NP-MRD: Showing NP-Card for (1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol (NP0201655)

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Record Information

Version

2.0

Created at

2022-09-04 20:44:27 UTC

Updated at

2022-09-04 20:44:27 UTC

NP-MRD ID

NP0201655

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol

Description

Serratol belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions. (1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol is found in Boswellia serrata. (1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol was first documented in 2011 (PMID: 21157686). Based on a literature review a significant number of articles have been published on serratol (PMID: 28738439) (PMID: 32072762) (PMID: 29492734) (PMID: 27352042) (PMID: 21858880).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 55  0  0  0  0  0  0  0  0999 V2000
    5.0500   -0.3915    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5344   -0.4031    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218   -1.4647    0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4566   -1.7385    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1000   -2.8284   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2221   -2.3148   -1.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7412   -2.5888   -2.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9121   -1.6754   -1.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925   -1.3107    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9062    0.0938    0.4804 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1562    0.5936    1.5750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    0.2308    0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411   -0.5816    2.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407   -0.0946   -0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7915    1.0990   -0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4255    1.3799   -1.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2321    2.5944   -0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4719    3.8950   -0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2884    2.6738    0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1775    1.6637    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9273    0.7911   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -0.1707    1.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4980    0.3209   -0.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -1.4058    0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5270   -2.2830    1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9473   -0.8058    0.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1073   -2.1211    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5818   -3.6938    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -3.2202   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6338   -3.6928   -2.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545   -2.0324   -3.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913   -2.2916   -2.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.3692   -1.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1296   -1.8053    1.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5970   -1.8635    0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3370    1.5587    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4686    1.3119    1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8574   -1.6199    2.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5421   -0.5901    2.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2641   -0.1080    2.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -0.6403    0.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784    0.8252   -0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8905   -0.6797   -0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2012    2.0598   -0.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    0.9121   -1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.6100   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    0.4983   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5410    3.7431   -1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155    4.6274   -0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601    4.2569   -1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5714    3.7317    0.4669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9755    2.2228    1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277    1.1398    1.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7994    1.4251   -0.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187    0.5265   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 12 10  1  0
 10 11  1  1
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 12 37  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
 11 36  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
M  END


  Mrv1652309042222442D          

 21 21  0  0  1  0            999 V2000
    1.5161   -0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461   -1.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360   -1.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659   -0.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531   -0.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760    1.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.8851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2658    1.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7990    1.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0911    2.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5199    2.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    1.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364    1.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064    0.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2166    0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664   -0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364   -0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5963   -1.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201655

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@]1(O)CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O/c1-16(2)20(21)14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,16,21H,6-7,9-10,13-15H2,1-5H3/b17-8+,18-12+,19-11+/t20-/m1/s1

> <INCHI_KEY>
ZVWXZFYWLABNOW-UYSOGGTPSA-N

> <FORMULA>
C20H34O

> <MOLECULAR_WEIGHT>
290.491

> <EXACT_MASS>
290.260965715

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
36.121973303859924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3E,7E,11E)-4,8,12-trimethyl-1-(propan-2-yl)cyclotetradeca-3,7,11-trien-1-ol

> <JCHEM_LOGP>
5.6496335176666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.41260688476668317

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
95.91309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3E,7E,11E)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       2.830  -0.967   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.334  -2.422   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.326  -3.586   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.814  -3.295   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.310  -1.840   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.318  -0.676   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.712  -0.023   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.814   0.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.822   1.943   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.334   1.652   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.363   2.847   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.358   3.192   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.037   3.983   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.704   3.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.342   2.816   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.855   2.525   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.359   1.070   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.871   0.779   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.351  -0.094   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.855  -1.549   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.846  -2.713   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   15                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
(-)-Serratol	ChEBI
S(-)-Cembra-3E,7E,11E-triene-1-ol	ChEBI

Chemical Formula

C₂₀H₃₄O

Average Mass

290.4910 Da

Monoisotopic Mass

290.26097 Da

IUPAC Name

(1S,3E,7E,11E)-4,8,12-trimethyl-1-(propan-2-yl)cyclotetradeca-3,7,11-trien-1-ol

Traditional Name

(1S,3E,7E,11E)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol

CAS Registry Number

Not Available

SMILES

CC(C)[C@]1(O)CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\C1

InChI Identifier

InChI=1S/C20H34O/c1-16(2)20(21)14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,16,21H,6-7,9-10,13-15H2,1-5H3/b17-8+,18-12+,19-11+/t20-/m1/s1

InChI Key

ZVWXZFYWLABNOW-UYSOGGTPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boswellia serrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Cembrane diterpenoids

Alternative Parents

Substituents

Cembrane diterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.65	ChemAxon
pKa (Strongest Basic)	-0.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.91 m³·mol⁻¹	ChemAxon
Polarizability	36.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00055092

Chemspider ID

76774150

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53249071

PDB ID

Not Available

ChEBI ID

156193

Good Scents ID

rw1568831

References

General References

Greve HL, Kaiser M, Brun R, Schmidt TJ: Terpenoids from the Oleo-Gum-Resin of Boswellia serrata and Their Antiplasmodial Effects In Vitro. Planta Med. 2017 Oct;83(14-15):1214-1226. doi: 10.1055/s-0043-116943. Epub 2017 Jul 24. [PubMed:28738439 ]
Schmidt TJ, Kaiser M, Brun R: Complete structural assignment of serratol, a cembrane-type diterpene from Boswellia serrata, and evaluation of its antiprotozoal activity. Planta Med. 2011 May;77(8):849-50. doi: 10.1055/s-0030-1250612. Epub 2010 Dec 14. [PubMed:21157686 ]
Capetti F, Rubiolo P, Bicchi C, Marengo A, Sgorbini B, Cagliero C: Exploiting the versatility of vacuum-assisted headspace solid-phase microextraction in combination with the selectivity of ionic liquid-based GC stationary phases to discriminate Boswellia spp. resins through their volatile and semivolatile fractions. J Sep Sci. 2020 May;43(9-10):1879-1889. doi: 10.1002/jssc.202000084. Epub 2020 Mar 12. [PubMed:32072762 ]
Setzer WN: Conformational analysis of macrocyclic frankincense (Boswellia) diterpenoids. J Mol Model. 2018 Mar 1;24(3):74. doi: 10.1007/s00894-018-3625-8. [PubMed:29492734 ]
Pollastro F, Golin S, Chianese G, Putra MY, Schiano Moriello A, De Petrocellis L, Garcia V, Munoz E, Taglialatela-Scafati O, Appendino G: Neuroactive and Anti-inflammatory Frankincense Cembranes: A Structure-Activity Study. J Nat Prod. 2016 Jul 22;79(7):1762-8. doi: 10.1021/acs.jnatprod.6b00141. Epub 2016 Jun 28. [PubMed:27352042 ]
Paul M, Bruning G, Bergmann J, Jauch J: A thin-layer chromatography method for the identification of three different olibanum resins (Boswellia serrata, Boswellia papyrifera and Boswellia carterii, respectively, Boswellia sacra). Phytochem Anal. 2012 Mar-Apr;23(2):184-9. doi: 10.1002/pca.1341. Epub 2011 Aug 20. [PubMed:21858880 ]
LOTUS database [Link]

Showing NP-Card for (1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol (NP0201655)

MOL for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

3D MOL for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

3D SDF for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

3D-SDF for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

PDB for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

3D PDB for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

SMILES for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

INCHI for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

Structure for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)

3D Structure for NP0201655 ((1s,3e,7e,11e)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol)