Details of the Drug

General Information of Drug (ID: DMGZQ5P)

Drug Name

linalool

Synonyms

Linalool; 78-70-6; 3,7-Dimethylocta-1,6-dien-3-ol; Linalol; 3,7-Dimethyl-1,6-octadien-3-ol; beta-Linalool; allo-Ocimenol; LINALYL ALCOHOL; 1,6-Octadien-3-ol, 3,7-dimethyl-; p-Linalool; (+-)-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; Linalool, 97%; EINECS 201-134-4; EINECS 245-083-6; 3,7-dimethyl-octa-1,6-dien-3-ol; EPA Pest

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]

Drug Type

Small molecular drug

Structure

3D MOL is unavailable

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

154.25

Logarithm of the Partition Coefficient (xlogp)

2.7

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C10H18O
IUPAC Name: 3,7-dimethylocta-1,6-dien-3-ol
Canonical SMILES: CC(=CCCC(C)(C=C)O)C
InChI: InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3
InChIKey: CDOSHBSSFJOMGT-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 6549
ChEBI ID: CHEMBL17580
CAS Number: 78-70-6
TTD ID: D0X5DC
INTEDE ID: DR2327

Drug-Molecule Activity Atlas (DMA)^NEW

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Drug ADMET Endpoint Profile (DAE)^NEW

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Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Long transient receptor potential channel 8 (TRPM8)	TTXDKTO	TRPM8_HUMAN	Activator	[2]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 111A2 (cyp111)_{Main DME}	DEQOJDP	A0A2S6X9I3_9ACTN	Substrate	[3], [4]

Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
26S proteasome non-ATPase regulatory subunit 9 (PSMD9)	OT6Y5CC3	PSMD9_HUMAN	Gene/Protein Processing	[5]
7-dehydrocholesterol reductase (DHCR7)	OTLILBUI	DHCR7_HUMAN	Gene/Protein Processing	[6]
Aconitate hydratase, mitochondrial (ACO2)	OTF2UVNV	ACON_HUMAN	Gene/Protein Processing	[6]
Aldo-keto reductase family 1 member C2 (AKR1C2)	OTQ2XMO3	AK1C2_HUMAN	Gene/Protein Processing	[7]
Baculoviral IAP repeat-containing protein 2 (BIRC2)	OTFXFREP	BIRC2_HUMAN	Gene/Protein Processing	[8]
Baculoviral IAP repeat-containing protein 3 (BIRC3)	OT3E95KB	BIRC3_HUMAN	Gene/Protein Processing	[8]
Bcl-2 homologous antagonist/killer (BAK1)	OTDP6ILW	BAK_HUMAN	Gene/Protein Processing	[9]
Bcl-2-like protein 1 (BCL2L1)	OTRC5K9O	B2CL1_HUMAN	Gene/Protein Processing	[9]
Beta-casein (CSN2)	OT22C0PD	CASB_HUMAN	Gene/Protein Processing	[8]
Cadherin-1 (CDH1)	OTFJMXPM	CADH1_HUMAN	Gene/Protein Processing	[5]

Molecular Interaction Atlas (MIA)

MIA Detail

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References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2469).
2	Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay. Br J Pharmacol. 2004 Feb;141(4):737-45.
3	Patients with primary biliary cirrhosis react against a ubiquitous xenobiotic-metabolizing bacterium. Hepatology. 2003 Nov;38(5):1250-7.
4	A cytochrome P450 class I electron transfer system from Novosphingobium aromaticivorans. Appl Microbiol Biotechnol. 2010 Mar;86(1):163-75.
5	Linalool Induces Cell Cycle Arrest and Apoptosis in Leukemia Cells and Cervical Cancer Cells through CDKIs. Int J Mol Sci. 2015 Nov 26;16(12):28169-79. doi: 10.3390/ijms161226089.
6	Linalool is a PPARalpha ligand that reduces plasma TG levels and rewires the hepatic transcriptome and plasma metabolome. J Lipid Res. 2014 Jun;55(6):1098-110.
7	A new in vitro method for identifying chemical sensitizers combining peptide binding with ARE/EpRE-mediated gene expression in human skin cells. Cutan Ocul Toxicol. 2010 Sep;29(3):171-92.
8	Linalool preferentially induces robust apoptosis of a variety of leukemia cells via upregulating p53 and cyclin-dependent kinase inhibitors. Toxicology. 2010 Jan 31;268(1-2):19-24. doi: 10.1016/j.tox.2009.11.013. Epub 2009 Nov 14.
9	SIRT3-SOD2-ROS pathway is involved in linalool-induced glioma cell apoptotic death. Acta Biochim Pol. 2017;64(2):343-350. doi: 10.18388/abp.2016_1438. Epub 2017 Jun 2.