ContaminantDB: 1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2016-05-19 03:47:44 UTC

Update Date

2026-05-14 19:31:21 UTC

Accession Number

CHEM011977

Identification

Common Name

1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride

Class

Small Molecule

Description

A 3',5'-cyclic purine nucleotide that is the 2'-butanoate ester and 6-N-butanoyl derivative of 3',5'-cyclic AMP.

Contaminant Sources

HPV EPA Chemicals
ToxCast & Tox21 Chemicals

Contaminant Type

PFAS

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3',5'-Cyclic AMP dibutyrate	ChEBI
BT2CAMP	ChEBI
Bucladesina	ChEBI
Bucladesinum	ChEBI
DbcAMP	ChEBI
Dibutyryl 3',5'-cyclic AMP	ChEBI
Dibutyryl adenosine 3',5'-cyclic phosphate	ChEBI
Dibutyryl adenosine 3',5'-monophosphate	ChEBI
Dibutyryl camp	ChEBI
Dibutyryl cyclic 3',5'-adenylic acid	ChEBI
Dibutyryl cyclic adenosine 3',5'-monophosphate	ChEBI
Dibutyryl cyclic AMP	ChEBI
Dibutyryl-3',5'-AMP	ChEBI
Dibutyryladenosine 3',5'-cyclic monophosphate	ChEBI
Dibutyryladenosine cyclic monophosphate	ChEBI
N(6),2'-O-Dibutyryl camp	ChEBI
N(6),2'-O-Dibutyryl cyclic AMP	ChEBI
N(6),O(2')-Dibutyryl adenosine 3',5'-cyclic monophosphate	ChEBI
N(6),O(2')-Dibutyryl camp	ChEBI
N(6),O(2')-Dibutyryl cyclic 3',5'-AMP	ChEBI
N(6),O(2')-Dibutyryl cyclic AMP	ChEBI
N(6),O(2')-Dibutyryl-3',5'-cyclic AMP	ChEBI
N(6),O(2')-Dibutyryladenosine 3',5'-monophosphate	ChEBI
3',5'-Cyclic AMP dibutyric acid	Generator
Dibutyryl adenosine 3',5'-cyclic phosphoric acid	Generator
Dibutyryl adenosine 3',5'-monophosphoric acid	Generator
Dibutyryl cyclic 3',5'-adenylate	Generator
Dibutyryl cyclic adenosine 3',5'-monophosphoric acid	Generator
Dibutyryladenosine 3',5'-cyclic monophosphoric acid	Generator
Dibutyryladenosine cyclic monophosphoric acid	Generator
N(6),O(2')-Dibutyryl adenosine 3',5'-cyclic monophosphoric acid	Generator
N(6),O(2')-Dibutyryladenosine 3',5'-monophosphoric acid	Generator
[(4Ar,6R,7R,7ar)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-D][1,3,2]dioxaphosphinin-7-yl] butanoic acid	Generator
(But)(2) camp	MeSH
Bucladesine, sodium salt	MeSH
Monosodium salt bucladesine	MeSH
AMP, Dibutyryl cyclic	MeSH
N',o' dibutyryl camp	MeSH
Bucladesine, monosodium salt	MeSH
Bucladesine, barium (1:1) salt	MeSH
Dibutyryl adenosine 3,5 monophosphate	MeSH
Disodium salt bucladesine	MeSH
N(6),0(2')-Dibutyryl cyclic AMP	MeSH
Sodium salt bucladesine	MeSH
Adenosine-3',5'-monophosphate, dibutyryl	MeSH
Bucladesine, disodium salt	MeSH
Cyclic AMP, dibutyryl	MeSH
Dibutyryl adenosine 3',5' monophosphate	MeSH
Dibutyryl adenosine-3',5'-monophosphate	MeSH
Bucladesine	MeSH
N',o'-dibutyryl-camp	MeSH

Chemical Formula

C₁₈H₂₄N₅O₈P

Average Molecular Mass

469.391 g/mol

Monoisotopic Mass

469.136 g/mol

CAS Registry Number

355-03-3

IUPAC Name

(4aR,6R,7R,7aR)-6-(6-butanamido-9H-purin-9-yl)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

Traditional Name

Dibutyryl cAMP

SMILES

[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@]([H])(OC(=O)CCC)[C@@]([H])(O2)N1C=NC2=C(N=C(O)CCC)N=CN=C12

InChI Identifier

InChI=1S/C18H24N5O8P/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,27)(H,19,20,22,24)/t10-,14-,15-,18-/m1/s1

InChI Key

CJGYSWNGNKCJSB-YVLZZHOMSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Cyclic purine nucleotides

Direct Parent

3',5'-cyclic purine nucleotides

Alternative Parents

Substituents

3',5'-cyclic purine ribonucleotide
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Imidazopyrimidine
Purine
N-arylamide
Fatty acid ester
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Fatty amide
Imidolactam
Fatty acyl
Heteroaromatic compound
Azole
Tetrahydrofuran
Imidazole
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

butyrate ester (CHEBI:50095 )
3',5'-cyclic purine nucleotide (CHEBI:50095 )
butanamides (CHEBI:50095 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.11 g/L	ALOGPS
logP	0.04	ALOGPS
logP	2.03	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	0.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	167.48 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	108.81 m³·mol⁻¹	ChemAxon
Polarizability	45.03 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053s-1549300000-9b8cd7f212b67853b000	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-2923000000-44bd9d56f31c957e6db3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-2952000000-3f529b9f3b6dd54875e4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gbi-6196800000-a237566f4976f9489f25	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-5592000000-b9a663fcfc2f2dba6def	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fai-9330000000-dac53ed1b6f7a07597ed	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB13242

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Bucladesine

Chemspider ID

Not Available

ChEBI ID

50095

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15231695

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20353690

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23335001

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=27022216

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=29963999

1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride (CHEM011977)

Structure for CHEM011977: 1,2,2,3,3,4,4,5,5,6,6-Undecafluorocyclohexane-1-sulfonyl fluoride