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
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 154.25
  Logarithm of the Partition Coefficient (xlogp); 2.7
  Rotatable Bond Count (rotbonds); 4
  Hydrogen Bond Donor Count (hbonddonor); 1
  Hydrogen Bond Acceptor Count (hbondacc); 1
• 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: CHEBI:17580
  CAS Number: 78-70-6
  TTD ID: D0X5DC
  INTEDE ID: DR2327

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]
3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR)	OTRT3F3U	HMDH_HUMAN	Gene/Protein Processing	[6]
7-dehydrocholesterol reductase (DHCR7)	OTLILBUI	DHCR7_HUMAN	Gene/Protein Processing	[7]
Aconitate hydratase, mitochondrial (ACO2)	OTF2UVNV	ACON_HUMAN	Gene/Protein Processing	[7]
Aldo-keto reductase family 1 member C2 (AKR1C2)	OTQ2XMO3	AK1C2_HUMAN	Gene/Protein Processing	[8]
Apolipoprotein A-I (APOA1)	OT5THARI	APOA1_HUMAN	Gene/Protein Processing	[7]
Apolipoprotein C-III (APOC3)	OTW3520C	APOC3_HUMAN	Gene/Protein Processing	[7]
Apoptosis regulator BAX (BAX)	OTAW0V4V	BAX_HUMAN	Gene/Protein Processing	[5]
Apoptosis regulator Bcl-2 (BCL2)	OT9DVHC0	BCL2_HUMAN	Gene/Protein Processing	[9]
Baculoviral IAP repeat-containing protein 2 (BIRC2)	OTFXFREP	BIRC2_HUMAN	Gene/Protein Processing	[10]

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 reduces the expression of 3-hydroxy-3-methylglutaryl CoA reductase via sterol regulatory element binding protein-2- and ubiquitin-dependent mechanisms. FEBS Lett. 2011 Oct 20;585(20):3289-96.
• [7] 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.
• [8] 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.
• [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.
• [10] 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.