NP-MRD: Showing NP-Card for 26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione (NP0284527)

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Record Information

Version

2.0

Created at

2022-09-09 12:16:07 UTC

Updated at

2022-09-09 12:16:07 UTC

NP-MRD ID

NP0284527

Secondary Accession Numbers

None

Natural Product Identification

Common Name

26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione

Description

26-Hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]Tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. 26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione is found in Paramyrothecium roridum. 26-Hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]Tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004231520312D          

 41 49  0  0  0  0            999 V2000
    8.8333    1.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4169    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7062    1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913    1.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8748    2.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1148    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7982    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729    0.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388    1.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792    2.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3727    2.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036    1.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217    2.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    3.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    4.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367    4.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7755    5.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6099    5.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443    6.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2888    4.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7506    4.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3606    4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1209    4.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978    3.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6825    3.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4179    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1319    2.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6523    3.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1212    3.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989    3.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1748    3.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224    2.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472    1.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    1.5140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104    1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777    0.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2297    2.1065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075    2.8399    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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
  5 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 16 41  1  0  0  0  0
M  END


  Mrv1533004231520312D          

 41 49  0  0  0  0            999 V2000
    8.8333    1.0888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4169    1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7062    1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9913    1.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8748    2.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1148    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7982    1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7729    0.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0388    1.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792    2.4752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3727    2.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5233    2.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5036    1.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    1.6256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4217    2.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    3.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    4.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367    4.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7755    5.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6099    5.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443    6.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2888    4.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7506    4.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3606    4.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1209    4.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978    3.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6825    3.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4179    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1319    2.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6523    3.7786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1212    3.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2989    3.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1748    3.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5224    2.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472    1.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    1.5140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104    1.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777    0.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2297    2.1065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6075    2.8399    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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
  5 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 16 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0284527

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC34COC(=O)C5OC55CCOC6(C=CC=CC(=O)OC7CC(OC3C1O2)C1(CO1)C47C)C(O)C(=O)OC56

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O12/c1-24-7-8-26-12-34-22(33)20-28(41-20)9-10-35-27(17(31)21(32)39-23(27)28)6-4-3-5-16(30)37-14-11-15(38-19(26)18(24)40-24)29(13-36-29)25(14,26)2/h3-6,14-15,17-20,23,31H,7-13H2,1-2H3

> <INCHI_KEY>
LANVEQVSXWXQLN-UHFFFAOYSA-N

> <FORMULA>
C29H32O12

> <MOLECULAR_WEIGHT>
572.563

> <EXACT_MASS>
572.18937647

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
55.747735073138585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
0.17251758166666709

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.439886721596043

> <JCHEM_PKA_STRONGEST_BASIC>
-3.547103264709747

> <JCHEM_POLAR_SURFACE_AREA>
155.17999999999998

> <JCHEM_REFRACTIVITY>
132.64399999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      16.489   2.032   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.712   3.362   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.385   2.574   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.051   3.378   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.833   4.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.414   4.221   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.408   3.040   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.957   2.549   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.910   1.010   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.539   3.128   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.801   4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.296   4.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.710   4.081   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.673   2.539   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.181   3.034   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.387   5.053   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.898   6.592   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.899   7.802   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.669   9.149   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.048   9.874   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.605   9.954   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.043  11.431   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.872   9.035   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.734   7.683   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.873   8.851   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.292   8.155   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      14.556   7.203   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.341   5.637   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.713   4.902   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      17.046   4.130   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.418   7.053   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.293   5.786   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.758   5.662   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      11.526   6.157   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.308   5.214   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.621   3.531   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.990   2.826   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.246   2.838   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.998   1.318   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.162   3.932   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.867   5.301   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29   30                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   28   34                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10   12                                                       
CONECT   12   11   10   13   41                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   36   41                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   34                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27    5   29                                                  
CONECT   29   28    2   30                                                  
CONECT   30   29    2                                                       
CONECT   31   26   32   33   34                                             
CONECT   32   31   33                                                       
CONECT   33   32   31                                                       
CONECT   34   31    5   24   35                                             
CONECT   35   34                                                            
CONECT   36   16   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   12   16                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₂O₁₂

Average Mass

572.5630 Da

Monoisotopic Mass

572.18938 Da

IUPAC Name

26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione

Traditional Name

26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione

CAS Registry Number

Not Available

SMILES

CC12CCC34COC(=O)C5OC55CCOC6(C=CC=CC(=O)OC7CC(OC3C1O2)C1(CO1)C47C)C(O)C(=O)OC56

InChI Identifier

InChI=1S/C29H32O12/c1-24-7-8-26-12-34-22(33)20-28(41-20)9-10-35-27(17(31)21(32)39-23(27)28)6-4-3-5-16(30)37-14-11-15(38-19(26)18(24)40-24)29(13-36-29)25(14,26)2/h3-6,14-15,17-20,23,31H,7-13H2,1-2H3

InChI Key

LANVEQVSXWXQLN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Myrothecium roridum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Macrolide
Furopyran
Tricarboxylic acid or derivatives
Oxepane
Gamma butyrolactone
Oxane
Pyran
Furan
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Enoate ester
Lactone
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
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	2.2	ALOGPS
logP	0.17	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.44	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	155.18 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	132.64 m³·mol⁻¹	ChemAxon
Polarizability	55.75 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione (NP0284527)

MOL for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

3D MOL for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

3D SDF for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

3D-SDF for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

PDB for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

3D PDB for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

SMILES for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

INCHI for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

Structure for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)

3D Structure for NP0284527 (26-hydroxy-10,17-dimethyl-2,5,11,14,19,28,32-heptaoxaspiro[octacyclo[23.4.3.1¹⁵,¹⁸.0¹,³.0⁷,¹³.0⁷,¹⁷.0¹⁰,¹².0²⁵,²⁹]tritriacontane-16,2'-oxirane]-21,23-diene-4,20,27-trione)