NP-MRD: Showing NP-Card for (1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol (NP0156538)

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Record Information

Version

2.0

Created at

2022-09-02 13:45:42 UTC

Updated at

2022-09-02 13:45:42 UTC

NP-MRD ID

NP0156538

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol

Description

(1R,3E,7E,11R)-4,8,12,15,15-pentamethylbicyclo[9.3.1]Pentadeca-3,7,12-trien-1-ol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol is found in Jackiella javanica. Based on a literature review very few articles have been published on (1R,3E,7E,11R)-4,8,12,15,15-pentamethylbicyclo[9.3.1]Pentadeca-3,7,12-trien-1-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
   -1.2236    1.8521    2.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659    0.6944    1.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933   -0.5023    1.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741   -1.7069    1.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -1.5684   -0.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3338   -2.5828   -0.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1397   -2.0328   -1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8864   -2.6035   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332   -2.0740    0.1738 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952   -2.8885    0.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1574   -0.7055    0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    0.2405   -0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6661    1.6248    0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6547    2.3441   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388    3.7602    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5848    1.8111   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7906    2.0318   -0.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762    0.9557   -0.0709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9398   -0.2494   -0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4802   -0.5003   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -0.1687   -2.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3712    1.6050    3.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892    2.2377    2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989    2.7068    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -0.5933    2.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -2.1206    1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708   -2.4913    1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238   -3.4154   -0.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707   -2.9000   -1.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -1.3052   -1.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5899   -3.6125    0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0050   -3.9349    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047   -2.5699    0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6984   -2.7847   -0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1896   -0.2151    0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.7104    1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0263   -0.0191    0.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904    0.1410   -1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3774    1.9942    1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5284    3.7459    1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6120    4.2540    0.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4491    4.3487    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8964    0.8047   -1.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7675    2.3959   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195    2.6892   -1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7415    2.7645    0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6754    1.5349   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7592   -1.2863   -1.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8980    0.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0216    0.4389   -0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    0.0958   -2.9174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -1.1720   -2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9444    0.5396   -2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18  2  1  0
 19  5  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
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  1
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
M  END


  Mrv1652309022215452D          

 21 22  0  0  1  0            999 V2000
    1.9308   -2.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7918    0.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5089   -0.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -0.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3902   -1.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1630    0.1326    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  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18  2  1  6  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156538

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC[C@]2(O)C\C=C(C)\CC\C=C(C)\CC[C@H]1C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O/c1-15-7-6-8-16(2)11-13-20(21)14-12-17(3)18(10-9-15)19(20,4)5/h7,11-12,18,21H,6,8-10,13-14H2,1-5H3/b15-7+,16-11+/t18-,20-/m1/s1

> <INCHI_KEY>
JHQQXWKEOHDOAU-HLFWTJLRSA-N

> <FORMULA>
C20H32O

> <MOLECULAR_WEIGHT>
288.475

> <EXACT_MASS>
288.24531565

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.0295549157415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3E,7E,11R)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol

> <ALOGPS_LOGP>
5.96

> <JCHEM_LOGP>
4.9617902313333335

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.17112894597561212

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
93.85559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3E,7E,11R)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.604  -4.167   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.211   1.238   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.417  -1.707   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.467  -1.471   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.415  -4.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.875  -4.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.195  -2.948   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.771   0.247   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   19                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    2   19                                                  
CONECT   19   18    5   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O

Average Mass

288.4750 Da

Monoisotopic Mass

288.24532 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC[C@]2(O)C\C=C(C)\CC\C=C(C)\CC[C@H]1C2(C)C

InChI Identifier

InChI=1S/C20H32O/c1-15-7-6-8-16(2)11-13-20(21)14-12-17(3)18(10-9-15)19(20,4)5/h7,11-12,18,21H,6,8-10,13-14H2,1-5H3/b15-7+,16-11+/t18-,20-/m1/s1

InChI Key

JHQQXWKEOHDOAU-HLFWTJLRSA-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
Jackiella javanica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Verticillane diterpenoid
Diterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.96	ALOGPS
logS	-4.4	ALOGPS

External Links

HMDB ID

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163008898

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Showing NP-Card for (1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol (NP0156538)

MOL for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

3D MOL for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

3D SDF for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

3D-SDF for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

PDB for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

3D PDB for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

SMILES for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

INCHI for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

Structure for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)

3D Structure for NP0156538 ((1r,3e,7e,11r)-4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7,12-trien-1-ol)