Showing Compound Adipostatin A (FDB002998)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:37 UTC

Update date

2020-02-24 19:10:40 UTC

Primary ID

FDB002998

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Adipostatin A

Description

Adipostatin A, also known as cardol or PDR, belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3. Adipostatin A is found, on average, in the highest concentration within a few different foods, such as ryes (Secale cereale), hard wheats (Triticum durum), and common wheats (Triticum aestivum) and in a lower concentration in barleys (Hordeum vulgare). Adipostatin A has also been detected, but not quantified in, several different foods, such as common buckwheats (Fagopyrum esculentum), spelts (Triticum spelta), red rice (Oryza rufipogon), millets (Panicum miliaceum), and flour. This could make adipostatin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Adipostatin A.

CAS Number

3158-56-3

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
5-N-Pentadecylresorcinol	ChEBI
5-Pentadecylresorcinol	ChEBI
PDR	ChEBI
Cardol	Kegg
5-Pentadecyl-1,3-benzenediol	HMDB
5-Pentadecyl-resorcinol	HMDB
5-Pentadecylbenzene-1,3-diol	HMDB
Adipostatin a	ChEBI
1,3-Benzenediol, 5-pentadecyl-	biospider
Adipostatin A	db_source
Resorcinol, 5-pentadecyl-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.00038 g/L	ALOGPS
logP	8.18	ALOGPS
logP	8.1	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	99.47 m³·mol⁻¹	ChemAxon
Polarizability	42.26 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C21H36O2

IUPAC name

5-pentadecylbenzene-1,3-diol

InChI Identifier

InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3

InChI Key

KVVSCMOUFCNCGX-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1

Average Molecular Weight

320.5093

Monoisotopic Molecular Weight

320.271530396

Classification

Description

Belongs to the class of organic compounds known as resorcinols. Resorcinols are compounds containing a resorcinol moiety, which is a benzene ring bearing two hydroxyl groups at positions 1 and 3.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

5-alkylresorcinol (CHEBI:2120 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Poaceae

Foods

Grains:

Cereal products:

Whole grain cereal products

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 78.70%; H 11.32%; O 9.98%	DFC
Melting Point	Mp 95.5-96° (91-92°)	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	278 (e 1570) (MeOH) (Derep)	DFC
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Adipostatin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00du-7940000000-7322618d679b7a0eb236	Spectrum
Predicted GC-MS	Adipostatin A, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006t-9522300000-16bb864d729a6e4d99ad	Spectrum
Predicted GC-MS	Adipostatin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Adipostatin A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0119000000-3ba8c4123cd4a06af3f3	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05fr-4943000000-fb76544b48dfc3e06a8c	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9730000000-a5f8429fd68846a36dc3	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-ccd816e6527bd31a5969	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0019000000-adfc3560b213593fba3d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fbd-4593000000-07b7af1734da0163ac8b	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0019000000-b9f26011eadbcc20b5ca	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-8629000000-43ef5c0fd418054e06ce	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9200000000-b73e8ae5877366131e43	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-a90d3a3bae4a1d75273f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0009000000-94ae12de6747dfec1cb5	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dr-3931000000-891f12a7b658700943bd	Spectrum

NMR

Not Available

External Links

ChemSpider ID

69081

ChEMBL ID

Not Available

KEGG Compound ID

C10809

Pubchem Compound ID

76617

Pubchem Substance ID

Not Available

ChEBI ID

2120

Phenol-Explorer ID

697

DrugBank ID

Not Available

HMDB ID

HMDB31009

CRC / DFC (Dictionary of Food Compounds) ID

CPV68-V:CPV68-V

EAFUS ID

Not Available

Dr. Duke ID

CARDOL

BIGG ID

Not Available

KNApSAcK ID

C00002662

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti filarial			DUKE
cyclooxygenase inhibitor	35544	A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.	DUKE
molluscicide	33904	A substance used to destroy pests of the phylum Mollusca.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE