NP-MRD: Showing NP-Card for 20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol (NP0273497)

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Record Information

Version

2.0

Created at

2022-09-08 20:34:05 UTC

Updated at

2022-09-08 20:34:06 UTC

NP-MRD ID

NP0273497

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol

Description

Penitrem C 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. Penitrem C is an extremely weak basic (essentially neutral) compound (based on its pKa). Penitrem C is a potentially toxic compound. Tremorgenic mycotoxins exert their toxic effects by interfering with neurotransmitter release, possibly by causing degeneration of nerve terminals. To control severe tremors caused by tremorgenic mycotoxins, methocarbamol should be administered. Tremorgenic mycotoxins cause a neurological disease of cattle known as "staggers syndrome", which is characterized by muscle tremors and hyperexcitability. Penitrem C is a tremorgenic mycotoxin and neurotoxin produced by certain species of Aspergillus, Claviceps, and Penicillium. Tremorgenic mycotoxins affect central nervous system activity and have been implicated in a number of neurologic diseases of horses and cattle collectively known as "staggers syndromes". Penitrems cause an tremorgenic syndrom consisting of acute tremor followed by chronic ataxia. This would initially increase neurotransmitter levels, potentiating the GABA-induced chloride current, then lead to decreased levels of neurotransmitter in the synapse. Gastric lavage should be performed and activated charcoal administered to limit further absorption of toxins. 20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol is found in Penicillium crustosum and Penicillium solitum. Tremorgenic mycotoxins affect central nervous system activity.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241212392D          

 43 51  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv0541 02241212392D          

 43 51  0  0  0  0            999 V2000
   11.5322    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9643    0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985    1.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1621    0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9279   -0.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1257   -0.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919    1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5941    1.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2240    1.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4218    1.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1876    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555    0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5213   -0.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7191   -0.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512   -0.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510    0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -0.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9714   -1.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1937   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4490   -1.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6714   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3511   -0.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736   -0.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286    0.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    1.5640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291    2.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0515    1.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0613    1.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2388    1.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837    0.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0613    0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3743    2.2954    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    1.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195   -2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907   -2.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5356    1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3235   -0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8323    1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4958   -0.7842    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 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
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 19 28  1  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  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  2  0  0  0  0
 31 36  1  0  0  0  0
 29 37  1  0  0  0  0
 18 37  1  0  0  0  0
 22 38  1  0  0  0  0
 22 39  1  0  0  0  0
 17 40  1  0  0  0  0
 13 41  1  0  0  0  0
 12 42  1  0  0  0  0
  5 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0273497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C2=CC1O)C1OC(C)(C)C2CC3C2C2=C5C(NC4=C15)=CC(Cl)=C2CC3=C

> <INCHI_IDENTIFIER>
InChI=1S/C37H44ClNO4/c1-16(2)31-25(40)14-21-26(42-31)9-10-35(6)36(7)20(8-11-37(21,35)41)32-30-29-24(39-33(30)36)15-23(38)19-12-17(3)18-13-22(27(18)28(19)29)34(4,5)43-32/h14-15,18,20,22,25-27,31-32,39-41H,1,3,8-13H2,2,4-7H3

> <INCHI_KEY>
BVVRIERIEDMORG-UHFFFAOYSA-N

> <FORMULA>
C37H44ClNO4

> <MOLECULAR_WEIGHT>
602.203

> <EXACT_MASS>
601.295886608

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
69.6904593929349

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
5.715745096000002

> <ALOGPS_LOGS>
-6.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.027413250915632

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.42088155941217

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3536229414882666

> <JCHEM_POLAR_SURFACE_AREA>
74.71000000000001

> <JCHEM_REFRACTIVITY>
169.37240000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.62e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      21.527   0.372   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.467   1.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.904   2.966   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.969   1.130   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.532  -0.347   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.035  -0.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.974   0.410   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.412   1.887   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      17.909   2.247   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      15.351   3.004   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.854   2.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.417   1.168   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.477   0.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.040  -1.426   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.542  -1.786   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.482  -0.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.919   0.808   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.650   1.680   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.429   0.742   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.943  -0.709   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.280  -2.099   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.828  -2.614   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.438  -1.951   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.987  -2.465   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.389  -0.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.924  -0.499   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.587   0.891   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.038   1.405   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.319   2.919   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.148   3.919   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.696   3.405   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.714   2.160   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.179   2.039   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.516   0.649   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.981   0.528   0.000  0.00  0.00           C+0
HETATM   36 Cl   UNK     0       4.432   4.285   0.000  0.00  0.00          Cl+0
HETATM   37  N   UNK     0       9.754   3.213   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       8.436  -4.028   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.076  -3.957   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.200   2.322   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.537  -1.066   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      12.754   2.558   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      19.592  -1.464   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6   43                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17   42                                             
CONECT   13   12    7   14   41                                             
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   12   18   40                                             
CONECT   18   17   19   37                                                  
CONECT   19   18   20   28                                                  
CONECT   20   19   16   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   38   39                                             
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   23   27                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   19   29                                                  
CONECT   29   28   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   27   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   25   35                                                  
CONECT   35   34                                                            
CONECT   36   31                                                            
CONECT   37   29   18                                                       
CONECT   38   22                                                            
CONECT   39   22                                                            
CONECT   40   17                                                            
CONECT   41   13                                                            
CONECT   42   12                                                            
CONECT   43    5                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₄ClNO₄

Average Mass

602.2030 Da

Monoisotopic Mass

601.29589 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C2=CC1O)C1OC(C)(C)C2CC3C2C2=C5C(NC4=C15)=CC(Cl)=C2CC3=C

InChI Identifier

InChI=1S/C37H44ClNO4/c1-16(2)31-25(40)14-21-26(42-31)9-10-35(6)36(7)20(8-11-37(21,35)41)32-30-29-24(39-33(30)36)15-23(38)19-12-17(3)18-13-22(27(18)28(19)29)34(4,5)43-32/h14-15,18,20,22,25-27,31-32,39-41H,1,3,8-13H2,2,4-7H3

InChI Key

BVVRIERIEDMORG-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
Penicillium crustosum	LOTUS Database	35616633
Penicillium solitum	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
Aryl chloride
Aryl halide
Pyran
Benzenoid
Tertiary alcohol
Pyrrole
Heteroaromatic compound
Cyclic alcohol
Secondary alcohol
Azacycle
Oxacycle
Dialkyl ether
Ether
Alcohol
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organohalogen compound
Organochloride
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	5.74	ALOGPS
logP	5.72	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	13.42	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	74.71 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	169.37 m³·mol⁻¹	ChemAxon
Polarizability	69.69 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	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

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Chemspider ID

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KEGG Compound ID

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BioCyc ID

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BiGG ID

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Wikipedia Link

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METLIN ID

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PubChem Compound

119470

PDB ID

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ChEBI ID

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Good Scents ID

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References

General References

LOTUS database [Link]

Showing NP-Card for 20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol (NP0273497)

MOL for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

3D MOL for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

3D SDF for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

3D-SDF for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

PDB for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

3D PDB for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

SMILES for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

INCHI for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

Structure for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)

3D Structure for NP0273497 (20-chloro-14,15,32,32-tetramethyl-23-methylidene-9-(prop-1-en-2-yl)-10,31-dioxa-17-azanonacyclo[24.4.2.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁶,³⁰.0¹⁸,²⁹.0²¹,²⁸.0²⁴,²⁷]dotriaconta-6,16(30),18,20,28-pentaene-5,8-diol)