Natural Product (NP) Details

General Information of the NP (ID: NP2294)
Name
Geraniol
Synonyms
GERANIOL; 106-24-1; Lemonol; Geranyl alcohol; trans-Geraniol; (E)-Geraniol; (2E)-3,7-dimethylocta-2,6-dien-1-ol; (E)-Nerol; trans-3,7-Dimethyl-2,6-octadien-1-ol; (E)-3,7-Dimethylocta-2,6-dien-1-ol; Geraniol Extra; Geraniol alcohol; 3,7-Dimethyl-2,6-octadien-1-ol; (E)-3,7-Dimethyl-2,6-octadien-1-ol; beta-Geraniol; 3,7-Dimethyl-trans-2,6-octadien-1-ol; 2,6-Octadien-1-ol, 3,7-dimethyl-, (2E)-; Guaniol; t-geraniol; 2E-geraniol; Geraniol (natural); 2-trans-3,7-Dimethyl-2,6-octadien-1-ol; 2,6-Octadien-1-ol, 3,7-dimethyl-; CHEBI:17447
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Species Origin Rosa rugosa ...     Click to Show/Hide
Rosa rugosa
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Rosales
Family: Rosaceae
Genus: Rosa
Species: Rosa rugosa
Agave amica
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Asparagales
Family: Asparagaceae
Genus: Agave
Species: Agave amica
Trigonotis peduncularis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Boraginales
Family: Boraginaceae
Genus: Trigonotis
Species: Trigonotis peduncularis
Abutilon indicum
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Malvales
Family: Malvaceae
Genus: Abutilon
Species: Abutilon indicum
Podaxis carcinomalis
Kingdom: Fungi
Phylum: Basidiomycota
Class: Agaricomycetes
Order: Agaricales
Family: Podaxaceae
Genus: Podaxis
Species: Podaxis carcinomalis
Disease Osteoarthritis [ICD-11: FA00-FA05] Investigative [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.417
 
MDCK Permeability
 -4.329
 
PAMPA
 +
 
HIA
 -
 
Distribution
VDss
 -0.2
 
PPB
 9.9%
 
BBB
 -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 - -
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 - -
HLM Stability
 - -
 
Excretion
CLplasma
 7.378
 
T1/2
 1.773
Toxicity
DILI
 -
 
Rat Oral Acute Toxicity
 +
 
FDAMDD
 - -
 
Respiratory
 +
 
Human Hepatotoxicity
 -
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 +
 
Hematotoxicity
 -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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Formula
C10H18O
PubChem CID
637566
Canonical SMILES
CC(=CCCC(=CCO)C)C
InChI
1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+
InChIKey
GLZPCOQZEFWAFX-JXMROGBWSA-N
CAS Number
CAS 106-24-1
Herb ID
HBIN027528
ETMC ID
850
SymMap ID
SMIT00017
TCMSP ID
MOL000123
TTD Drug ID
D0Q4GB
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          5-fluorouracil      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Expression TYMS  Molecule Info 
Pathway MAP
                    In-vitro Model Caco-2 CVCL_0025 Colon adenocarcinoma Homo sapiens
SW620 CVCL_0547 Colon adenocarcinoma Homo sapiens
                    In-vivo Model Colorectal tumor TC118 obtained from patients was grafted by subcutaneous implantation of 15 mm3 tumor fragments into the scapular area of nude mice.
                    Experimental
                    Result(s)		 Geraniol modulates DNA synthesis and potentiates 5-fluorouracil efficacy on human colon tumor xenografts.
          Simvastatin      Hyper-lipoproteinaemia     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Biological
                    Regulation		 Inhibition Cholesterol biosynthesis
                    In-vitro Model Hep-G2 CVCL_0027 Hepatocellular carcinoma Homo sapiens
                    Experimental
                    Result(s)		 Geraniol and simvastatin show a synergistic effect on a human hepatocarcinoma cell line.
          Gemcitabine      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Augmenting Drug Sensitivity     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model BxPC-3 CVCL_0186 Pancreatic ductal adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Geraniol significantly increased the antiproliferative and apoptosis-inducing effects of gemcitabine on BXPC-3 cells.
Target and Pathway
Target(s) Transient receptor potential channel 8 (TRPM8)  Molecule Info  [5]
KEGG Pathway Inflammatory mediator regulation of TRP channels Click to Show/Hide
Reactome TRP channels Click to Show/Hide
References
Reference 1 Geraniol-mediated osteoarthritis improvement by down-regulating PI3K/Akt/NF-KappaB and MAPK signals: In vivo and in vitro studies. Int Immunopharmacol. 2020 Sep;86:106713.
Reference 2 Geraniol, a component of plant essential oils, modulates DNA synthesis and potentiates 5-fluorouracil efficacy on human colon tumor xenografts. Cancer Lett. 2004 Nov 8;215(1):53-9.
Reference 3 Geraniol and simvastatin show a synergistic effect on a human hepatocarcinoma cell line. Cell Biochem Funct. 2011 Aug;29(6):452-8.
Reference 4 Inhibitory effect of geraniol in combination with gemcitabine on proliferation of BXPC-3 human pancreatic cancer cells. J Int Med Res. 2013 Aug;41(4):993-1001.
Reference 5 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.
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