NP-MRD: Showing NP-Card for 2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol (NP0217311)

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Record Information

Version

2.0

Created at

2022-09-05 17:37:25 UTC

Updated at

2022-09-05 17:37:25 UTC

NP-MRD ID

NP0217311

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol

Description

2-[[7,7Abeta,10balpha-Trimethyl-8beta-[[2-(1,1-dimethylallyl)-1H-indol-3-yl]methyl]-2,3,4abeta,5,7a,8,9,10,10abeta,10b-decahydro-1H-azuleno[5,4-b]pyran]-3alpha-yl]propan-2-ol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol is found in Aspergillus purpureus. Based on a literature review very few articles have been published on 2-[[7,7abeta,10balpha-Trimethyl-8beta-[[2-(1,1-dimethylallyl)-1H-indol-3-yl]methyl]-2,3,4abeta,5,7a,8,9,10,10abeta,10b-decahydro-1H-azuleno[5,4-b]pyran]-3alpha-yl]propan-2-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052219372D          

 36 40  0  0  1  0            999 V2000
   -2.6906   -3.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9114   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7567   -2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -2.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -2.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6020   -1.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667   -1.1190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691   -0.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -1.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1326   -1.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -1.3396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6423   -0.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -1.0349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6972   -1.0671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2594   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -0.8851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1571   -0.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9770   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2481   -1.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661    0.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060   -1.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1860   -1.7317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9712   -2.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4857   -2.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8211   -2.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -1.6594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6917   -2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
 30 29  1  6  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 19 35  1  0  0  0  0
 16 35  1  0  0  0  0
 35 36  1  1  0  0  0
M  END


  Mrv1652309052219372D          

 36 40  0  0  1  0            999 V2000
   -2.6906   -3.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9114   -3.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7567   -2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9463   -2.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671   -2.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6020   -1.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1667   -1.1190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691   -0.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0403    0.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6908    0.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9587   -0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8555   -1.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1326   -1.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5732   -1.3396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6423   -0.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728   -1.0349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6972   -1.0671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2594   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0283   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483   -0.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -0.8851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1571   -0.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9770   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2481   -1.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661    0.0259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0060   -1.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1860   -1.7317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9712   -2.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2145   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4857   -2.4702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8211   -2.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3337   -1.6594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6917   -2.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
 30 29  1  6  0  0  0
 20 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 19 35  1  0  0  0  0
 16 35  1  0  0  0  0
 35 36  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0217311

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC[C@H]2O[C@H](CC[C@]2(C)[C@H]2CC[C@H](CC3=C(NC4=CC=CC=C34)C(C)(C)C=C)[C@@]12C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C33H47NO2/c1-9-30(3,4)29-24(23-12-10-11-13-25(23)34-29)20-22-15-16-26-32(7)19-18-27(31(5,6)35)36-28(32)17-14-21(2)33(22,26)8/h9-14,22,26-28,34-35H,1,15-20H2,2-8H3/t22-,26-,27-,28-,32-,33-/m1/s1

> <INCHI_KEY>
AHUPTCAANZMABA-USDXWEPMSA-N

> <FORMULA>
C33H47NO2

> <MOLECULAR_WEIGHT>
489.744

> <EXACT_MASS>
489.360679757

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.12504932612402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3R,4aR,7aR,8R,10aS,10bR)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-1H,2H,3H,4aH,5H,7aH,8H,9H,10H,10aH,10bH-azuleno[5,4-b]pyran-3-yl]propan-2-ol

> <JCHEM_LOGP>
7.455374331000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.671612023985762

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.324131251730897

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0935657224048363

> <JCHEM_POLAR_SURFACE_AREA>
45.25

> <JCHEM_REFRACTIVITY>
150.67560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3R,4aR,7aR,8R,10aS,10bR)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-1H,2H,3H,4aH,5H,8H,9H,10H,10aH-azuleno[5,4-b]pyran-3-yl]propan-2-ol

> <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      -5.022  -6.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.568  -6.237   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.279  -4.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.766  -5.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.792  -4.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.990  -3.212   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -4.044  -2.089   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.302  -0.739   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.809   0.715   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.802   1.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.289   1.592   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.783   0.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.790  -1.028   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.597  -2.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.247  -3.298   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.070  -2.501   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.199  -0.966   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.698  -0.615   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.496  -1.932   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.035  -1.992   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.218  -0.687   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.653  -0.581   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.184  -0.412   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.096  -1.652   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.627  -1.482   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.157  -1.312   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.796  -3.013   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.457   0.048   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.478  -3.063   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.947  -3.233   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.546  -4.719   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.134  -5.333   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.773  -4.611   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.533  -5.524   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.490  -3.098   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.291  -4.065   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   35                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   35                                                  
CONECT   20   19   21   22   30                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   24   30                                                       
CONECT   30   29   20   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   19   16   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

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Synonyms

Value	Source
2-[[7,7Abeta,10balpha-trimethyl-8b-[[2-(1,1-dimethylallyl)-1H-indol-3-yl]methyl]-2,3,4abeta,5,7a,8,9,10,10abeta,10b-decahydro-1H-azuleno[5,4-b]pyran]-3a-yl]propan-2-ol	Generator
2-[[7,7Abeta,10balpha-trimethyl-8β-[[2-(1,1-dimethylallyl)-1H-indol-3-yl]methyl]-2,3,4abeta,5,7a,8,9,10,10abeta,10b-decahydro-1H-azuleno[5,4-b]pyran]-3α-yl]propan-2-ol	Generator

Chemical Formula

C₃₃H₄₇NO₂

Average Mass

489.7440 Da

Monoisotopic Mass

489.36068 Da

IUPAC Name

2-[(3R,4aR,7aR,8R,10aS,10bR)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-1H,2H,3H,4aH,5H,7aH,8H,9H,10H,10aH,10bH-azuleno[5,4-b]pyran-3-yl]propan-2-ol

Traditional Name

2-[(3R,4aR,7aR,8R,10aS,10bR)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-1H,2H,3H,4aH,5H,8H,9H,10H,10aH-azuleno[5,4-b]pyran-3-yl]propan-2-ol

CAS Registry Number

Not Available

SMILES

CC1=CC[C@H]2O[C@H](CC[C@]2(C)[C@H]2CC[C@H](CC3=C(NC4=CC=CC=C34)C(C)(C)C=C)[C@@]12C)C(C)(C)O

InChI Identifier

InChI=1S/C33H47NO2/c1-9-30(3,4)29-24(23-12-10-11-13-25(23)34-29)20-22-15-16-26-32(7)19-18-27(31(5,6)35)36-28(32)17-14-21(2)33(22,26)8/h9-14,22,26-28,34-35H,1,15-20H2,2-8H3/t22-,26-,27-,28-,32-,33-/m1/s1

InChI Key

AHUPTCAANZMABA-USDXWEPMSA-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
Emericella purpurea	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
3-alkylindole
Indole
Indole or derivatives
Oxane
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Pyrrole
Dialkyl ether
Ether
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	7.46	ChemAxon
pKa (Strongest Acidic)	14.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	45.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	150.68 m³·mol⁻¹	ChemAxon
Polarizability	59.13 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

101671871

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol (NP0217311)

MOL for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

3D MOL for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

3D SDF for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

3D-SDF for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

PDB for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

3D PDB for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

SMILES for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

INCHI for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

Structure for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)

3D Structure for NP0217311 (2-[(3r,4ar,7ar,8r,10as,10br)-7,7a,10b-trimethyl-8-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methyl}-1h,2h,3h,4ah,5h,8h,9h,10h,10ah-azuleno[5,4-b]pyran-3-yl]propan-2-ol)