NP-MRD: Showing NP-Card for (2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial (NP0214853)

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Record Information

Version

2.0

Created at

2022-09-05 14:16:18 UTC

Updated at

2022-09-05 14:16:18 UTC

NP-MRD ID

NP0214853

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial

Description

Aframodial, also known as ZT-dial, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial is found in Aframomum alboviolaceum, Alpinia galanga, Platycladus orientalis and Zingiber mioga. (2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial was first documented in 2004 (PMID: 15104493). Based on a literature review a small amount of articles have been published on Aframodial (PMID: 25239700) (PMID: 16491448) (PMID: 16356125).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -3.5877    1.6838    0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096    0.2793    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875   -0.1868   -0.4454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2255   -0.6045    1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -0.5080    2.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793    0.3054    1.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105   -0.0924    0.4475 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4050   -1.5697    0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    0.3053   -0.3203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9221   -0.4950   -1.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6999   -0.1090   -2.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5817    0.0233   -1.6134 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7206    0.4238   -2.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6846   -0.7837   -1.9016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4811    0.5971   -0.2439 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7208    0.4188    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9287    1.0366    0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0402    0.3923   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1837    1.1497   -0.7870 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2518    0.5477   -1.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2665   -1.0467    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3900   -1.2277    0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377   -0.2685    1.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5756    1.9983    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5280    1.7697    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8467    2.4332    0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3395   -1.2627   -0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5145    0.4305   -1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2939    0.0050    0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011   -1.6658    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090   -0.2570    2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260   -0.0398    3.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5822   -1.5140    2.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080    0.1154    2.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0922    1.3917    1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2400   -1.8042    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3060   -2.2029    0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1398   -1.8714   -0.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617    1.3696   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201   -1.5823   -1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7940   -0.2104   -2.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5015   -0.7747   -3.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    0.8946   -2.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3425    1.2680   -2.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301    0.3355   -3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2224    1.6757   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621   -0.6496    0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961    0.8758    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370    2.1337   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1007    2.2160   -0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228   -1.6098    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5889   -1.5214   -0.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941   -2.2176    1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 18 19  1  0
 19 20  2  0
 15 12  1  0
 12 13  1  0
 13 14  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  2  1  0
  9  7  1  0
 12 14  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
 15 46  1  6
 16 47  1  0
 16 48  1  0
 17 49  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 19 50  1  0
 13 44  1  0
 13 45  1  0
 11 42  1  0
 11 43  1  0
 10 40  1  0
 10 41  1  0
  9 39  1  6
M  END


  Mrv1652309052216162D          

 23 25  0  0  1  0            999 V2000
    5.3522   -0.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824    0.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244   -0.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2730    0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0695    1.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2753    1.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    1.2866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4812    2.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8882    0.4871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2976   -0.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035    0.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2999    0.9341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5004    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7239    1.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    1.5101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6870    2.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2777    2.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741    3.6851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6648    4.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4612    5.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    3.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0765    4.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2823    4.9316    0.0000 O   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  6  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
 12 14  1  6  0  0  0
 12 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0214853

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC[C@]2(C)[C@@H](C\C=C(/CC=O)C=O)[C@]3(CO3)CC[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)16(18)7-11-20(14-23-20)17(19)6-5-15(13-22)8-12-21/h5,12-13,16-17H,4,6-11,14H2,1-3H3/b15-5+/t16-,17+,19-,20+/m0/s1

> <INCHI_KEY>
ZAWCPGMKVKTLKI-NOFOYWHNSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.457

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.209867012900034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-2-{2-[(1R,2S,4aS,8aS)-5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]ethylidene}butanedial

> <JCHEM_LOGP>
3.1415321239999994

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.399965266702122

> <JCHEM_PKA_STRONGEST_BASIC>
-4.107985221654709

> <JCHEM_POLAR_SURFACE_AREA>
46.67

> <JCHEM_REFRACTIVITY>
91.7491

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-{2-[(1R,2S,4aS,8aS)-5,5,8a-trimethyl-hexahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]ethylidene}butanedial

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       9.991  -0.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.740   0.492   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.072  -0.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.843   1.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.463   3.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.981   3.477   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.878   2.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.498   3.894   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.258   0.909   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.156  -0.166   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.673   0.251   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.293   1.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.801   1.364   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.218   2.846   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.396   2.819   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.016   4.311   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.118   5.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.738   6.879   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.841   7.954   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.461   9.447   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.256   7.296   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.876   8.789   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.394   9.206   0.000  0.00  0.00           O+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   15                                             
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12   14                                                       
CONECT   14   13   12                                                       
CONECT   15   12    7   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
8,17-Epoxylabd-12-ene-15,16-dial	MeSH
8,17-Epoxylabd-12-ene-15,16-dial, (1R-(1alpha(e),2alpha,4abeta,8aalpha))-isomer	MeSH
ZT-Dial	MeSH

Chemical Formula

C₂₀H₃₀O₃

Average Mass

318.4570 Da

Monoisotopic Mass

318.21949 Da

IUPAC Name

(2E)-2-{2-[(1R,2S,4aS,8aS)-5,5,8a-trimethyl-octahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]ethylidene}butanedial

Traditional Name

(2E)-2-{2-[(1R,2S,4aS,8aS)-5,5,8a-trimethyl-hexahydro-1H-spiro[naphthalene-2,2'-oxirane]-1-yl]ethylidene}butanedial

CAS Registry Number

Not Available

SMILES

CC1(C)CCC[C@]2(C)[C@@H](C\C=C(/CC=O)C=O)[C@]3(CO3)CC[C@@H]12

InChI Identifier

InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)16(18)7-11-20(14-23-20)17(19)6-5-15(13-22)8-12-21/h5,12-13,16-17H,4,6-11,14H2,1-3H3/b15-5+/t16-,17+,19-,20+/m0/s1

InChI Key

ZAWCPGMKVKTLKI-NOFOYWHNSA-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
Aframomum alboviolaceum	LOTUS Database	35616633
Alpinia galanga	LOTUS Database	35616633
Platycladus orientalis	LOTUS Database	35616633
Zingiber mioga	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

Labdane diterpenoid
Diterpenoid
Alpha,beta-unsaturated aldehyde
Alpha-hydrogen aldehyde
Enal
Dialkyl ether
Oxacycle
Organoheterocyclic compound
Oxirane
Ether
Hydrocarbon derivative
Aldehyde
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	3.14	ChemAxon
pKa (Strongest Acidic)	14.4	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.75 m³·mol⁻¹	ChemAxon
Polarizability	36.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

C00022440

Chemspider ID

10276692

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21668974

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kuete V, Ango PY, Yeboah SO, Mbaveng AT, Mapitse R, Kapche GD, Ngadjui BT, Efferth T: Cytotoxicity of four Aframomum species (A. arundinaceum, A. alboviolaceum, A. kayserianum and A. polyanthum) towards multi-factorial drug resistant cancer cell lines. BMC Complement Altern Med. 2014 Sep 19;14:340. doi: 10.1186/1472-6882-14-340. [PubMed:25239700 ]
Tatsimo SJ, Tane P, Melissa J, Sondengam BL, Okunji CO, Schuster BM, Iwu MM, Khan IA: Antimicrobial principle from Aframomum longifolius. Planta Med. 2006 Feb;72(2):132-5. doi: 10.1055/s-2005-873192. [PubMed:16491448 ]
Kim HW, Murakami A, Abe M, Ozawa Y, Morimitsu Y, Williams MV, Ohigashi H: Suppressive effects of mioga ginger and ginger constituents on reactive oxygen and nitrogen species generation, and the expression of inducible pro-inflammatory genes in macrophages. Antioxid Redox Signal. 2005 Nov-Dec;7(11-12):1621-9. doi: 10.1089/ars.2005.7.1621. [PubMed:16356125 ]
Asili J, Lambert M, Ziegler HL, Staerk D, Sairafianpour M, Witt M, Asghari G, Ibrahimi IS, Jaroszewski JW: Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells. J Nat Prod. 2004 Apr;67(4):631-7. doi: 10.1021/np034033e. [PubMed:15104493 ]
LOTUS database [Link]

Showing NP-Card for (2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial (NP0214853)

MOL for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

3D MOL for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

3D SDF for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

3D-SDF for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

PDB for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

3D PDB for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

SMILES for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

INCHI for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

Structure for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)

3D Structure for NP0214853 ((2e)-2-{2-[(1r,2s,4as,8as)-5,5,8a-trimethyl-hexahydro-1h-spiro[naphthalene-2,2'-oxiran]-1-yl]ethylidene}butanedial)