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Showing NP-Card for Muurolol (NP0340006)

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Record Information
Version2.0
Created at2024-09-12 00:56:51 UTC
Updated at2024-09-12 00:56:51 UTC
NP-MRD IDNP0340006
Secondary Accession NumbersNone
Natural Product Identification
Common NameMuurolol
DescriptionMuurolol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Muurolol was first documented in 2024 (PMID: 39273596). Based on a literature review a small amount of articles have been published on Muurolol (PMID: 39178608) (PMID: 39145539) (PMID: 38911796).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0340006 (Muurolol)


  Mrv2104 05272303292D          

 18 19  0  0  0  0            999 V2000
 9998.915410001.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200910001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.630010001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769010000.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627910000.9666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.914810000.5494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.200310000.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629310000.1369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.340410000.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3404 9998.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0549 9999.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.054910000.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.5982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1995 9999.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6301 9999.3120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.3977 9998.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4416 9998.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9147 9998.8991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  4  1  0  0  0  0
  6  1  1  1  0  0  0
  9  8  1  0  0  0  0
  8  5  1  1  0  0  0
 15 13  1  1  0  0  0
 18 17  1  1  0  0  0
 14 18  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  6  0  0  0
  7 14  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
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3D MOL for NP0340006 (Muurolol)

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3D SDF for NP0340006 (Muurolol)

  Mrv2104 05272303292D          

 18 19  0  0  0  0            999 V2000
 9998.915410001.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.200910001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.630010001.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769010000.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627910000.9666    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.914810000.5494    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.200310000.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629310000.1369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.340410000.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3404 9998.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0549 9999.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.054910000.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.5982    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1995 9999.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6301 9999.3120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.3977 9998.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4416 9998.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9147 9998.8991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 12  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  4  1  0  0  0  0
  6  1  1  1  0  0  0
  9  8  1  0  0  0  0
  8  5  1  1  0  0  0
 15 13  1  1  0  0  0
 18 17  1  1  0  0  0
 14 18  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  6  0  0  0
  7 14  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0340006

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C=C(C)CC[C@]1([H])[C@](C)(O)CC[C@H]2C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15+/s2

> <INCHI_KEY>
LHYHMMRYTDARSZ-OUVVISSWNA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
27.452346179426158

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,4aR,8aS)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol

> <JCHEM_LOGP>
3.538719954

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5880059181230378

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.4305

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
delta-cadinol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0340006 (Muurolol)
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PDB for NP0340006 (Muurolol)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0    8664.6428669.245   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3088670.015   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8665.9768670.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8669.9698667.697   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0    8665.9728668.471   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0    8664.6418667.692   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8663.3078666.922   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.9758666.922   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8667.3028667.692   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3028664.612   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.6368665.382   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6368666.922   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0    8665.9748664.050   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0    8663.3068665.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8665.9768665.382   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8663.6768663.408   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8665.6248663.427   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.6418664.612   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4   12                                                            
CONECT    5    8                                                            
CONECT    6    7    8    1                                                  
CONECT    7    6   14                                                       
CONECT    8    6    9    5   15                                             
CONECT    9   12    8                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12    9   11    4                                                  
CONECT   13   15                                                            
CONECT   14   18    7                                                       
CONECT   15   13   18    8   10                                             
CONECT   16   18                                                            
CONECT   17   18                                                            
CONECT   18   17   14   15   16                                             
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

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3D PDB for NP0340006 (Muurolol)
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SMILES for NP0340006 (Muurolol)
[H][C@@]12C=C(C)CC[C@]1([H])[C@](C)(O)CC[C@H]2C(C)C
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INCHI for NP0340006 (Muurolol)
InChI=1/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15+/s2
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H26O
Average Mass222.3720 Da
Monoisotopic Mass222.19837 Da
IUPAC Name(1R,4S,4aR,8aS)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
Traditional Namedelta-cadinol
CAS Registry NumberNot Available
SMILES
[H][C@@]12C=C(C)CC[C@]1([H])[C@](C)(O)CC[C@H]2C(C)C
InChI Identifier
InChI=1/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14-,15+/s2
InChI KeyLHYHMMRYTDARSZ-OUVVISSWNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Cadinane sesquiterpenoid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.54ChemAxon
pKa (Strongest Basic)-0.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.43 m³·mol⁻¹ChemAxon
Polarizability27.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00020150  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bhattacharya S, Khanra PK, Dutta A, Gupta N, Aliakbar Tehrani Z, Severova L, Sredl K, Dvorak M, Fernandez-Cusimamani E: Computational Screening of T-Muurolol for an Alternative Antibacterial Solution against Staphylococcus aureus Infections: An In Silico Approach for Phytochemical-Based Drug Discovery. Int J Mol Sci. 2024 Sep 6;25(17):9650. doi: 10.3390/ijms25179650. [PubMed:39273596  ] 
  2. Sruthi D, John Zachariah T: Volatile and non-volatile metabolite profiling of under-explored crop Piper colubrinum Link. with chromatography mass spectrometry approach and its biochemical diversity from medicinally valued Piper species. J Chromatogr B Analyt Technol Biomed Life Sci. 2024 Sep 15;1245:124260. doi:  10.1016/j.jchromb.2024.124260. Epub 2024 Aug 3. [PubMed:39178608  ] 
  3. Silva J, Menezes S, Cruz R, Vandesmet L, Correia M, Silva M, Pereira R, Santos M, Costa A, Silva V, Oliveira M, Castro J, Fernandes P, Silva Junior E, Coutinho H, Lima C, Morais-Braga MF, Almeida-Bezerra J: Eugenia pohliana leaves essential oil inhibits fungal virulence and restores antibiotic efficacy in multidrug-resistant bacterial strains. Chem Biodivers. 2024 Aug 15:e202401604. doi: 10.1002/cbdv.202401604. [PubMed:39145539  ] 
  4. Maldonado YE, Betancourt EA, Leon ES, Malagon O, Cumbicus N, Gilardoni G: New Essential Oils from Ecuadorian Gynoxys cuicochensis Cuatrec. and Gynoxys sancti-antonii Cuatrec. Chemical Compositions and Enantioselective Analyses. ACS Omega. 2024 Jun 5;9(24):25902-25913. doi: 10.1021/acsomega.4c00391.  eCollection 2024 Jun 18. [PubMed:38911796  ]