NP-MRD: Showing NP-Card for 22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol (NP0317651)

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Record Information

Version

2.0

Created at

2022-09-11 17:39:30 UTC

Updated at

2022-09-11 17:39:30 UTC

NP-MRD ID

NP0317651

Secondary Accession Numbers

None

Natural Product Identification

Common Name

22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol

Description

22-(2-Hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]Hentriaconta-1(18),19(30),20(27),28-tetraene-9,13-diol belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol is found in Aspergillus sulphureus. 22-(2-Hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]Hentriaconta-1(18),19(30),20(27),28-tetraene-9,13-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161505532D          

 43 51  0  0  0  0            999 V2000
   -1.4599    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859    0.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121    1.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857    0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883    1.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885    1.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    1.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627    1.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    0.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890    0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051    1.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3412   -0.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -0.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  9 10  1  0  0  0  0
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M  END

     RDKit          3D

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 23 66  1  0
 23 67  1  0
 24 68  1  0
 24 69  1  0
 26 70  1  0
 29 71  1  1
 30 72  1  1
 31 73  1  0
M  END


  Mrv1533004161505532D          

 43 51  0  0  0  0            999 V2000
   -1.4599    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8859    0.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1121    1.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0857    0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4883    1.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885    1.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    1.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627    1.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889    0.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4629    1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890    0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8051    1.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9152   -0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -0.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -0.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3148    0.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987   -0.8060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5147    0.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7408   -0.5817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1405   -0.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4336   -0.7726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7397   -0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0230    0.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3737    0.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6571    1.6376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815    1.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0556    2.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8557    1.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0819    1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8821    1.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1082    0.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9084    0.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5342   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334   -1.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5332   -0.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7340   -0.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5079    0.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077    0.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8254   -1.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1176   -1.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -0.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2492   -2.1119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 30 38  1  0  0  0  0
 38 39  2  0  0  0  0
 24 39  1  0  0  0  0
 27 39  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=CC=C6CC(=C)C7CC(C7C6=C54)C(C)(C)O)CCC3(O)C22OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H47NO5/c1-17(2)30-29(39)32-37(43-32)25(42-30)11-12-34(6)35(7)20(10-13-36(34,37)41)15-22-28-24(38-31(22)35)9-8-19-14-18(3)21-16-23(33(4,5)40)27(21)26(19)28/h8-9,20-21,23,25,27,29-30,32,38-41H,1,3,10-16H2,2,4-7H3

> <INCHI_KEY>
RXIIMUUHXDIUNS-UHFFFAOYSA-N

> <FORMULA>
C37H47NO5

> <MOLECULAR_WEIGHT>
585.785

> <EXACT_MASS>
585.345423617

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.94169274919972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
4.747748786000001

> <ALOGPS_LOGS>
-5.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.409234285351616

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.797311312760034

> <JCHEM_PKA_STRONGEST_BASIC>
-2.778287475418007

> <JCHEM_POLAR_SURFACE_AREA>
98.24

> <JCHEM_REFRACTIVITY>
164.86070000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.725   0.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.654   1.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.076   3.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.160   1.145   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.912   2.251   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.405   1.876   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.477   2.982   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.970   2.607   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.393   1.126   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.464   2.232   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.886   0.751   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.103   2.276   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.308  -0.730   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.237  -1.836   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.743  -1.461   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.321   0.020   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.104  -1.504   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.827   0.395   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.250  -1.086   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.756  -0.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.262  -0.336   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.809  -1.442   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.847  -0.786   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.376   0.661   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.164   1.611   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       8.693   3.057   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      10.232   3.001   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.304   4.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.797   3.732   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.220   2.251   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.713   1.876   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.135   0.395   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.629   0.020   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.064  -0.711   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.689  -2.205   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.195  -1.830   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.570  -0.336   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.148   1.145   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.654   1.520   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.874  -2.621   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.553  -3.412   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.083  -1.300   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      11.665  -3.942   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   13   25                                             
CONECT   12   11                                                            
CONECT   13   11   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16    6   19   20                                             
CONECT   19   18   20                                                       
CONECT   20   19   18   21                                                  
CONECT   21   20    4   22                                                  
CONECT   22   21                                                            
CONECT   23   13   24                                                       
CONECT   24   23   25   39                                                  
CONECT   25   24   11   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   39                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   38                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   40                                                  
CONECT   37   36   34   38                                                  
CONECT   38   37   30   39                                                  
CONECT   39   38   24   27                                                  
CONECT   40   36   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₇NO₅

Average Mass

585.7850 Da

Monoisotopic Mass

585.34542 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)C1OC2CCC3(C)C4(C)C(CC5=C4NC4=CC=C6CC(=C)C7CC(C7C6=C54)C(C)(C)O)CCC3(O)C22OC2C1O

InChI Identifier

InChI=1S/C37H47NO5/c1-17(2)30-29(39)32-37(43-32)25(42-30)11-12-34(6)35(7)20(10-13-36(34,37)41)15-22-28-24(38-31(22)35)9-8-19-14-18(3)21-16-23(33(4,5)40)27(21)26(19)28/h8-9,20-21,23,25,27,29-30,32,38-41H,1,3,10-16H2,2,4-7H3

InChI Key

RXIIMUUHXDIUNS-UHFFFAOYSA-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
Aspergillus sulphureus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tetralin
3-alkylindole
Indole
Indole or derivatives
1,4-dioxepane
Dioxepane
Monosaccharide
Oxane
Pyran
Benzenoid
Pyrrole
Cyclic alcohol
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Azacycle
Oxacycle
Dialkyl ether
Oxirane
Ether
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	4.63	ALOGPS
logP	4.75	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	98.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	164.86 m³·mol⁻¹	ChemAxon
Polarizability	67.94 Å³	ChemAxon
Number of Rings	9	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

72630438

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol (NP0317651)

MOL for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

3D MOL for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

3D SDF for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

3D-SDF for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

PDB for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

3D PDB for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

SMILES for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

INCHI for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

Structure for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)

3D Structure for NP0317651 (22-(2-hydroxypropan-2-yl)-2,3-dimethyl-25-methylidene-8-(prop-1-en-2-yl)-7,11-dioxa-31-azanonacyclo[16.13.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³⁰.0²⁰,²⁷.0²¹,²⁴]hentriaconta-1(18),19,27,29-tetraene-9,13-diol)