NP-MRD: Showing NP-Card for (9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane (NP0161449)

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Record Information

Version

2.0

Created at

2022-09-02 19:36:47 UTC

Updated at

2022-09-02 19:36:48 UTC

NP-MRD ID

NP0161449

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane

Description

Ent-Trachylobane belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. (9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane is found in Sideritis lotsyi. (9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane was first documented in 2020 (PMID: 32847772). Based on a literature review a small amount of articles have been published on ent-Trachylobane (PMID: 34762359) (PMID: 33677971) (PMID: 32911189) (PMID: 35748331).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -3.5454   -0.2756   -1.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8109    0.4804   -0.2311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915    1.9574   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500    0.0517    1.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1909    0.0787    2.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791   -0.5096    1.8186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640   -0.7274    0.3353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3077   -2.0783    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3217    0.4145   -0.3678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8199    0.4900   -1.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880    1.0894   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789    0.4524   -0.5918 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8951    1.3853    0.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0794    0.6711    1.0031 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0022   -0.7739    1.1076 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6691   -1.4178    0.9707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7736   -0.8148   -0.0610 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6001   -0.2202   -0.1035 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0811   -0.3751   -0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7002    0.0114   -1.2561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9329   -0.4278   -2.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9961   -1.2293   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4482    0.3064   -1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9043    2.5359    0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.3383   -1.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914    1.9703   -0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8193   -0.9245    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0503    0.7775    1.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162   -0.4252    3.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0742    1.1537    2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    0.0995    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047   -1.5211    2.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4953   -2.8684   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9744   -2.4250    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7659   -2.1043   -0.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9349    1.3407    0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244    1.1354   -2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7422   -0.5245   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215    1.0033   -2.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344    2.1714   -1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1968    1.7744    1.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011    2.2806   -0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8093    1.2601    1.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6814   -1.2729    1.8197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8606   -2.5149    0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -1.4385    2.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8173   -1.5155   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5568    0.5041   -0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2354   -1.2262   -1.0011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -0.6705    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296   -0.8572   -1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.9112   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  6
 18 20  1  0
 20 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  7  1  0
  7  8  1  6
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 14 18  1  0
  9  7  1  0
 15 18  1  0
 17 12  1  0
 12 11  1  6
 19 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  1
 15 44  1  1
 16 45  1  0
 16 46  1  0
 17 47  1  6
  8 33  1  0
  8 34  1  0
  8 35  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 27  1  0
  4 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  9 36  1  1
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
M  END


  Mrv1652309022221362D          

 20 24  0  0  1  0            999 V2000
    4.3131   -0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -0.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4032   -0.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9346    0.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5108    1.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859    1.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848    0.5889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8914    1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086   -0.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2789   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299   -0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668   -0.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0658    0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6620    0.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    1.0618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8220    1.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3803    0.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4573    0.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2547   -0.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -0.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
  7 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0161449

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CC34CC1[C@H]2CC3[C@@]1(C)CCCC(C)(C)C1CC4

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-17(2)7-5-8-18(3)15(17)6-9-20-11-14-13(10-16(18)20)19(14,4)12-20/h13-16H,5-12H2,1-4H3/t13-,14?,15?,16?,18+,19?,20?/m1/s1

> <INCHI_KEY>
JTJZAWZRQPNBLR-IDQJZWGZSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.476

> <EXACT_MASS>
272.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
34.416572402602476

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,12R)-5,5,9,13-tetramethylpentacyclo[11.2.1.0^{1,10}.0^{4,9}.0^{12,14}]hexadecane

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.19798696

> <ALOGPS_LOGS>
-6.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
83.8884

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.49e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,12R)-5,5,9,13-tetramethylpentacyclo[11.2.1.0^{1,10}.0^{4,9}.0^{12,14}]hexadecane

> <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       8.051  -0.701   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.596  -0.198   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.353  -1.718   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.345   1.148   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.553   2.469   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.014   2.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.265   1.099   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.531   2.453   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.056  -0.222   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.254  -1.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.669  -1.385   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.618  -0.028   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.123   0.828   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.236   1.296   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.177   1.982   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.534   2.452   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.577   1.216   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.854   0.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.342  -0.302   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.435  -1.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   17                                             
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17   20                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12    7                                                  
CONECT   18   15   14   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   12                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂

Average Mass

272.4760 Da

Monoisotopic Mass

272.25040 Da

IUPAC Name

(9S,12R)-5,5,9,13-tetramethylpentacyclo[11.2.1.0^{1,10}.0^{4,9}.0^{12,14}]hexadecane

Traditional Name

(9S,12R)-5,5,9,13-tetramethylpentacyclo[11.2.1.0^{1,10}.0^{4,9}.0^{12,14}]hexadecane

CAS Registry Number

Not Available

SMILES

CC12CC34CC1[C@H]2CC3[C@@]1(C)CCCC(C)(C)C1CC4

InChI Identifier

InChI=1S/C20H32/c1-17(2)7-5-8-18(3)15(17)6-9-20-11-14-13(10-16(18)20)19(14,4)12-20/h13-16H,5-12H2,1-4H3/t13-,14?,15?,16?,18+,19?,20?/m1/s1

InChI Key

JTJZAWZRQPNBLR-IDQJZWGZSA-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
Sideritis lotsyi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Villanovane, atisane, trachylobane or helvifulvane diterpenoid
Atisane diterpenoid
Alkaloid or derivatives
Polycyclic hydrocarbon
Saturated hydrocarbon
Hydrocarbon
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	4.52	ALOGPS
logP	5.2	ChemAxon
logS	-6.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	83.89 m³·mol⁻¹	ChemAxon
Polarizability	34.42 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91750049

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Munissi JJE, Isyaka SM, Mas-Claret E, Brabner M, Langat MK, Nyandoro SS, Mulholland DA: Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes. Phytochemistry. 2020 Nov;179:112487. doi: 10.1016/j.phytochem.2020.112487. Epub 2020 Aug 22. [PubMed:32847772 ]
Wein LA, Wurst K, Magauer T: Total Synthesis and Late-Stage C-H Oxidations of ent-Trachylobane Natural Products. Angew Chem Int Ed Engl. 2022 Jan 17;61(3):e202113829. doi: 10.1002/anie.202113829. Epub 2021 Nov 27. [PubMed:34762359 ]
Han J, Li Y, Zhou J, Zhang J, Qiao Y, Fang K, Zhang C, Zhu M, Lou H: Terpenoids from Chinese Liverworts Scapania spp. J Nat Prod. 2021 Apr 23;84(4):1210-1215. doi: 10.1021/acs.jnatprod.0c01284. Epub 2021 Mar 7. [PubMed:33677971 ]
Jiang ZP, Yu Y, Shen L: Agallolides A-M, including two rearranged ent-atisanes featuring a bicyclo[3.2.1]octane motif, from the Chinese Excoecaria agallocha. Bioorg Chem. 2020 Nov;104:104206. doi: 10.1016/j.bioorg.2020.104206. Epub 2020 Aug 29. [PubMed:32911189 ]
Donadio G, Chini MG, Parisi V, Mensitieri F, Malafronte N, Bifulco G, Bisio A, De Tommasi N, Bader A: Diterpenoid Constituents of Psiadia punctulata and Evaluation of Their Antimicrobial Activity. J Nat Prod. 2022 Jul 22;85(7):1667-1680. doi: 10.1021/acs.jnatprod.1c01093. Epub 2022 Jun 24. [PubMed:35748331 ]
LOTUS database [Link]

Showing NP-Card for (9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane (NP0161449)

MOL for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

3D MOL for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

3D SDF for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

3D-SDF for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

PDB for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

3D PDB for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

SMILES for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

INCHI for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

Structure for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)

3D Structure for NP0161449 ((9s,12r)-5,5,9,13-tetramethylpentacyclo[11.2.1.0¹,¹⁰.0⁴,⁹.0¹²,¹⁴]hexadecane)