NP-MRD: Showing NP-Card for trioxacarcin a (NP0317492)

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Record Information

Version

2.0

Created at

2022-09-11 17:24:47 UTC

Updated at

2022-09-11 17:24:47 UTC

NP-MRD ID

NP0317492

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trioxacarcin a

Description

(2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁷,²¹]Docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetate belongs to the class of organic compounds known as 1-hydroxysteroids. These are steroids carrying a hydroxyl group at the 1-position of the steroid backbone (2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁷,²¹]Docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041404342D          

 72 80  0  0  1  0            999 V2000
    3.3869   -2.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9608   -1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4221    3.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5287    1.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1067    0.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0213   -1.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7792   -1.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5561   -1.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5896    1.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6074    0.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1639    1.4217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0942    0.6986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6415    0.6623    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3303    1.1552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9046    1.0585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9755    0.5072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -1.6394    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5105   -0.6148    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8503   -0.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0  0  0  0
 15 10  2  0  0  0  0
 16  2  1  6  0  0  0
 17  3  1  0  0  0  0
 18  4  1  1  0  0  0
 19  5  1  0  0  0  0
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 51 32  1  0  0  0  0
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 52 37  1  0  0  0  0
 53  9  1  0  0  0  0
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 39 54  1  1  0  0  0
 55 16  1  0  0  0  0
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 35 57  1  6  0  0  0
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 35 71  1  1  0  0  0
 36 72  1  1  0  0  0
M  END

     RDKit          3D

114122  0  0  0  0  0  0  0  0999 V2000
    3.4469   -3.1354    2.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -2.3650    1.5591 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651   -1.3392    1.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5920   -0.0347    1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416    0.9615    1.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    0.6647    1.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6383   -2.3028    0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05041404342D          

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M  END
> <DATABASE_ID>
NP0317492

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@]3(O[C@]1([H])[C@@](O[C@@]1([H])C[C@@]([H])(O)[C@@](O)(C(C)=O)[C@]([H])(C)O1)(OC1=C2C(C)=CC2=C(OC)C4=C(C(O)=C12)C(=O)[C@@]([H])(O)C[C@]4([H])O[C@@]1([H])C[C@@](C)(O)[C@]([H])(OC(C)=O)[C@]([H])(C)O1)[C@@]31CO1)C(OC)OC

> <INCHI_IDENTIFIER>
InChI=1S/C42H52O20/c1-15-10-20-27(31(48)29-28(32(20)51-7)22(11-21(45)30(29)47)58-25-13-38(6,49)35(16(2)55-25)57-19(5)44)33-26(15)34-36-41(60-33,39(14-54-39)42(61-34,62-36)37(52-8)53-9)59-24-12-23(46)40(50,17(3)43)18(4)56-24/h10,16,18,21-25,34-37,45-46,48-50H,11-14H2,1-9H3/t16-,18-,21-,22-,23+,24-,25-,34-,35+,36-,38+,39-,40+,41+,42-/m0/s1

> <INCHI_KEY>
VVCYZYSLUSSELI-NVJOEFDOSA-N

> <FORMULA>
C42H52O20

> <MOLECULAR_WEIGHT>
876.8503

> <EXACT_MASS>
876.305194104

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
86.56814614091493

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁷,²¹]docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetate

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
2.6123177866666696

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.275386712263073

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.406470098587665

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3300212087033136

> <JCHEM_POLAR_SURFACE_AREA>
266.41999999999996

> <JCHEM_REFRACTIVITY>
203.3581

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁷,²¹]docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   63  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   19                                                            
CONECT    6   38                                                            
CONECT    7   51                                                            
CONECT    8   52                                                            
CONECT    9   53                                                            
CONECT   10   15   20                                                       
CONECT   11   21   22                                                       
CONECT   12   23   24                                                       
CONECT   13   25   38                                                       
CONECT   14   39   54                                                       
CONECT   15    1   10   26                                                  
CONECT   16    2   35   55   63                                             
CONECT   17    3   40   43                                                  
CONECT   18    4   40   56   64                                             
CONECT   19    5   44   57                                                  
CONECT   20   10   27   32                                                  
CONECT   21   11   30   45   65                                             
CONECT   22   11   28   58   66                                             
CONECT   23   12   40   46   67                                             
CONECT   24   12   56   59   68                                             
CONECT   25   13   55   58   69                                             
CONECT   26   15   33   34                                                  
CONECT   27   20   31   33                                                  
CONECT   28   22   29   32                                                  
CONECT   29   28   30   31                                                  
CONECT   30   21   29   47                                                  
CONECT   31   27   29   48                                                  
CONECT   32   20   28   51                                                  
CONECT   33   26   27   60                                                  
CONECT   34   26   36   61   70                                             
CONECT   35   16   38   57   71                                             
CONECT   36   34   41   62   72                                             
CONECT   37   42   52   53                                                  
CONECT   38    6   13   35   49                                             
CONECT   39   14   41   42   54                                             
CONECT   40   17   18   23   50                                             
CONECT   41   36   39   59   60                                             
CONECT   42   37   39   61   62                                             
CONECT   43   17                                                            
CONECT   44   19                                                            
CONECT   45   21                                                            
CONECT   46   23                                                            
CONECT   47   30                                                            
CONECT   48   31                                                            
CONECT   49   38                                                            
CONECT   50   40                                                            
CONECT   51    7   32                                                       
CONECT   52    8   37                                                       
CONECT   53    9   37                                                       
CONECT   54   14   39                                                       
CONECT   55   16   25                                                       
CONECT   56   18   24                                                       
CONECT   57   19   35                                                       
CONECT   58   22   25                                                       
CONECT   59   24   41                                                       
CONECT   60   33   41                                                       
CONECT   61   34   42                                                       
CONECT   62   36   42                                                       
CONECT   63   16                                                            
CONECT   64   18                                                            
CONECT   65   21                                                            
CONECT   66   22                                                            
CONECT   67   23                                                            
CONECT   68   24                                                            
CONECT   69   25                                                            
CONECT   70   34                                                            
CONECT   71   35                                                            
CONECT   72   36                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  160    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0,.0,.0,.0,]docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetic acid	Generator
Trioxacarcin	MeSH
Trioxacarcin b	MeSH
Trioxacarcin C	MeSH
(2S,3R,4R,6R)-6-[(1S,8S,10S,17S,18S,19R,21S)-17-{[(2S,4R,5S,6S)-5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methyl-16,20,22-trioxaspiro[hexacyclo[17.2.1.0²,¹⁵.0⁵,¹⁴.0⁷,¹².0¹⁷,²¹]docosane-18,2'-oxirane]-2(15),3,5,7(12),13-pentaen-11-oneoxy]-4-hydroxy-2,4-dimethyloxan-3-yl acetic acid	Generator

Chemical Formula

C₄₂H₅₂O₂₀

Average Mass

876.8503 Da

Monoisotopic Mass

876.30519 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@]3(O[C@]1([H])[C@@](O[C@@]1([H])C[C@@]([H])(O)[C@@](O)(C(C)=O)[C@]([H])(C)O1)(OC1=C2C(C)=CC2=C(OC)C4=C(C(O)=C12)C(=O)[C@@]([H])(O)C[C@]4([H])O[C@@]1([H])C[C@@](C)(O)[C@]([H])(OC(C)=O)[C@]([H])(C)O1)[C@@]31CO1)C(OC)OC

InChI Identifier

InChI=1S/C42H52O20/c1-15-10-20-27(31(48)29-28(32(20)51-7)22(11-21(45)30(29)47)58-25-13-38(6,49)35(16(2)55-25)57-19(5)44)33-26(15)34-36-41(60-33,39(14-54-39)42(61-34,62-36)37(52-8)53-9)59-24-12-23(46)40(50,17(3)43)18(4)56-24/h10,16,18,21-25,34-37,45-46,48-50H,11-14H2,1-9H3/t16-,18-,21-,22-,23+,24-,25-,34-,35+,36-,38+,39-,40+,41+,42-/m0/s1

InChI Key

VVCYZYSLUSSELI-NVJOEFDOSA-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 1-hydroxysteroids. These are steroids carrying a hydroxyl group at the 1-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

1-hydroxysteroids

Alternative Parents

Substituents

1-hydroxysteroid
17-oxasteroid
15-oxasteroid
Naphthopyran
O-glycosyl compound
1-naphthol
Disaccharide
Glycosyl compound
Chromane
Benzopyran
Tetralin
1-benzopyran
Naphthalene
Anisole
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Ketal
Benzenoid
Oxane
Pyran
Alpha-hydroxy ketone
Tertiary alcohol
Tetrahydrofuran
Meta-dioxolane
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Ketone
Oxirane
Organoheterocyclic compound
Dialkyl ether
Acetal
Carboxylic acid derivative
Oxacycle
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organic oxygen 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	1.06	ALOGPS
logP	2.61	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.41	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	266.42 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	203.36 m³·mol⁻¹	ChemAxon
Polarizability	86.57 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	Yes	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

49799758

PDB ID

GGT

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for trioxacarcin a (NP0317492)

MOL for NP0317492 (trioxacarcin a)

3D MOL for NP0317492 (trioxacarcin a)

3D SDF for NP0317492 (trioxacarcin a)

3D-SDF for NP0317492 (trioxacarcin a)

PDB for NP0317492 (trioxacarcin a)

3D PDB for NP0317492 (trioxacarcin a)

SMILES for NP0317492 (trioxacarcin a)

INCHI for NP0317492 (trioxacarcin a)

Structure for NP0317492 (trioxacarcin a)

3D Structure for NP0317492 (trioxacarcin a)