[(1S)-endo]-(-)-Borneol (CED0016968)

Record Information

Version

1.0

Creation Date

2016-05-22 03:34:51 UTC

Update Date

2026-04-05 18:06:18 UTC

Accession Number

CHEM016500

Identification

Common Name

[(1S)-endo]-(-)-Borneol

Class

Small Molecule

Description

[(1S)-endo]-(-)-Borneol belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. This compound has the chemical formula C10H18O and an average molecular weight of 154.25 g/mol. It is classified within the superclass of lipids and lipid-like molecules. Industrially, [(1S)-endo]-(-)-Borneol is utilized as a fragrance. The compound is found in or released from two recorded sources: food, food processing & cookware, specifically in food contact materials and the treatment of hops. Recorded exposure routes for this substance include inhalation, oral, and touch.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1S,2R,4S)-(-)-Borneol	ChEBI
(1S,2R,4S)-Borneol	ChEBI
(1S-endo)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol	ChEBI
L-Borneol	ChEBI
Linderol	ChEBI
Isoborneol	MeSH
Isoborneol, (1R-endo)-isomer	MeSH
Isoborneol, (1S-endo)-isomer	MeSH
Isoborneol, (1S-exo)-isomer	MeSH
Borneol	MeSH
Isoborneol, (1R-exo)-isomer	MeSH
Isoborneol, (exo)-isomer	MeSH
Isoborneol, (endo)-isomer	MeSH
Isoborneol, (endo-(+-))-isomer	MeSH
1,7,7-Trimethyl-(1R,2S,4R)-rel-bicyclo[2.2.1]heptan-2-ol	HMDB
1,7,7-Trimethyl-endo-bicyclo[2.2.1]heptan-2-ol	HMDB
borneo Camphor	HMDB
Borneol (8ci)	HMDB
Bornyl alcohol	HMDB
DL-Borneol	HMDB
endo-(-)-Bornan-2-ol	HMDB
endo-2-Bornanol	HMDB
endo-2-Camphanol	HMDB
endo-2-Hydroxy-1,7,7-trimethylnorbornane	HMDB
endo-2-Hydroxycamphane	HMDB
endo-Borneol	HMDB
Rel-(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	HMDB
Sumatra camphor	HMDB

Chemical Formula

C₁₀H₁₈O

Average Molecular Mass

154.249 g/mol

Monoisotopic Mass

154.136 g/mol

CAS Registry Number

464-45-9

IUPAC Name

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

Traditional Name

L-borneol

SMILES

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

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

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
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 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9500000000-d56079f73c4487b5c71c	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-17ec59e424e6bec05bff	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-9100000000-1bb77820d7f610ff89a7	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01ot-9700000000-30278d35f81e3cec5d61	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0002-0900000000-65191fef89b7904d2002	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0bt9-1900000000-561b837a8b44dbfaea56	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-03k9-6930000000-42c843fe7b6dc6e988d9	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-0900000000-7eaa92cdc2cb1dd17c33	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-0900000000-fb1222abb6cef74eb083	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-2900000000-622438b8bd224a755c47	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-b64fc5b28acf2b8ce6ee	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-404830ee9ef93bfec2b8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fki-2900000000-5d8542e9c4643c74fa54	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08fr-4900000000-c5fb0f5b567a4f9fada9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-090r-9400000000-3329d0b3e6f71527a4bc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-1ab95ec8cd37ae806b10	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0900000000-4f86d6496a0b85050d5c	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
5342.0	Log mg/kg	[3000:9500]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
494	Food contact materials	Food, food processing & cookware	Not Available
553	Treatment Of Hops	Food, food processing & cookware	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	98.7128
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	33.8644
Click to view 3D structure	Potassium-transporting ATPase alpha chain 2	P54707	Humans	Predicted (SEA)	6.22794
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	270.526
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	33.2416
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	1215.54
Click to view 3D structure	E3 ubiquitin-protein ligase ZFP91	Q96JP5	Humans	Predicted (SEA)	12.5337
Click to view 3D structure	S-adenosyl-L-methionine:delta24-sterol-C-methyltransferase	Q43445	Glycine max	Predicted (SEA)	2.49118
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit alpha-4	P28471	Rattus norvegicus	Predicted (SEA)	5.68299
Click to view 3D structure	Bile acid receptor	Q96RI1	Humans	Predicted (SEA)	1431.1
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	274.341
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	1390.08
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	Q9GRG7	Trypanosoma brucei	Predicted (SEA)	23.9776
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	67.3396
Click to view 3D structure	FUN14 domain-containing protein 1	Q8IVP5	Humans	Predicted (SEA)	7.70707
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	1628.06
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 2	P17706	Humans	Predicted (SEA)	951.551
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	4413.19
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	2683.54
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	3142.7
Click to view 3D structure	4-galactosyl-N-acetylglucosaminide 3-alpha-L-fucosyltransferase FUT5	Q11128	Humans	Predicted (SEA)	4.04816
Click to view 3D structure	Transcription factor p65	Q04206	Humans	Predicted (SEA)	327.2
Click to view 3D structure	Sodium/potassium-transporting ATPase subunit alpha-1	P50997	Canis lupus familiaris	Predicted (SEA)	6.77288
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	7231.49
Click to view 3D structure	11-beta-hydroxysteroid dehydrogenase 1	P28845	Humans	Predicted (SEA)	1689.95