Citronellol

  • GreenMolBD CID : 61
  • Molecular Formula : C10H20O
  • Molecular Weight : 156.269
  • Exact Molecular Mass : 156.151
  • IUPAC Name : 3,7-dimethyloct-6-en-1-ol
  • InChI : InChI=1S/C10H20O/c1-9(2)5-4-6-10(3)7-8-11/h5,10-11H,4,6-8H2,1-3H3
  • InChI Key : QMVPMAAFGQKVCJ-UHFFFAOYSA-N
  • Canonical SMILES : CC(CCC=C(C)C)CCO
  • Isomeric SMILES : CC(CCC=C(C)C)CCO
  • 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

Fatty alcohols; Primary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. Substituents

Acyclic monoterpenoid; Fatty alcohol; Fatty acyl; Organic oxygen compound; Hydrocarbon derivative; Primary alcohol; Organooxygen compound; Alcohol; Aliphatic acyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
2.7513 20.23 1 1 11 5 0 0 4.95318 260.808 210.896 0.599172

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-98.362535 1.41 -4.226 -9.49825 1.04544 5.272

4. Compound Reactivity

DLP nRFG nLMR
4 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 5.18517 21510.8 0.115383 Moderate Weak Severe Degradable 0.00238846 63.045

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
Citronellol
106-22-9
3,7-Dimethyloct-6-en-1-ol
beta-Citronellol
3,7-DIMETHYL-6-OCTEN-1-OL
DL-Citronellol
Cephrol
Elenol
6-Octen-1-ol, 3,7-dimethyl-
Rodinol
2,3-Dihydrogeraniol
2,6-Dimethyl-2-octen-8-ol
.beta.-Citronellol
CHEBI:50462
NSC 8779
(+/-)-beta-Citronellol
3,7-dimethyl-oct-6-en-1-ol
NSC8779
QMVPMAAFGQKVCJ-UHFFFAOYSA-N
MFCD00002935
26489-01-0
Citronellol (natural)
(+/-)-3,7-dimethyloct-6-en-1-ol
ST069325
DSSTox_CID_6726
DSSTox_RID_78201
DSSTox_GSID_26726
68916-43-8
l-Citronellol
W-108771
W-109198
W-110227
CCRIS 7452
EINECS 203-375-0
Citronellol, dl-
BRN 1721507
CAS-106-22-9
AI3-25080
Citronellol (ex. Java citronella oil) (natural)
Citronellol, (+-)-
(+-)-beta-citronellol
(+-)-CITRONELLOL
(R)-(+)-.beta.-Citronellol
(+/-)-beta-Citronellol, primary pharmaceutical reference standard
Levo-citronellol
EINECS 247-737-6
Oils,geranium,sapond.
(+/-)-b-Citronellol
beta-Citronellol, 95%
(+/-)-?-Citronellol
(+-)-beta
-Citronellol
CITRONELLOL BRI FCC
ACMC-2098iz
EC 203-375-0
AC1L1RT1
AC1Q2A1O
SCHEMBL21320
4-01-00-02188 (Beilstein Handbook Reference)
6-Octen-1-ol,7-dimethyl-
KSC492E7L
MLS002415719
3,7-dimethyl-oct-6-en1-ol
CHEMBL395827
DTXSID3026726
CTK3J2275
HSDB 6805
KS-00000URS
MolPort-001-769-687
WLN: Q2Y1&3UY1&1
BB_NC-0067
HMS2267B17
BB_NC-00067
Citronellol, >=95%, FCC, FG
NSC-8779
ZX-AT010559
Tox21_202119
Tox21_300003
ANW-15321
BBL009826
BDBM50037035
OR6011
SBB012357
STK085542
AKOS005393175
MCULE-4204888723
RTR-001235
ACM26489010
NCGC00091348-01
NCGC00091348-02
NCGC00091348-03
NCGC00091348-04
NCGC00254145-01
NCGC00259668-01
AN-22416
BP-21491
CC-25897
KB-49088
LP066349
M190
SMR000112138
DB-074976
TR-001235
(+/-)-beta-Citronellol, analytical standard
FT-0622896
FT-0693159
C-33687
Citronellol, mixture of isomers, natural, >=95%, FG
I14-113476
1335-43-9

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Citronellol
Abelmoschus esculentus (L.) Moench Pod 3
Coriandrum sativum Linn. Seed; Fruit 1 , 3 , 4 , 12 , 25 , 27 , 31
Cymbopogon citrates Leaf; Aerial; Blade; Sheath; Rhizome 1 , 2 , 6 , 7
Jasminum sambac L. Flower 7
Jatropha curcas L. Leaf; Aerial; Blade; Sheath; Rhizome 1 , 2 , 6 , 7
Kalanchoe pinnata Leaf; Aerial; Blade; Sheath; Rhizome 1 , 2 , 6 , 7
Litchi chinensis Fruit 1 , 8 , 11
Mentha arvensis 17 , 18
Rosa damascena Petal; Flower 3 , 4 , 6 , 7 , 9 , 11 , 12 , 13 , 14

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
69 aldehyde dehydrogenase 1 family member A1 ALDH1A1 Homo sapiens 3.5481 1030
93 arachidonate 15-lipoxygenase ALOX15 Homo sapiens 7.9433 887
26 GLI family zinc finger 3 GLI3 Homo sapiens 20.0608 1259369
26 GLI family zinc finger 3 GLI3 Homo sapiens 20.0608 1259392
29 nuclear factor kappa B subunit 1 NFKB1 Homo sapiens 61.6448 1159509
30 nuclear factor, erythroid 2 like 2 NFE2L2 Homo sapiens 74.978 651741
50 RAR-related orphan receptor gamma Rorc Mus musculus 0.077 1159521
50 RAR-related orphan receptor gamma Rorc Mus musculus 0.611306 1159523
51 retinoic acid receptor alpha RARA Homo sapiens 50.3905 1159555
51 retinoic acid receptor alpha RARA Homo sapiens 79.8636 1159552
94 transient receptor potential cation channel subfamily V member 1 TRPV1 Homo sapiens 100 1173737
23 transient receptor potential cation channel, subfamily A, member 1 Trpa1 Rattus norvegicus 100 1173730
23 transient receptor potential cation channel, subfamily A, member 1 Trpa1 Rattus norvegicus 100 1173731
95 transient receptor potential cation channel, subfamily M, member 8 Trpm8 Rattus norvegicus 100 1173734
67 tyrosyl-DNA phosphodiesterase 1 TDP1 Homo sapiens 32.6427 686978

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
131675802AKos Consulting & SolutionsSource URLSource DetailAKOS005393175Source Record URL
3562663291717 CheMall CorporationSource URLSource DetailBG00600879Source Record URL
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3596923301717 CheMall CorporationSource URLSource DetailBG06536509Source Record URL
3603865951717 CheMall CorporationSource URLSource DetailBG07227883Source Record URL
254801198Boc SciencesSource URLSource Detail106-22-9Source Record URL
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152137335ISpharmSource URLSource DetailI14-113476Source Record URL
88812671MolPortSource URLSource DetailMolPort-001-769-687Source Record URL
255382148BiosynthSource URLSource DetailW-108771Source Record URL
255382526BiosynthSource URLSource DetailW-109198Source Record URL
255383470BiosynthSource URLSource DetailW-110227Source Record URL
125324504Vitas-M LaboratorySource URLSource DetailBBL009826Source Record URL
57734045Vitas-M LaboratorySource URLSource DetailSTK085542Source Record URL
346693505LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00193785Source Record URL
348356529Sigma-AldrichSource URLSource Detail05630590_SIALSource Record URL
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329757685Sigma-AldrichSource URLSource Detail51381_SIALSource Record URL
24893050Sigma-AldrichSource URLSource DetailC83201_ALDRICHSource Record URL
24900995Sigma-AldrichSource URLSource DetailW230901_ALDRICHSource Record URL
329830472Sigma-AldrichSource URLSource DetailW230915_ALDRICHSource Record URL
316401098abcr GmbHSource URLSource DetailAB126150Source Record URL
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56370938MP BiomedicalsSource URLSource Detail217253Source Record URL
201507574Debye Scientific Co., LtdSource URLSource DetailDB-074976Source Record URL
316604065ParchemSource URLSource Detail1841Source Record URL
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223653872AN PharmaTechSource URLSource DetailAN-22416Source Record URL
3132517ChemExper Chemical DirectorySource URLSource DetailHmTH@@RUgVjjf`@@Source Record URL
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318023972iChemical Technology USA IncSource URLSource DetailEBD17616Source Record URL
354314602iChemical Technology USA IncSource URLSource DetailEBD2205430Source Record URL
164806971Finetech Industry LimitedSource URLSource DetailFT-0622896Source Record URL
164846039Finetech Industry LimitedSource URLSource DetailFT-0693159Source Record URL
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318249097Chem-Space.com DatabaseSource URLSource DetailCSC000017536Source Record URL
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201759827BroadPharmSource URLSource DetailBP-21491Source Record URL
354289407Chemenu Inc.Source URLSource DetailCM115941Source Record URL
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204936061TractusSource URLSource DetailTR-001235Source Record URL
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