol)

3D SDF for CFc000014534 (15-Acetyl-4-deoxynivalenol)

3D-SDF for CFc000014534 (15-Acetyl-4-deoxynivalenol)

PDB for CFc000014534 (15-Acetyl-4-deoxynivalenol)

3D PDB for CFc000014534 (15-Acetyl-4-deoxynivalenol)

SMILES for CFc000014534 (15-Acetyl-4-deoxynivalenol)

INCHI for CFc000014534 (15-Acetyl-4-deoxynivalenol)

Structure for CFc000014534 (15-Acetyl-4-deoxynivalenol)

3D Structure for CFc000014534 (15-Acetyl-4-deoxynivalenol)