NP-MRD: Showing NP-Card for neocembrene (NP0260176)

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Record Information

Version

2.0

Created at

2022-09-08 02:15:30 UTC

Updated at

2022-09-08 02:15:30 UTC

NP-MRD ID

NP0260176

Secondary Accession Numbers

None

Natural Product Identification

Common Name

neocembrene

Description

Neocembrene 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. Thus, neocembrene is considered to be an isoprenoid lipid molecule. neocembrene is found in Alligator sinensis, Cedrela odorata, Commiphora wightii, Garcinia paucinervis, Cubitermes ugandensis, Perilla frutescens, Sarcophyton trocheliophorum and Sinularia flexibilis. neocembrene was first documented in 2016 (PMID: 27641747). Neocembrene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 32810428) (PMID: 32529331) (PMID: 30388767).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 52  0  0  0  0  0  0  0  0999 V2000
   -4.5727   -0.8147   -0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4440   -0.2225   -0.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3386    0.2838   -2.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -0.0920    0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0826   -0.7906   -0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -2.1917    0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0586   -2.7541    0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1448   -4.1807    1.3498 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150   -2.0383    1.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1339   -1.9570   -0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235   -0.8783    0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1955    0.2530   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887    1.2293   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2301    0.6293   -1.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    2.0375   -1.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    2.3757   -0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1056    2.3765    0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1407    2.7419    1.9027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1048    2.0226   -0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0818    1.3454    0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3797   -0.9185   -1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7441   -1.2151    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0281   -0.2962   -2.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6955    1.3403   -2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3295    0.1552   -2.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6660   -0.6139    1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439   -0.1985    0.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697   -0.7329   -1.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9814   -2.7842    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -4.1414    2.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053   -4.8229    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1433   -4.6014    1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965   -2.5397    1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0462   -0.9981    1.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7363   -2.9129   -0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.9315   -0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8893   -1.0714    0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2813    0.8706   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863    1.4739    0.8885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0937    2.1850   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.0341   -1.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8069    0.6127   -2.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8384    2.1193   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760    2.7232   -1.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686    2.6532    0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    1.9032    2.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6501    3.5128    2.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0997    3.2583    2.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5850    2.9626   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8540    1.4373   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7489    1.3691    1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855    1.8610    0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  3 23  1  0
  3 24  1  0
  3 25  1  0
  1 21  1  0
  1 22  1  0
  4 26  1  1
 20 51  1  0
 20 52  1  0
 19 49  1  0
 19 50  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 16 45  1  0
 15 43  1  0
 15 44  1  0
 14 41  1  0
 14 42  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 11 37  1  0
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  6 29  1  0
  5 27  1  0
  5 28  1  0
M  END


  Mrv1652309272006272D          

 20 20  0  0  1  0            999 V2000
   17.7591  -15.7613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0588  -16.1870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5668  -14.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5212  -16.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4340  -15.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7498  -14.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6312  -16.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1769  -15.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6718  -15.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4270  -14.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9027  -15.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6787  -16.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6614  -13.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0106  -13.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2780  -16.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9027  -14.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5742  -15.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5903  -14.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7664  -14.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2308  -14.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0260176

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,20H,1,6-7,9-10,13-15H2,2-5H3/b17-8+,18-12+,19-11+/t20-/m0/s1

> <INCHI_KEY>
VWSPQDDPRITBAM-KPGNMOGWSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.476

> <EXACT_MASS>
272.25040103

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
34.993198120628485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E,5E,9E,12R)-1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene

> <ALOGPS_LOGP>
6.95

> <JCHEM_LOGP>
6.539241201666667

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
94.0855

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cembrene A

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      33.150 -29.421   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.843 -30.216   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.791 -27.928   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      34.573 -30.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.677 -29.229   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.266 -27.813   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.778 -31.530   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.797 -29.068   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.254 -29.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.664 -26.383   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.818 -29.254   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.267 -31.363   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.235 -25.794   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.753 -25.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.652 -30.248   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.818 -26.396   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.338 -29.447   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.235 -27.826   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.697 -27.947   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.697 -26.774   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9                                                       
CONECT    6    3   10                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   11   12                                                  
CONECT   10    6   13   14                                                  
CONECT   11    9   15                                                       
CONECT   12    9                                                            
CONECT   13   10   16                                                       
CONECT   14   10                                                            
CONECT   15   11   17                                                       
CONECT   16   13   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   19                                                       
CONECT   19   17   20   18                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
(-)-Cembrene a	ChEBI
(R)-(-)-Cembrene a	ChEBI
1,5,9-Trimethyl-12-(1-methylethenyl)-1,5,9-cyclotetradecatriene	ChEBI
Cembrene a	ChEBI
(R)-Cembrene a	Kegg
(1E,5E,9E,12R)-1,5,9-Trimethyl-12-(propan-2-en-2-yl)cyclotetradeca-1,5,9-triene	Kegg
Neocembrene A	PhytoBank
Neo-cembrene	PhytoBank

Chemical Formula

C₂₀H₃₂

Average Mass

272.4760 Da

Monoisotopic Mass

272.25040 Da

IUPAC Name

(1E,5E,9E,12R)-1,5,9-trimethyl-12-(prop-1-en-2-yl)cyclotetradeca-1,5,9-triene

Traditional Name

cembrene A

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,20H,1,6-7,9-10,13-15H2,2-5H3/b17-8+,18-12+,19-11+/t20-/m0/s1

InChI Key

VWSPQDDPRITBAM-KPGNMOGWSA-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
Alligator sinensis	LOTUS Database	35616633
Cedrela odorata	LOTUS Database	35616633
Commiphora wightii	LOTUS Database	35616633
Garcinia paucinervis	LOTUS Database	35616633
Isognathotermes ugandensis	LOTUS Database	35616633
Perilla frutescens	LOTUS Database	35616633
Sarcophyton trocheliophorum	LOTUS Database	35616633
Sinularia flexibilis	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
Branched unsaturated hydrocarbon
Cyclic olefin
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Hydrocarbon
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

macrocycle (CHEBI:82800 )
cycloalkatriene (CHEBI:82800 )
diterpene (CHEBI:82800 )
Cembrane diterpenoids (C09140 )
Cembrenes (C09140 )
Cembrane diterpenoids (LMPR0104190001 )

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	6.95	ALOGPS
logP	6.54	ChemAxon
logS	-5.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	94.09 m³·mol⁻¹	ChemAxon
Polarizability	34.99 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

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Cembrene_A

METLIN ID

Not Available

PubChem Compound

5281384

PDB ID

Not Available

ChEBI ID

82800

Good Scents ID

Not Available

References

General References

Chen J, Cantrell CL, Oi D, Grodowitz MJ: Update on the defensive chemicals of the little black ant, Monomorium minimum (Hymenoptera: Formicidae). Toxicon. 2016 Nov;122:127-132. doi: 10.1016/j.toxicon.2016.09.009. Epub 2016 Sep 15. [PubMed:27641747 ]
Oliveira RC, Warson J, Sillam-Dusses D, Herrera-Malaver B, Verstrepen K, Millar JG, Wenseleers T: Identification of a queen pheromone mediating the rearing of adult sexuals in the pharaoh ant Monomorium pharaonis. Biol Lett. 2020 Aug;16(8):20200348. doi: 10.1098/rsbl.2020.0348. Epub 2020 Aug 19. [PubMed:32810428 ]
Sillam-Dusses D, Sobotnik J, Bourguignon T, Wen P, Semon E, Robert A, Cancello EM, Leroy C, Lacey MJ, Bordereau C: Trail-Following Pheromones in the Termite Subfamily Syntermitinae (Blattodea, Termitoidae, Termitidae). J Chem Ecol. 2020 Jun;46(5-6):475-482. doi: 10.1007/s10886-020-01180-8. Epub 2020 Jun 11. [PubMed:32529331 ]
Zhao R, Lu L, Shi Q, Chen J, He Y: Volatile Terpenes and Terpenoids from Workers and Queens of Monomorium chinense (Hymenoptera: Formicidae). Molecules. 2018 Nov 1;23(11):2838. doi: 10.3390/molecules23112838. [PubMed:30388767 ]
LOTUS database [Link]

Showing NP-Card for neocembrene (NP0260176)

MOL for NP0260176 (neocembrene)

3D MOL for NP0260176 (neocembrene)

3D SDF for NP0260176 (neocembrene)

3D-SDF for NP0260176 (neocembrene)

PDB for NP0260176 (neocembrene)

3D PDB for NP0260176 (neocembrene)

SMILES for NP0260176 (neocembrene)

INCHI for NP0260176 (neocembrene)

Structure for NP0260176 (neocembrene)

3D Structure for NP0260176 (neocembrene)