AFCDB: (±)-Borneol (FDB013574)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:47 UTC

Update date

2019-11-26 03:08:38 UTC

Primary ID

FDB013574

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(±)-Borneol

Description

(-)-Borneol, also known as L-borneol or linderol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on (-)-Borneol.

CAS Number

507-70-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Predicted Properties

Property	Value	Source
Water Solubility	0.8 g/L	ALOGPS
logP	2.83	ALOGPS
logP	1.99	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	19.6	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	45.31 m³·mol⁻¹	ChemAxon
Polarizability	18.48 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

C10H18O

IUPAC name

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

InChI Identifier

InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8+,10+/m0/s1

InChI Key

DTGKSKDOIYIVQL-QXFUBDJGSA-N

Isomeric SMILES

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

Average Molecular Weight

154.2493

Monoisotopic Molecular Weight

154.135765198

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

Bicyclic monoterpenoid
Bornane monoterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

borneol (CHEBI:15394 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Extracellular

Subcellular:

Biofluid and excreta:

Saliva

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

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 77.87%; H 11.76%; O 10.37%	DFC
Melting Point	Mp 210-215 subl.°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Spectrum
GC-MS	(±)-Borneol, non-derivatized, GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Spectrum
Predicted GC-MS	(±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0bt9-1900000000-561b837a8b44dbfaea56	Spectrum
Predicted GC-MS	(±)-Borneol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03k9-6930000000-42c843fe7b6dc6e988d9	Spectrum
Predicted GC-MS	(±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(±)-Borneol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(±)-Borneol, 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	splash10-052r-0900000000-7eaa92cdc2cb1dd17c33	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0900000000-fb1222abb6cef74eb083	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-2900000000-622438b8bd224a755c47	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-b64fc5b28acf2b8ce6ee	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-404830ee9ef93bfec2b8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fki-2900000000-5d8542e9c4643c74fa54	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-08fr-4900000000-c5fb0f5b567a4f9fada9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-090r-9400000000-3329d0b3e6f71527a4bc	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-1ab95ec8cd37ae806b10	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-0900000000-4f86d6496a0b85050d5c	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C01411

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

JPN73-E:JFJ62-O

EAFUS ID

355

Dr. Duke ID

BORNEOL

BIGG ID

Not Available

KNApSAcK ID

C00003028

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

507-70-0

GoodScent ID

rw1039711

SuperScent ID

Not Available

Wikipedia ID

Borneol

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

Carrot	Expected but not quantified	Not Available	DUKE, David M. Alabran, Howard R. Moskowitz, and Ahmed F. Mabrouk. Carrot-Root Oil Components and Their Dimensional Characterization of Aroma. J. Agr. Food Chem. 1975, 23(2), 229-232. DOI: 10.1021/jf60198a031

Showing 1 to 1 of 1 entries

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
(-)-chronotropic			DUKE
(-)-inotropic			DUKE
allelochemic			DUKE
analgesic	35480	An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.	DUKE
anti acetylcholine	38323	Any drug used for its actions on cholinergic systems. Included here are agonists and antagonists, drugs that affect the life cycle of acetylcholine, and drugs that affect the survival of cholinergic neurons.	DUKE
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti bronchitic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti escherichic			DUKE
anti feedant			DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE

Showing 1 to 10 of 34 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
camphor	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pine	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Showing 1 to 3 of 3 entries

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

(±)-Borneol (FDB013574)

Structure for FDB013574 ((±)-Borneol)