Linalool

  • GreenMolBD CID : 52
  • Molecular Formula : C10H18O
  • Molecular Weight : 154.253
  • Exact Molecular Mass : 154.136
  • IUPAC Name : 3,7-dimethylocta-1,6-dien-3-ol
  • InChI : InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
  • InChI Key : CDOSHBSSFJOMGT-UHFFFAOYSA-N
  • Canonical SMILES : CC(=CCCC(C)(C=C)O)C
  • Isomeric SMILES : CC(=CCCC(C)(C=C)O)C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

1.2. Taxonomy Tree

1.3. Alternative Parent

Tertiary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. Substituents

Acyclic monoterpenoid; Tertiary alcohol; Organic oxygen compound; Hydrocarbon derivative; Organooxygen compound; Alcohol; Aliphatic acyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.6698 20.23 1 1 11 4 0 0 4.94858 254.907 213.269 0.605135

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-63.865043 1.54 -4.271 -9.43532 0.89377 5.165

4. Compound Reactivity

DLP nRFG nLMR
3 0 4

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Toxic 1.38386 15022.2 0.0167732 Moderate Weak Severe Degradable 0.00337291 31.4089

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
Linalool
78-70-6
3,7-Dimethylocta-1,6-dien-3-ol
Linalol
3,7-Dimethyl-1,6-octadien-3-ol
allo-Ocimenol
beta-Linalool
LINALYL ALCOHOL
1,6-Octadien-3-ol, 3,7-dimethyl-
(+-)-Linalool
p-Linalool
Linanool
2,6-Dimethyl-2,7-octadien-6-ol
2,6-Dimethylocta-2,7-dien-6-ol
.beta.-Linalool
Linalool (natural)
2,6-Dimethyl-2,7-octadiene-6-ol
Caswell No. 526A
Linolool
FEMA Number 2635
NSC 3789
FEMA No. 2635
CCRIS 3726
CCRIS 6557
HSDB 645
EINECS 201-134-4
EINECS 245-083-6
3,7-dimethyl-octa-1,6-dien-3-ol
EPA Pesticide Chemical Code 128838
BRN 1721488
AI3-00942
CHEBI:17580
NSC3789
CDOSHBSSFJOMGT-UHFFFAOYSA-N
MFCD00008906
2,7-Octadien-6-ol, 2,6-dimethyl-
(1)-3,7-Dimethyl-1,6-octadien-3-ol
dl-3,7-Dimethyl-3-hydroxy-1,6-octadiene
DSSTox_CID_5502
DSSTox_RID_77812
DSSTox_GSID_25502
Q-201306
1,6-Octadien-3-ol,3,7-Dimethyl-
CAS-78-70-6
22564-99-4
( -)-Linalool
Phantol
EINECS 204-811-2
Linalool b
Howood Oil
Natural Linalool
(RS)-Linalool
Linalool, .beta.
( )-linalool
(R)-3,7-Dimethyl-1,6-octadien-3-ol
Linalool ex ho oil
Linalool, 97%
Linalool ex orange oil
3,6-octadien-3-ol
1,6-Octadien-3-ol, 3,7-dimethyl-, (3S)-
2,7-octadiene-6-ol
2,7-dien-6-ol
3,6-dien-3-ol
AC1L1MRY
AC1Q1NVD
AC1Q1NVE
LINOLOOL (D)
(.+/-.)-Linalool
1,6-OCTADIEN-3-OL, 3,7-DIMETHYL-, (-)-
ACMC-209pf1
D0X5DC
EC 201-134-4
AC1Q2BP3
SCHEMBL20316
(+/-) LINALOOL
Linalool ex bois de rose oil
Linalool, analytical standard
0-01-00-00462 (Beilstein Handbook Reference)
KSC377K8J
MLS002152908
CHEMBL25306
LINALOOL, (+-)-
GTPL2469
DTXSID7025502
LINALOOL EX BOIS DE ROSE
CTK2H7584
FEMA 2635
KS-00000WLW
MolPort-001-783-101
BB_NC-0123
HMS2268E18
Linalool, >=97%, FCC, FG
1, 3,7-dimethyl-, (-)-
BB_NC-00123
NSC-3789
WLN: 1U1XQ1&3UY1&1
Tox21_201658
Tox21_303037
AC-551
ANW-37211
BBL027734
SBB012353
STL373777
3,7-Dimethyl-1, 6-octadien-3-ol
3,7-Dimethyl-1,6-octadien-3-ol|
AKOS015901617
FCH1115719
LS-1752
MCULE-2407576698
RP21877
RTR-030706
NCGC00091688-01
NCGC00091688-02
NCGC00091688-03
NCGC00091688-04
NCGC00257060-01
NCGC00259207-01
(?)-3,7-Dimethyl-1,6-octadien-3-ol
11024-20-7
AK-50127
AN-15757
AN-22986
BC207603
BT000180
LP067292
LS-97796
OR341488
SC-74998
SMR000112394
ST069326
WLN: 1Y1&U3XQ1&1U1 -,-
DB-062552
KB-179981
TR-030706
(+/-)-3,7-Dimethyl-1,6-octadien-3-ol
DL -3,7-Dimethyl-3-hydroxy-1,6-octadiene
FT-0614785
L0048
1,6-Octadien-3-ol, 3,7-dimethyl-, (R)-
C03985
(+/-)-3,7-Dimethyl-3-hydroxy-1,6-octadiene
Linalool, primary pharmaceutical reference standard
CU-01000013132-2
I14-13929
Linalool, certified reference material, TraceCERT(R)
Linalool Solution, 1000 mg/L, 1 ml (RM, ISO GUIDE 34)
1,6-Octadien-3-ol,3,7-dimethyl
(S)-Linalol
LINALOOL (+)
BG00600803

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Linalool
Abelmoschus esculentus (L.) Moench Pod 3
Abelmoschus moschatus (L.) Medic. Seed 5
Ageratum conyzoides L Leaf; Aerial 1 , 2
Anisomeles indica (L.) Kuntze. Aerial 6
Apium graveolens Aerial; Seed 2 , 4
Cocos nucifera L. Flower; Floral Axis; Root 3
Colocasia esculenta Linn. Cormel 5
Coriandrum sativum Linn. Seed; Leaf 3 , 6 , 8 , 15 , 18
Croton oblongifolius  Stem Bark 6
Cucurbita maxima Duchesne Leaf 1
Curcuma amada Rhizome 4 , 7 , 8 , 9 , 15 , 16
Curcuma aromatica Salisb. Rhizome; Leaf 1 , 8
Curcuma caesia Roxb. Rhizome 1
Cuscuta reflexa Whole Plant 2
Cymbopogon citrates Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 3 , 5 , 6 , 7 , 8 , 9 , 11
Jasminum graniflorum Flower 3 , 4 , 5 , 20
Jasminum sambac L. Flower 5 , 7 , 8 , 6
Jatropha curcas L. Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 3 , 5 , 6 , 7 , 8 , 9 , 11
Juglans regia Leaf 13 , 14
Kaempferia parviflora Rhizome 5
Kalanchoe pinnata Leaf; Aerial; Blade; Sheath; Rhizome; Whole Plant 1 , 2 , 3 , 5 , 6 , 7 , 8 , 9 , 11
Lantana camara L Leaf; Leaf and Flower; Seed 1 , 3 , 4
Lepidium sativum Seed 5
Lippia nodiflora (L.) Pod 2
Litchi chinensis Fruit 1 , 4 , 8 , 11
Luffa acutangula Flower 3
Magnolia grandiflora Flower; Leaf 11 , 14
Mangifera indica Fruit Pulp; Fruit 6 , 7
Mentha arvensis Leaf; Shoot Stem; Shoot Leaf; Stolon Stem; Stolon Leaf; Aerial; Stolon; Rhizome 1 , 2 , 3 , 7 , 9 , 11 , 14 , 17 , 18 , 19
Olea europea Leaf 2 , 6
Rhizophora apiculata Leaf 1 , 2
Rosa damascena Petal; Flower 1 , 2 , 3 , 4 , 6 , 7 , 11 , 12 , 13 , 14
Tamarindus indica Leaf; Pulp 2 , 10
Viola odorata Flower; Leaf 2 , 3 , 5
Zanthoxylum rhetsa Seed Coat; Seed 3 , 5

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
41 chromobox 1 CBX1 Homo sapiens 89.1251 540317
90 karyopherin subunit beta 1 KPNB1 Homo sapiens 125.893 540263
83 nuclear receptor subfamily 1 group I member 2 NR1I2 Homo sapiens 50.1187 720659
50 RAR-related orphan receptor gamma Rorc Mus musculus 9.5803 1159521
51 retinoic acid receptor alpha RARA Homo sapiens 53.8738 1159552
51 retinoic acid receptor alpha RARA Homo sapiens 4.80151 1159555
54 retinoid X receptor alpha RXRA Homo sapiens 20.6514 1159531
54 retinoid X receptor alpha RXRA Homo sapiens 24.5442 1159527
54 retinoid X receptor alpha RXRA Homo sapiens 43.1717 1159527
91 snurportin 1 SNUPN Homo sapiens 125.893 540263
47 thyroid hormone receptor beta THRB Homo sapiens 4.4668 588545
64 vitamin D receptor VDR Homo sapiens 43.6465 743223

10. Chemical Vendors

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160804712AnwardSource URLSource DetailANW-37211Source Record URL
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340518198LGC StandardsSource URLSource DetailMM0164.05Source Record URL
103827395AAA ChemistrySource URLSource DetailAR-1J3194Source Record URL
342400985Wubei-BiochemSource URLSource DetailWB008203SUSource Record URL
350089536DC ChemicalsSource URLSource DetailDCF-012Source Record URL
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329977969Acorn PharmaTech Product ListSource URLSource DetailACN-035378Source Record URL
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186383531Angene ChemicalSource URLSource DetailAGN-PC-0713KMSource Record URL
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354321964iChemical Technology USA IncSource URLSource DetailEBD3314127Source Record URL
126620901ChemMolSource URLSource Detail30108970Source Record URL
126656105ChemMolSource URLSource Detail44002954Source Record URL
126670862ChemMolSource URLSource Detail49409511Source Record URL
126677116ChemMolSource URLSource Detail49415765Source Record URL
241144339ChemMolSource URLSource Detail99153443Source Record URL
315445387Phion LtdSource URLSource Detail70269777Source Record URL
143401450TimTecSource URLSource DetailSBB012353Source Record URL
124570903TimTecSource URLSource DetailST069326Source Record URL
85087297MP BiomedicalsSource URLSource Detail155235Source Record URL
56367387MP BiomedicalsSource URLSource Detail208375Source Record URL
88826085MolPortSource URLSource DetailMolPort-001-783-101Source Record URL
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329747048Sigma-AldrichSource URLSource Detail00350190_SIALSource Record URL
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329759655Sigma-AldrichSource URLSource Detail61706_SIALSource Record URL
24896318Sigma-AldrichSource URLSource DetailL2602_ALDRICHSource Record URL
24901212Sigma-AldrichSource URLSource DetailW263508_ALDRICHSource Record URL
374064599Combi-BlocksSource URLSource DetailQF-3630Source Record URL
184014605Vitas-M LaboratorySource URLSource DetailBBL027734Source Record URL
173897161Vitas-M LaboratorySource URLSource DetailSTL373777Source Record URL
346439863King ScientificSource URLSource DetailKS-00000WLWSource Record URL
163806527King ScientificSource URLSource DetailKSC377K8JSource Record URL
318356687CambridgeChemSource URLSource DetailCB31370Source Record URL
329972356CambridgeChemSource URLSource Detailwkq-01080Source Record URL
223681524AN PharmaTechSource URLSource DetailAN-15757Source Record URL
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321911489AcadechemSource URLSource DetailACDS-027098Source Record URL
196111507BoerchemSource URLSource DetailBC207603Source Record URL
92719329Hangzhou APIChem TechnologySource URLSource DetailAC-551Source Record URL
3562662531717 CheMall CorporationSource URLSource DetailBG00600803Source Record URL
3631173501717 CheMall CorporationSource URLSource DetailBG04165541Source Record URL
3596920751717 CheMall CorporationSource URLSource DetailBG06536254Source Record URL
3603800871717 CheMall CorporationSource URLSource DetailBG07221375Source Record URL
104312379ABI ChemSource URLSource DetailAC1L1MRYSource Record URL
117365608ABI ChemSource URLSource DetailAC1Q1NVDSource Record URL
117365609ABI ChemSource URLSource DetailAC1Q1NVESource Record URL
117396486ABI ChemSource URLSource DetailAC1Q2BP3Source Record URL
166223290MculeSource URLSource DetailMCULE-2407576698Source Record URL
162296779AchemicaSource URLSource DetailACMC-209pf1Source Record URL
312811572Boc SciencesSource URLSource Detail78-70-6Source Record URL
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3133735ChemExper Chemical DirectorySource URLSource DetailHmTH@@rJQHiRjZZ@@Source Record URL
297479462Aurora Fine Chemicals LLCSource URLSource DetailA13.139.312Source Record URL
253653024labseekerSource URLSource DetailSC-74998Source Record URL
354289403Chemenu Inc.Source URLSource DetailCM115937Source Record URL
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312297334NORRIS PHARMSource URLSource DetailTH-D22579Source Record URL
322089121Pi ChemicalsSource URLSource DetailPI-32375Source Record URL
162176270AK Scientific, Inc. (AKSCI)Source URLSource Detail71282Source Record URL
162092458Chembase.cnSource URLSource Detail104247Source Record URL
347758509Alfa ChemistrySource URLSource Detail78-70-6Source Record URL
346695601LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00196640Source Record URL
174552962WutechSource URLSource DetailRP21877Source Record URL
202819455Debye Scientific Co., LtdSource URLSource DetailDB-062552Source Record URL
204370168TractusSource URLSource DetailRTR-030706Source Record URL
204939673TractusSource URLSource DetailTR-030706Source Record URL
164799933Finetech Industry LimitedSource URLSource DetailFT-0614785Source Record URL
310275810Glentham Life Sciences Ltd.Source URLSource DetailGP6851Source Record URL
348354817AbMole BioscienceSource URLSource DetailM4726Source Record URL
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318242225Yuhao ChemicalSource URLSource DetailLL0120Source Record URL
318254942Chem-Space.com DatabaseSource URLSource DetailCSC000033386Source Record URL
349317814Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0835956Source Record URL
252403542MolepediaSource URLSource DetailM90001139PSource Record URL
87572016TCI (Tokyo Chemical Industry)Source URLSource DetailL0048Source Record URL
316396558abcr GmbHSource URLSource DetailAB117536Source Record URL