Showing Compound Pinocarvone (FDB014978)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:35 UTC

Update date

2019-11-26 03:11:03 UTC

Primary ID

FDB014978

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Pinocarvone

Description

Pinocarvone, also known as (1)-2(10)-pinen-3-one or pina-2(10)-ene-3-one, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, pinocarvone is considered to be an isoprenoid lipid molecule. Pinocarvone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Pinocarvone is a minty tasting compound found in hyssop, spearmint, and sweet bay, which makes pinocarvone a potential biomarker for the consumption of these food products.

CAS Number

16812-40-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(1)-2(10)-Pinen-3-one	ChEBI
2(10)-Pinen-3-one	ChEBI
2-chloro-3-Ethoxy-N-(1-phenylethyl)-1-propanamine	HMDB
3-Nopinenone	db_source
6,6-Dimethyl-3-methylenebicyclo[3.1.1]heptan-3-one, 9CI	db_source
Carvopinone	db_source
Isocarvone	db_source
Pina-2(10)-ene-3-one	ChEBI
Pinocarvone	db_source

Showing 1 to 9 of 9 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	2.28	ALOGPS
logP	2.19	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	44.34 m³·mol⁻¹	ChemAxon
Polarizability	17.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H14O

IUPAC name

6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptan-3-one

InChI Identifier

InChI=1S/C10H14O/c1-6-8-4-7(5-9(6)11)10(8,2)3/h7-8H,1,4-5H2,2-3H3

InChI Key

TZDMGBLPGZXHJI-UHFFFAOYSA-N

Isomeric SMILES

CC1(C)C2CC1C(=C)C(=O)C2

Average Molecular Weight

150.2176

Monoisotopic Molecular Weight

150.10446507

Classification

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Pinane monoterpenoid
Bicyclic monoterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

bridged compound (CHEBI:28996 )
carvones (CHEBI:28996 )
Menthane monoterpenoids (C09884 )
Cyclic monoterpenes (C09884 )
Menthane monoterpenoids (LMPR0102090023 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 79.96%; H 9.39%; O 10.65%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(-)-Pinocarvone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-0900000000-7cae17b313c1a8762cea	Spectrum
Predicted GC-MS	(-)-Pinocarvone, 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	splash10-0udi-0900000000-8df7045815eb3a97fc07	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-69b971467f422bc816f6	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0900000000-b96e412d96f44c855f60	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-bb5c6c299b2cd06f0917	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-3a9295de91976e73edf9	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001j-0900000000-1fd0e557ccb526ae38d5	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-5748f936f52cf1520392	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-cfebd3ea17319734ca2a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxs-0900000000-afc3977463c4a04cf483	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-22917433edc8ad9dbc2e	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-22917433edc8ad9dbc2e	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000t-0900000000-b387e57bb07b1b19e2f3	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

JXQ00-Z:JXQ00-Z

EAFUS ID

Not Available

Dr. Duke ID

PINOCARVONE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1054321

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

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Food	Content Range	Average	Reference

Cauliflower	Expected but not quantified	Not Available	L. Valettea X. Fernandez, S. Poulain, A.-M. Loiseau, L. Lizzani-Cuvelier, R. Levieil, L. Restier. Volatile constituents from Romanesco cauliflower. Food Chemistry 80 (2003) 353-358
Hyssop	268.000 - 268.000	268.000	DUKE
Spearmint	Expected but not quantified	Not Available	DUKE
Sweet bay	Expected but not quantified	Not Available	DUKE