An official website of the United States government

(-)-cis-Carveol

PubChem CID
330573
Structure
(-)-cis-Carveol_small.png
(-)-cis-Carveol_3D_Structure.png
Molecular Formula
Synonyms
  • (-)-cis-Carveol
  • 1197-06-4
  • 2102-59-2
  • (+/-)-cis-Carveol
  • cis-(-)-Carveol
Molecular Weight
152.23 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2005-03-26
  • Modify:
    2025-01-18
Description
(-)-cis-carveol is the (1R,5R)-stereoisomer of carveol. It is an enantiomer of a (+)-cis-carveol.
(-)-cis-Carveol has been reported in Cymbopogon martinii, Agastache rugosa, and other organisms with data available.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
(-)-cis-Carveol.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

2.1.2 InChI

InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.3 InChIKey

BAVONGHXFVOKBV-NXEZZACHSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.4 SMILES

CC1=CC[C@H](C[C@H]1O)C(=C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C10H16O
Computed by PubChem 2.2 (PubChem release 2021.10.14)

2.3 Other Identifiers

2.3.1 CAS

2102-59-2

2.3.2 European Community (EC) Number

2.3.3 UNII

2.3.4 ChEBI ID

2.3.5 DSSTox Substance ID

2.3.6 HMDB ID

2.3.7 KEGG ID

2.3.8 Lipid Maps ID (LM_ID)

2.3.9 Metabolomics Workbench ID

2.3.10 Nikkaji Number

2.3.11 NSC Number

2.3.12 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
152.23 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
2.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
152.120115130 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
152.120115130 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
20.2 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
11
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
191
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
2
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

3.2 Experimental Properties

3.2.1 Physical Description

Solid

3.2.2 Boiling Point

101.00 °C. @ 10.00 mm Hg
The Good Scents Company Information System

3.2.3 Melting Point

24 - 25 °C

3.2.4 Kovats Retention Index

Standard non-polar
1207 , 1208 , 1195 , 1189 , 1208 , 1198 , 1198 , 1208 , 1206 , 1210 , 1203 , 1213.5 , 1225 , 1201 , 1206 , 1202 , 1202 , 1196 , 1200 , 1229 , 1230 , 1207 , 1207 , 1204 , 1223 , 1196 , 1225 , 1203 , 1214 , 1207 , 1207 , 1222 , 1200 , 1204 , 1210 , 1198 , 1198 , 1198 , 1198 , 1198 , 1201 , 1200 , 1216 , 1207 , 1203 , 1205 , 1206 , 1211 , 1214 , 1222 , 1224 , 1198 , 1198 , 1198 , 1200 , 1203 , 1198 , 1202
Semi-standard non-polar
1226 , 1241 , 1222.4 , 1261 , 1230 , 1229 , 1230 , 1229 , 1216 , 1232 , 1229 , 1219.4 , 1220.9 , 1221.8 , 1231 , 1226 , 1230 , 1242 , 1233 , 1229 , 1230 , 1228 , 1229 , 1228 , 1258 , 1226 , 1220 , 1226 , 1229 , 1232 , 1231 , 1229 , 1226 , 1220 , 1214 , 1215 , 1229 , 1229 , 1229 , 1175 , 1188 , 1230 , 1224 , 1226 , 1230 , 1229 , 1226 , 1226 , 1225 , 1222 , 1224 , 1225 , 1206 , 1228 , 1229 , 1229 , 1230 , 1230 , 1217 , 1226 , 1247 , 1229 , 1226 , 1232 , 1231 , 1232 , 1233 , 1219 , 1230 , 1232 , 1241 , 1236 , 1226 , 1229 , 1210 , 1229 , 1229 , 1216 , 1228 , 1230 , 1233 , 1260 , 1217 , 1228 , 1230 , 1229 , 1229 , 1229 , 1228 , 1230 , 1246 , 1228 , 1238 , 1232 , 1230 , 1229 , 1214 , 1230 , 1229 , 1230 , 1229 , 1205 , 1229 , 1230 , 1219.4 , 1222 , 1217 , 1230 , 1203 , 1225 , 1215 , 1230 , 1231.6 , 1223 , 1227
Standard polar
1831 , 1858 , 1838 , 1856 , 1835 , 1847 , 1842 , 1816 , 1846 , 1816 , 1841 , 1848 , 1845 , 1858 , 1837 , 1866 , 1845 , 1866 , 1869 , 1861 , 1863 , 1869 , 1878 , 1882 , 1848 , 1861 , 1879 , 1820 , 1860 , 1834 , 1882 , 1860 , 1882 , 1863 , 1882 , 1820 , 1882 , 1820 , 1819 , 1882 , 1842 , 1842 , 1882 , 1845 , 1832 , 1882 , 1848 , 1848 , 1820 , 1882 , 1882 , 1820 , 1882 , 1882 , 1869 , 1842 , 1814 , 1882 , 1882 , 1819 , 1841 , 1882 , 1855 , 1882 , 1882 , 1882 , 1824 , 1877 , 1866 , 1873 , 1881 , 1874 , 1881 , 1881 , 1881 , 1881 , 1881 , 1881 , 1858

3.3 SpringerMaterials Properties

3.4 Chemical Classes

3.4.1 Fragrances

Fragrance Ingredient (laevo-Carveol) -> IFRA transparency List

3.4.2 Lipids

Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]

4 Spectral Information

4.1 1D NMR Spectra

1D NMR Spectra

4.2 Mass Spectrometry

4.2.1 GC-MS

1 of 2
Source of Spectrum
Prof. L. Mondello (Chromaleont s.r.l./Univ. Messina, Italy)
Source of Sample
SAFC Cat.no. W281611
Copyright
Database Compilation Copyright © 2023-2024 John Wiley and Sons, Inc. Copyright © 2023-2024 John Wiley and Sons, Inc., Portions Copyright Wiley-VCH GmbH, Adams Library under license from Diablo Analytical. All Rights Reserved.
Thumbnail
Thumbnail
2 of 2
Source of Spectrum
CRT-15-16-cis-C
Copyright
Copyright © 2020-2024 John Wiley & Sons, Inc. All Rights Reserved.
Thumbnail
Thumbnail

6 Chemical Vendors

7 Food Additives and Ingredients

7.1 Associated Foods

8 Pharmacology and Biochemistry

8.1 Human Metabolite Information

8.1.1 Cellular Locations

  • Cytoplasm
  • Extracellular
  • Membrane

8.2 Biochemical Reactions

9 Use and Manufacturing

9.1 Uses

9.1.1 Use Classification

Fragrance Ingredients

10 Safety and Hazards

10.1 Hazards Identification

10.1.1 GHS Classification

Note
This chemical does not meet GHS hazard criteria for 98.7% (234 of 237) of all reports. Pictograms displayed are for 1.3% (3 of 237) of reports that indicate hazard statements.
GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 234 of 237 companies (only 1.3% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

ECHA C&L Notifications Summary

Aggregated GHS information provided per 237 reports by companies from 3 notifications to the ECHA C&L Inventory.

Reported as not meeting GHS hazard criteria per 234 of 237 reports by companies. For more detailed information, please visit ECHA C&L website.

There are 2 notifications provided by 3 of 237 reports by companies with hazard statement code(s).

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

10.1.2 Hazard Classes and Categories

Not Classified

10.2 Regulatory Information

The Australian Inventory of Industrial Chemicals
Chemical: 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-
New Zealand EPA Inventory of Chemical Status
2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R,5R)-: Does not have an individual approval but may be used under an appropriate group standard

10.3 Other Safety Information

Chemical Assessment
IMAP assessments - 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-: Environment tier I assessment

11 Literature

11.1 Consolidated References

11.2 Springer Nature References

11.3 Thieme References

11.4 Chemical Co-Occurrences in Literature

11.5 Chemical-Gene Co-Occurrences in Literature

11.6 Chemical-Disease Co-Occurrences in Literature

12 Patents

12.1 Depositor-Supplied Patent Identifiers

12.2 WIPO PATENTSCOPE

12.3 Chemical Co-Occurrences in Patents

12.4 Chemical-Disease Co-Occurrences in Patents

13 Interactions and Pathways

13.1 Pathways

14 Biological Test Results

14.1 BioAssay Results

15 Taxonomy

The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106

16 Classification

16.1 ChEBI Ontology

16.2 LIPID MAPS Classification

16.3 KEGG: Lipid

16.4 KEGG: Phytochemical Compounds

16.5 ChemIDplus

16.6 UN GHS Classification

16.7 NORMAN Suspect List Exchange Classification

16.8 EPA DSSTox Classification

16.9 LOTUS Tree

16.10 EPA Substance Registry Services Tree

16.11 MolGenie Organic Chemistry Ontology

17 Information Sources

  1. Australian Industrial Chemicals Introduction Scheme (AICIS)
    2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-
    https://services.industrialchemicals.gov.au/search-assessments/
    2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (1R-cis)-
    https://services.industrialchemicals.gov.au/search-inventory/
  2. CAS Common Chemistry
    LICENSE
    The data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.
    https://creativecommons.org/licenses/by-nc/4.0/
  3. ChemIDplus
    ChemIDplus Chemical Information Classification
    https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
  4. DTP/NCI
    LICENSE
    Unless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.
    https://www.cancer.gov/policies/copyright-reuse
  5. EPA DSSTox
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  6. European Chemicals Agency (ECHA)
    LICENSE
    Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
    https://echa.europa.eu/web/guest/legal-notice
    (1R-cis)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-ol
    https://echa.europa.eu/substance-information/-/substanceinfo/100.016.609
    (1R-cis)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-ol (EC: 218-270-5)
    https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/30320
  7. FDA Global Substance Registration System (GSRS)
    LICENSE
    Unless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.
    https://www.fda.gov/about-fda/about-website/website-policies#linking
  8. Human Metabolome Database (HMDB)
    LICENSE
    HMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.
    http://www.hmdb.ca/citing
  9. International Fragrance Association (IFRA)
    LICENSE
    (c) The International Fragrance Association, 2007-2021. All rights reserved.
    https://ifrafragrance.org/links/copyright
  10. New Zealand Environmental Protection Authority (EPA)
    LICENSE
    This work is licensed under the Creative Commons Attribution-ShareAlike 4.0 International licence.
    https://www.epa.govt.nz/about-this-site/general-copyright-statement/
  11. ChEBI
  12. LOTUS - the natural products occurrence database
    LICENSE
    The code for LOTUS is released under the GNU General Public License v3.0.
    https://lotus.nprod.net/
  13. FooDB
    LICENSE
    FooDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB) and the original publication.
    https://foodb.ca/about
  14. Japan Chemical Substance Dictionary (Nikkaji)
  15. KEGG
    LICENSE
    Academic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial license
    https://www.kegg.jp/kegg/legal.html
  16. LIPID MAPS
    Lipid Classification
    https://www.lipidmaps.org/
  17. Natural Product Activity and Species Source (NPASS)
  18. Metabolomics Workbench
  19. NIST Mass Spectrometry Data Center
    LICENSE
    Data covered by the Standard Reference Data Act of 1968 as amended.
    https://www.nist.gov/srd/public-law
    2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, cis-
    http://www.nist.gov/srd/nist1a.cfm
  20. NMRShiftDB
  21. SpectraBase
    (cis)-2-Methyl-5-(1'-methylethenyl)cyclohex-2-en-1-ol
    https://spectrabase.com/spectrum/JTkQKVNPT3k
  22. Springer Nature
  23. SpringerMaterials
  24. Thieme Chemistry
    LICENSE
    The Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.
    https://creativecommons.org/licenses/by-nc-nd/4.0/
  25. Wikidata
  26. PubChem
  27. GHS Classification (UNECE)
  28. NORMAN Suspect List Exchange
    LICENSE
    Data: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0
    https://creativecommons.org/licenses/by/4.0/
    NORMAN Suspect List Exchange Classification
    https://www.norman-network.com/nds/SLE/
  29. EPA Substance Registry Services
  30. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  31. PATENTSCOPE (WIPO)
CONTENTS