(R)-oct-1-en-3-ol (CHEBI:39932)

ChEBI > Main

CHEBI:39932 - (R)-oct-1-en-3-ol

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	(R)-oct-1-en-3-ol

ChEBI ID	CHEBI:39932

ChEBI ASCII Name	(R)-oct-1-en-3-ol

Definition	An oct-1-en-3-ol that has R-configuration.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	eMolecules:714435, ZINC000001562157

Download	Molfile XML SDF

more structures >>

call loadScript javascripts\jsmol\core\package.js

call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode

call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js

Jmol JavaScript applet jmolApplet0_object__1172041070910015__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__1172041070910015__)

call loadScript javascripts\jsmol\core\corestate.z.js

viewerOptions:

{ "name":"jmolApplet0_object","applet":true,"documentBase":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:39932","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__1172041070910015__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"1172041070910015","bgcolor":"#000" }

Jmol Version: 13.2.7 $Date: 2013-10-01 11:35:15 -0500 (Tue, 01 Oct 2013) $

java.vendor: j2s

java.version: 0.0

os.name: j2s

Access: ALL

memory: 0.0/0.0

processors available: 1

useCommandThread: false

appletId:jmolApplet0_object (signed)

starting HoverWatcher_1

getValue emulate = null

defaults = "Jmol"

getValue boxbgcolor = null

getValue bgcolor = #000

backgroundColor = "#000"

getValue ANIMFRAMECallback = null

getValue APPLETREADYCallback = Jmol._readyCallback

APPLETREADYCallback = "Jmol._readyCallback"

getValue ATOMMOVEDCallback = null

getValue CLICKCallback = null

getValue ECHOCallback = null

getValue ERRORCallback = null

getValue EVALCallback = null

getValue HOVERCallback = null

getValue LOADSTRUCTCallback = null

getValue MEASURECallback = null

getValue MESSAGECallback = null

getValue MINIMIZATIONCallback = null

getValue PICKCallback = null

getValue RESIZECallback = null

getValue SCRIPTCallback = null

getValue SYNCCallback = null

getValue STRUCTUREMODIFIEDCallback = null

getValue doTranslate = null

language=en_US

getValue popupMenu = null

getValue script = null

Jmol applet jmolApplet0_object__1172041070910015__ ready

call loadScript javascripts\jsmol\core\corescript.z.js

call loadScript javascripts\jsmol\J\script\FileLoadThread.js

starting QueueThread0_2

script 1 started

starting HoverWatcher_3

starting HoverWatcher_4

The Resolver thinks Mol

Marvin 09270710213D

starting HoverWatcher_5

Time for openFile(

Marvin 09270710213D

25 24 0 0 0 0 999 V2000

2.9452 2.2420 1.4091 C 0 0 0 0 0 0 0 0 0 0 0 0

2.2591 1.1332 1.5233 C 0 0 0 0 0 0 0 0 0 0 0 0

0.7759 1.1333 1.2568 C 0 0 2 0 0 0 0 0 0 0 0 0

0.0805 0.7158 2.4334 O 0 0 0 0 0 0 0 0 0 0 0 0

0.4620 0.1717 0.1102 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.0427 0.1721 -0.1595 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.3562 -0.7903 -1.3060 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.8619 -0.7895 -1.5765 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.1760 -1.7520 -2.7221 C 0 0 0 0 0 0 0 0 0 0 0 0

4.0087 2.2420 1.5998 H 0 0 0 0 0 0 0 0 0 0 0 0

2.4485 3.1572 1.1242 H 0 0 0 0 0 0 0 0 0 0 0 0

2.7558 0.2179 1.8082 H 0 0 0 0 0 0 0 0 0 0 0 0

0.4564 2.1394 0.9843 H 0 0 0 0 0 0 0 0 0 0 0 0

0.3921 -0.1761 2.6393 H 0 0 0 0 0 0 0 0 0 0 0 0

0.7815 -0.8344 0.3827 H 0 0 0 0 0 0 0 0 0 0 0 0

0.9923 0.4911 -0.7866 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3622 1.1782 -0.4321 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.5723 -0.1468 0.7378 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.0371 -1.7955 -1.0336 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.8265 -0.4714 -2.2033 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.1814 0.2166 -1.8490 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.3916 -1.1084 -0.6791 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.2478 -1.7515 -2.9151 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.6454 -1.4339 -3.6201 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8559 -2.7580 -2.4504 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 2 0 0 0 0

1 10 1 0 0 0 0

1 11 1 0 0 0 0

2 3 1 0 0 0 0

2 12 1 0 0 0 0

3 4 1 0 0 0 0

3 5 1 0 0 0 0

3 13 1 0 0 0 0

4 14 1 0 0 0 0

5 6 1 0 0 0 0

5 15 1 0 0 0 0

5 16 1 0 0 0 0

6 7 1 0 0 0 0

6 17 1 0 0 0 0

6 18 1 0 0 0 0

7 8 1 0 0 0 0

7 19 1 0 0 0 0

7 20 1 0 0 0 0

8 9 1 0 0 0 0

8 21 1 0 0 0 0

8 22 1 0 0 0 0

9 23 1 0 0 0 0

9 24 1 0 0 0 0

9 25 1 0 0 0 0

M END): 18 ms

reading 25 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

25 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Formula

C8H16O

Net Charge

Average Mass

128.21204

Monoisotopic Mass

128.12012

InChI

InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h4,8-9H,2-3,5-7H2,1H3/t8-/m0/s1

InChIKey

VSMOENVRRABVKN-QMMMGPOBSA-N

SMILES

CCCCC[C@@H](O)C=C

Metabolite of Species	Details
Boletus edulis (NCBI:txid36056)	See: DOI
Xerocomus badius (NCBI:txid36058)	See: DOI
Tricholoma matsutake (NCBI:txid40145)	See: PubMed
Pleurotus ostreatus (NCBI:txid5322)	See: DOI
Agaricus bisporus (NCBI:txid5341)	See: DOI
Lentinula edodes (NCBI:txid5353)	See: DOI
Macrolepiota procera (NCBI:txid56183)	See: DOI
Hericium erinaceus (NCBI:txid91752)	Species also known as Hericium erinaceum. See: DOI

Roles Classification
Biological Role(s):	flavouring agent A food additive that is used to added improve the taste or odour of a food. insect attractant A chemical that attracts insects. (via oct-1-en-3-ol ) volatile oil component Any plant metabolite that is found naturally as a component of a volatile oil. (via oct-1-en-3-ol ) fungal metabolite Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds. (via oct-1-en-3-ol ) antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via oct-1-en-3-ol )

Application(s):	flavouring agent A food additive that is used to added improve the taste or odour of a food.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	(R)-oct-1-en-3-ol (CHEBI:39932) has role flavouring agent (CHEBI:35617) (R)-oct-1-en-3-ol (CHEBI:39932) has role insect attractant (CHEBI:24850) (R)-oct-1-en-3-ol (CHEBI:39932) is a oct-1-en-3-ol (CHEBI:34118) (R)-oct-1-en-3-ol (CHEBI:39932) is enantiomer of (S)-oct-1-en-3-ol (CHEBI:46735)

Incoming	(S)-oct-1-en-3-ol (CHEBI:46735) is enantiomer of (R)-oct-1-en-3-ol (CHEBI:39932)

IUPAC Name

(3R)-oct-1-en-3-ol

Synonyms	Sources
(−)-1-octen-3-ol	ChEBI
(−)-matsutakeol	ChEBI
(3R)-(−)-oct-1-en-3-ol	ChEBI
(3R)-1-octen-3-ol	ChEBI
(R)-(−)-1-octen-3-ol	ChEBI
(R)-(−)-oct-1-en-3-ol	ChEBI
(R)-1-octen-3-ol	ChEBI
(R)-matsutake alcohol	ChEBI
(R)-oct-1-en-3-ol	LIPID MAPS
FEMA 4492	ChEBI

Manual Xrefs	Databases
3OL	PDBeChem
5360388	ChemSpider
FDB003350	FooDB
HMDB0031299	HMDB
LMFA05000093	LIPID MAPS
View more database links

Registry Numbers	Types	Sources
1720732	Reaxys Registry Number	Reaxys
3687-48-7	CAS Registry Number	ChEBI

Citations

Zhu J, Zhu Y, Wang K, Niu Y, Xiao Z (2021)
Characterization of key aroma compounds and enantiomer distribution in Longjing tea.
Food chemistry 361, 130096 [PubMed:34023691]
[show Abstract]

Lee NY, Choi DH, Kim MG, Jeong MJ, Kwon HJ, Kim DH, Kim YG, di Luccio E, Arioka M, Yoon HJ, Kim JG (2020)
Biosynthesis of (R)-(-)-1-Octen-3-ol in Recombinant Saccharomyces cerevisiae with Lipoxygenase-1 and Hydroperoxide Lyase Genes from Tricholoma matsutake.
Journal of microbiology and biotechnology 30, 296-305 [PubMed:32120462]
[show Abstract]

Yin G, Zhang Y, Fu M, Hua SST, Huang Q, Pennerman KK, Wu G, Jurick WM, Lee S, Bu L, Zhao H, Bennett JW (2019)
Influence of R and S enantiomers of 1-octen-3-ol on gene expression of Penicillium chrysogenum.
Journal of industrial microbiology & biotechnology 46, 977-991 [PubMed:30923972]
[show Abstract]

Roiz D, Duperier S, Roussel M, Boussès P, Fontenille D, Simard F, Paupy C (2016)
Trapping the Tiger: Efficacy of the Novel BG-Sentinel 2 With Several Attractants and Carbon Dioxide for Collecting Aedes albopictus (Diptera: Culicidae) in Southern France.
Journal of medical entomology 53, 460-465 [PubMed:26581402]
[show Abstract]

Majeed S, Hill SR, Birgersson G, Ignell R (2016)
Detection and perception of generic host volatiles by mosquitoes modulate host preference: context dependence of (R)-1-octen-3-ol.
Royal Society open science 3, 160467 [PubMed:28018630]
[show Abstract]

Yin G, Padhi S, Lee S, Hung R, Zhao G, Bennett JW (2015)
Effects of Three Volatile Oxylipins on Colony Development in Two Species of Fungi and on Drosophila Larval Metamorphosis.
Current microbiology 71, 347-356 [PubMed:26126831]
[show Abstract]

Zhao DP, Matsunami K, Otsuka H (2009)
Iridoid glucoside, (3R)-oct-1-en-3-ol glycosides, and phenylethanoid from the aerial parts of Caryopteris incana.
Journal of natural medicines 63, 241-247 [PubMed:19238325]
[show Abstract]

Zawirska-Wojtasiak R (2004)
Optical purity of (R)-(-)-1-octen-3-ol in the aroma of various species of edible mushrooms.
Food chemistry 86, 113-118 [Agricola:IND43744044]

Ramoni R, Vincent F, Grolli S, Conti V, Malosse C, Boyer FD, Nagnan-Le Meillour P, Spinelli S, Cambillau C, Tegoni M (2001)
The insect attractant 1-octen-3-ol is the natural ligand of bovine odorant-binding protein.
The Journal of biological chemistry 276, 7150-7155 [PubMed:11114310]
[show Abstract]

Last Modified

16 November 2021

CHEBI:39932 - (R)-oct-1-en-3-ol

ChEBI is part of the ELIXIR infrastructure