NP-MRD: Showing NP-Card for (1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone (NP0246220)

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Record Information

Version

2.0

Created at

2022-09-07 07:36:33 UTC

Updated at

2022-09-07 07:36:33 UTC

NP-MRD ID

NP0246220

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone

Description

Luminamicin, also known as coloradocin, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone was first documented in 2005 (PMID: 16344486). Based on a literature review a small amount of articles have been published on Luminamicin (PMID: 33591766) (PMID: 28676718).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209362D          

 44 49  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309072209362D          

 44 49  0  0  1  0            999 V2000
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    2.0098    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133    1.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6742    1.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4211    1.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3753    2.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1595    2.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3296    3.3913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736    2.0331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6035    1.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176    0.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0475   -0.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2633   -0.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0932   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091   -1.4523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950   -0.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8651   -0.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492    0.1622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2510    0.4568    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4188   -0.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7370   -0.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7627   -0.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504   -1.3639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3748    0.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0379    0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4491    1.4778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6067   -0.2463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3911   -0.7515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5074   -1.5683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9912   -0.0615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7172   -0.4534    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
  3 33  1  0  0  0  0
 33 34  2  0  0  0  0
 24 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 23 38  1  0  0  0  0
 38 39  2  0  0  0  0
 40 12  1  1  0  0  0
  8 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  0  0  0  0
 10 43  1  0  0  0  0
 43 44  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0246220

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C[C@H]2C=C[C@H]3C[C@H]4O[C@@]2([C@@H]3[C@H](O)[C@H]4C)\C(C)=C\C2COC(=O)CCC3=C(\C=C\OCC(O)[C@H]2OC1=O)C(=O)OC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H38O12/c1-15-10-18-13-41-25(34)7-6-20-21(30(37)43-29(20)36)8-9-40-14-22(33)28(18)42-31(38)24(39-3)12-19-5-4-17-11-23-16(2)27(35)26(17)32(15,19)44-23/h4-5,8-10,16-19,22-24,26-28,33,35H,6-7,11-14H2,1-3H3/b9-8+,15-10+/t16-,17-,18?,19+,22?,23+,24?,26-,27+,28-,32-/m0/s1

> <INCHI_KEY>
UGSGHHXIPUAOBJ-FUQUDWCDSA-N

> <FORMULA>
C32H38O12

> <MOLECULAR_WEIGHT>
614.644

> <EXACT_MASS>
614.236326664

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
62.18721550614721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2E,15E,20S,25S,28R,30R,31R,32R,33S)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0^{1,25}.0^{4,20}.0^{10,14}.0^{28,33}]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone

> <JCHEM_LOGP>
0.9709786380000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.530965047641924

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.329555384278432

> <JCHEM_PKA_STRONGEST_BASIC>
-3.017219126430499

> <JCHEM_POLAR_SURFACE_AREA>
164.12

> <JCHEM_REFRACTIVITY>
153.3729

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2E,15E,20S,25S,28R,30R,31R,32R,33S)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0^{1,25}.0^{4,20}.0^{10,14}.0^{28,33}]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.624  -3.600   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.911  -3.482   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.577  -2.094   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.776  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.618   1.187   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.017  -0.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.670  -0.888   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.847   0.497   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.756   0.808   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.876   1.800   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.267   2.782   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.226   1.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.752   2.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.252   2.354   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.992   3.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.386   2.360   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.850   2.838   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.167   4.345   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.631   4.824   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.949   6.331   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.777   3.795   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.460   2.288   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.606   1.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.289  -0.247   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.825  -0.726   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.507  -2.232   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.044  -2.711   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.897  -1.683   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.215  -0.176   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.679   0.303   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.069   0.853   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.515  -0.407   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.242  -1.768   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.989  -3.115   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.624  -1.015   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.787  -2.546   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      13.766   0.018   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      13.137   1.424   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      13.905   2.759   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.999  -0.460   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.463  -1.403   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.680  -2.927   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       5.584  -0.115   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.939  -0.846   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   40                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   43                                                  
CONECT   11   10   12                                                       
CONECT   12   11    5   13   40                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   31                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23   25   35                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   16   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32    3   34                                                  
CONECT   34   33                                                            
CONECT   35   24   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   23   39                                                  
CONECT   39   38                                                            
CONECT   40   12    8   41                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   10   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
Coloradocin	MeSH

Chemical Formula

C₃₂H₃₈O₁₂

Average Mass

614.6440 Da

Monoisotopic Mass

614.23633 Da

IUPAC Name

(1S,2E,15E,20S,25S,28R,30R,31R,32R,33S)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0^{1,25}.0^{4,20}.0^{10,14}.0^{28,33}]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1C[C@H]2C=C[C@H]3C[C@H]4O[C@@]2([C@@H]3[C@H](O)[C@H]4C)\C(C)=C\C2COC(=O)CCC3=C(\C=C\OCC(O)[C@H]2OC1=O)C(=O)OC3=O

InChI Identifier

InChI=1S/C32H38O12/c1-15-10-18-13-41-25(34)7-6-20-21(30(37)43-29(20)36)8-9-40-14-22(33)28(18)42-31(38)24(39-3)12-19-5-4-17-11-23-16(2)27(35)26(17)32(15,19)44-23/h4-5,8-10,16-19,22-24,26-28,33,35H,6-7,11-14H2,1-3H3/b9-8+,15-10+/t16-,17-,18?,19+,22?,23+,24?,26-,27+,28-,32-/m0/s1

InChI Key

UGSGHHXIPUAOBJ-FUQUDWCDSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
Oxane
2-furanone
Dihydrofuran
Cyclic alcohol
Carboxylic acid anhydride
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	0.97	ChemAxon
pKa (Strongest Acidic)	13.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	164.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	153.37 m³·mol⁻¹	ChemAxon
Polarizability	62.19 Å³	ChemAxon
Number of Rings	6	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

21251109

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6438852

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gouda H, Sunazuka T, Ui H, Handa M, Sakoh Y, Iwai Y, Hirono S, Omura S: Stereostructure of luminamicin, an anaerobic antibiotic, via molecular dynamics, NMR spectroscopy, and the modified Mosher method. Proc Natl Acad Sci U S A. 2005 Dec 20;102(51):18286-91. doi: 10.1073/pnas.0508425102. Epub 2005 Dec 12. [PubMed:16344486 ]
Sugawara A, Takada H, Hirose T, Kimishima A, Yamada T, Toda M, Kojima T, Matsumaru T, Sunazuka T: Pd-catalyzed Regio- and Stereoselective Hydrostannylation of an Alkyl Ethynyl Ether/One-Pot Stille Coupling Enables the Synthesis of 14-Membered Macrolactone of Luminamicin. Org Lett. 2021 Mar 5;23(5):1758-1763. doi: 10.1021/acs.orglett.1c00183. Epub 2021 Feb 16. [PubMed:33591766 ]
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LOTUS database [Link]

Showing NP-Card for (1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone (NP0246220)

MOL for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

3D MOL for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

3D SDF for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

3D-SDF for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

PDB for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

3D PDB for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

SMILES for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

INCHI for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

Structure for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)

3D Structure for NP0246220 ((1s,2e,15e,20s,25s,28r,30r,31r,32r,33s)-19,32-dihydroxy-23-methoxy-2,31-dimethyl-6,12,17,21,34-pentaoxahexacyclo[28.3.1.0¹,²⁵.0⁴,²⁰.0¹⁰,¹⁴.0²⁸,³³]tetratriaconta-2,10(14),15,26-tetraene-7,11,13,22-tetrone)