NP-MRD: Showing NP-Card for [(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid (NP0260657)

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Record Information

Version

2.0

Created at

2022-09-08 02:53:10 UTC

Updated at

2022-09-08 02:53:10 UTC

NP-MRD ID

NP0260657

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid

Description

Daphnezomine O belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. [(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid is found in Daphniphyllum macropodum. Based on a literature review very few articles have been published on Daphnezomine O.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082204532D          

 24 28  0  0  1  0            999 V2000
    3.0600   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4201   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2430   -1.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9574   -1.2422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3162   -0.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    0.0794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6086    0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658   -0.7466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0796   -1.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439   -1.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891   -1.0775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2913   -1.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236   -0.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251    0.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7412   -0.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -0.3133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2953    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839    0.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181    0.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    1.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5644   -1.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.8853    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
  4  2  1  6  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
  9 10  1  1  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  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  6  0  0  0
 12 23  1  1  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
    2.9416   -2.0131    0.9154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0120   -0.9203   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4101   -0.2933    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9430    0.1518    0.1339 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0706    1.1986   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461    1.8561   -1.3768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4789    1.2627   -0.9813 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5178    2.3534   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8342    0.2324   -2.0435 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2432   -0.2492   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2985   -1.5471   -1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039   -1.4331   -0.0887 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3929   -2.5796    0.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2282   -2.0607    2.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935   -0.5848    2.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6332   -0.1711    0.6791 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4385    0.6985    0.3828 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0661    1.6453    1.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945    2.8182    1.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409    3.9684    1.2362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823    2.7710    2.4386 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6238   -0.4134    0.3758 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0611   -1.3323   -0.5258 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0611   -0.9519   -1.9046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164   -1.7024    1.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -2.3924    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3849   -2.8707    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527   -1.3530   -1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9413   -0.3095   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9982   -0.7449    0.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    0.7750    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2727    0.5986    1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6653    0.7736   -1.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737    2.0129   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8577    1.8913   -2.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    2.9503   -1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491    2.4002   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1254    2.2114   -2.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250    3.3540   -1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7046    0.7657   -3.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5527   -0.5255   -3.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9903    0.4691   -1.6394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3152   -1.5541   -0.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2543   -2.4484   -1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4061   -2.8788    1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -3.4765    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9804   -2.5636    2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -2.1329    1.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9437   -0.4681    2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.0845    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916    0.2937    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9436    2.0727    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    1.1188    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9320    2.9269    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5779   -0.8588    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4466   -1.7989   -2.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280   -0.8575   -2.3914 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  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 19 21  1  0
 19 20  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 22  4  1  0
 17  7  1  0
 24  9  1  0
 16 12  1  0
 23 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  1
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  6
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  6
 18 52  1  0
 18 53  1  0
 21 54  1  0
 22 55  1  1
 24 56  1  0
 24 57  1  0
M  END


  Mrv1652309082204532D          

 24 28  0  0  1  0            999 V2000
    3.0600   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4201   -1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2430   -1.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9574   -1.2422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3162   -0.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027    0.0794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6086    0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2658   -0.7466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0796   -1.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3439   -1.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891   -1.0775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2913   -1.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236   -0.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251    0.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7412   -0.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715   -0.3133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2953    0.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4839    0.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181    0.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077    1.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1185   -1.2983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5644   -1.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.8853    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
  4  2  1  6  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
  9 10  1  1  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  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  6  0  0  0
 12 23  1  1  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260657

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@]45CCCC4[C@@]2(CC(O)=O)[C@H]1N5C3

> <INCHI_IDENTIFIER>
InChI=1S/C21H33NO2/c1-13(2)15-7-9-19(3)14-6-10-20-8-4-5-16(20)21(19,11-17(23)24)18(15)22(20)12-14/h13-16,18H,4-12H2,1-3H3,(H,23,24)/t14-,15-,16?,18+,19+,20-,21+/m1/s1

> <INCHI_KEY>
IBWYXPHFIPEJPY-VBRXHAKUSA-N

> <FORMULA>
C21H33NO2

> <MOLECULAR_WEIGHT>
331.5

> <EXACT_MASS>
331.251129307

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
37.930808528161755

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1S,2R,7R,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]acetic acid

> <JCHEM_LOGP>
0.9625010963547709

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3814725106519905

> <JCHEM_PKA_STRONGEST_BASIC>
12.83175520667075

> <JCHEM_POLAR_SURFACE_AREA>
40.54

> <JCHEM_REFRACTIVITY>
94.16289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,7R,10S,13S,14R)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       5.712  -4.979   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.384  -3.594   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.920  -3.483   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.520  -2.319   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.190  -0.920   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.321   0.393   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.738   0.148   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.003   1.501   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.363  -1.394   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.015  -3.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.642  -3.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.100  -2.011   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.544  -2.018   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.164  -0.600   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.047   0.373   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.384  -0.498   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.934  -0.585   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.418   0.866   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.903   1.145   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.594   0.784   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.388   2.596   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.955  -2.423   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.920  -2.986   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       4.062  -1.653   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   17                                             
CONECT    8    7                                                            
CONECT    9    7   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16   23                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16    7   18   22                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    4   23                                                  
CONECT   23   22   12   24                                                  
CONECT   24   23    9                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₃NO₂

Average Mass

331.5000 Da

Monoisotopic Mass

331.25113 Da

IUPAC Name

2-[(1S,2R,7R,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]acetic acid

Traditional Name

[(1S,2R,7R,10S,13S,14R)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@]45CCCC4[C@@]2(CC(O)=O)[C@H]1N5C3

InChI Identifier

InChI=1S/C21H33NO2/c1-13(2)15-7-9-19(3)14-6-10-20-8-4-5-16(20)21(19,11-17(23)24)18(15)22(20)12-14/h13-16,18H,4-12H2,1-3H3,(H,23,24)/t14-,15-,16?,18+,19+,20-,21+/m1/s1

InChI Key

IBWYXPHFIPEJPY-VBRXHAKUSA-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
Daphniphyllum macropodum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Azaspirodecane
Indole or derivatives
Indolizidine
Azepane
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Amine
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
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	0.96	ChemAxon
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	12.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.16 m³·mol⁻¹	ChemAxon
Polarizability	37.93 Å³	ChemAxon
Number of Rings	5	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

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

102245578

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid (NP0260657)

MOL for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

3D MOL for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

3D SDF for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

3D-SDF for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

PDB for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

3D PDB for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

SMILES for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

INCHI for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

Structure for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)

3D Structure for NP0260657 ([(1s,2r,7r,10s,13s,14r)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹²]hexadecan-2-yl]acetic acid)