NP-MRD: Showing NP-Card for Camphor (NP0331949)

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Record Information

Version

2.0

Created at

2023-10-09 20:00:18 UTC

Updated at

2024-09-03 04:17:30 UTC

NP-MRD ID

NP0331949

Natural Product DOI

https://doi.org/10.57994/1061

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Camphor

Description

Camphor, also known as (1R,4R)-camphor or camphor(D), belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphor was first documented in 1993 (PMID: 12231778). Camphor is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 24288289).

Structure

MOL 3D MOL SDF PDB SMILES InChI

View in JSmol

Synonyms

Value	Source
(+)-Bornan-2-one	ChEBI
(+)-Camphor	ChEBI
(1R)-(+)-Camphor	ChEBI
(1R,4R)-Camphor	ChEBI
(R)-(+)-Camphor	ChEBI
Camphor(D)	ChEBI
D-Camphor	ChEBI
Camphora	HMDB
CAMPHOR	ChEBI
(1R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one	PhytoBank
(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one	PhytoBank
(+)-(1R,4R)-Camphor	PhytoBank
(1R)-Camphor	PhytoBank
(1R,4R)-(+)-Camphor	PhytoBank
(R)-Camphor	PhytoBank
D-(+)-Camphor	PhytoBank
Alcanfor	PhytoBank
(+)-2-Bornanone	PhytoBank
(±)-Camphor	PhytoBank
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one	PhytoBank
1,7,7-Trimethylbicyclo[2.2.1]-2-heptanone	PhytoBank
1,7,7-Trimethylnorcamphor	PhytoBank
2-Bornanone	PhytoBank
2-Camphanone	PhytoBank
Alphanon	PhytoBank
Borneo camphor	PhytoBank
dl-Camphor	PhytoBank

Chemical Formula

C₁₀H₁₆O

Average Mass

152.2334 Da

Monoisotopic Mass

152.12012 Da

IUPAC Name

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

Traditional Name

(+)-camphor

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2

InChI Identifier

InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1

InChI Key

DSSYKIVIOFKYAU-XCBNKYQSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-09	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.133705802, CDCl₃, simulated)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-14	View Spectrum

Species

Species of Origin

Not Available

Chemical Taxonomy

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

Bicyclic monoterpenoid
Bornane monoterpenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

camphor (CHEBI:15396 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.85	ALOGPS
logP	2.55	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-7.5	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	44.49 m³·mol⁻¹	ChemAxon
Polarizability	17.74 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

External Links

HMDB ID

HMDB0059838

DrugBank ID

DB01744

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000819

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-862

BiGG ID

Not Available

Wikipedia Link

Camphor

METLIN ID

Not Available

PubChem Compound

159055

PDB ID

Not Available

ChEBI ID

15396

Good Scents ID

Not Available

References

General References

Funk C, Croteau R: Induction and Characterization of a Cytochrome P-450-Dependent Camphor Hydroxylase in Tissue Cultures of Common Sage (Salvia officinalis). Plant Physiol. 1993 Apr;101(4):1231-1237. doi: 10.1104/pp.101.4.1231. [PubMed:12231778 ]
Chernick ET, Borzsonyi G, Steiner C, Ammon M, Gessner D, Fruhbeisser S, Grohn F, Maier S, Tykwinski RR: Optically pure, monodisperse cis-oligodiacetylenes: aggregation- induced chirality enhancement. Angew Chem Int Ed Engl. 2014 Jan 3;53(1):310-4. doi: 10.1002/anie.201307904. [PubMed:24288289 ]

Showing NP-Card for Camphor (NP0331949)

MOL for NP0331949 (Camphor)

3D MOL for NP0331949 (Camphor)

3D SDF for NP0331949 (Camphor)

3D-SDF for NP0331949 (Camphor)

PDB for NP0331949 (Camphor)

3D PDB for NP0331949 (Camphor)

SMILES for NP0331949 (Camphor)

INCHI for NP0331949 (Camphor)

Structure for NP0331949 (Camphor)

3D Structure for NP0331949 (Camphor)