NP-MRD: Showing NP-Card for (1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione (NP0179128)

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Record Information

Version

2.0

Created at

2022-09-03 17:15:45 UTC

Updated at

2022-09-03 17:15:45 UTC

NP-MRD ID

NP0179128

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione

Description

Roridin A 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. (1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione is found in Albifimbria verrucaria. (1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione was first documented in 2015 (PMID: 26320597). Based on a literature review a small amount of articles have been published on Roridin A (PMID: 33615927) (PMID: 35104534) (PMID: 31795179) (PMID: 29891364).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032219152D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309032219152D          

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    1.6090    2.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4255    3.1222    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3636    3.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2647    3.0423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5956    3.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8930    2.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395    2.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9267    1.6229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901    0.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    0.2034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0638    1.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7623    1.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506   -0.3687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6606    0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.9605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2746   -0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4802   -1.1820    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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  1  1  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  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
  2 33  1  0  0  0  0
 31 34  1  0  0  0  0
  8 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
  6 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0179128

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@@H]1OCC[C@@H](C)[C@H](O)C(=O)OC[C@]23CCC(C)=C[C@H]2O[C@@H]2C[C@@H](OC(=O)\C=C/C=C\1)[C@@]3(C)[C@]21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O9/c1-17-9-11-28-15-35-26(33)25(32)18(2)10-12-34-20(19(3)30)7-5-6-8-24(31)38-21-14-23(37-22(28)13-17)29(16-36-29)27(21,28)4/h5-8,13,18-23,25,30,32H,9-12,14-16H2,1-4H3/b7-5-,8-6-/t18-,19-,20-,21-,22-,23-,25+,27-,28-,29+/m1/s1

> <INCHI_KEY>
NSFWWJIQIKBZMJ-CWFPLRNTSA-N

> <FORMULA>
C29H40O9

> <MOLECULAR_WEIGHT>
532.63

> <EXACT_MASS>
532.267232868

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
55.61355316065809

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2S,3'R,8'R,12'S,13'R,17'R,18'E,20'Z,24'R,25'S)-12'-hydroxy-17'-[(1R)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',18',20'-triene-11',22'-dione

> <JCHEM_LOGP>
2.284845258999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.456350248358898

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.473109505245144

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0385982661644153

> <JCHEM_POLAR_SURFACE_AREA>
124.05000000000003

> <JCHEM_REFRACTIVITY>
139.0097

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2S,3'R,8'R,12'S,13'R,17'R,18'E,20'Z,24'R,25'S)-12'-hydroxy-17'-[(1R)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',18',20'-triene-11',22'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      13.417   2.730   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.072   1.979   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.053   0.426   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.702  -0.388   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.740  -2.026   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.393  -2.940   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.816  -3.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.906  -1.985   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.360  -2.230   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.492  -3.521   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.146  -4.915   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.950  -3.363   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.766  -2.367   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.826  -1.142   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.301   0.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.257   1.866   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.268   2.082   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.217   0.870   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.843   3.511   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.732   3.351   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.684   4.595   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.003   5.447   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.528   5.828   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.412   7.364   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.094   5.679   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.712   7.090   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.267   4.628   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.660   5.284   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.330   3.029   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.008   1.556   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.220   0.380   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.452   1.963   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.756   2.766   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.934  -0.688   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.833   0.388   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.746  -1.793   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.846  -0.715   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.230  -2.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   36                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   34                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    4   32   34                                             
CONECT   32   31   33                                                       
CONECT   33   32    2                                                       
CONECT   34   31    8   35   36                                             
CONECT   35   34                                                            
CONECT   36   34    6   37   38                                             
CONECT   37   36   38                                                       
CONECT   38   37   36                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
Roridin C	MeSH

Chemical Formula

C₂₉H₄₀O₉

Average Mass

532.6300 Da

Monoisotopic Mass

532.26723 Da

IUPAC Name

(1'R,2S,3'R,8'R,12'S,13'R,17'R,18'E,20'Z,24'R,25'S)-12'-hydroxy-17'-[(1R)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',18',20'-triene-11',22'-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@@H]1OCC[C@@H](C)[C@H](O)C(=O)OC[C@]23CCC(C)=C[C@H]2O[C@@H]2C[C@@H](OC(=O)\C=C/C=C\1)[C@@]3(C)[C@]21CO1

InChI Identifier

InChI=1S/C29H40O9/c1-17-9-11-28-15-35-26(33)25(32)18(2)10-12-34-20(19(3)30)7-5-6-8-24(31)38-21-14-23(37-22(28)13-17)29(16-36-29)27(21,28)4/h5-8,13,18-23,25,30,32H,9-12,14-16H2,1-4H3/b7-5-,8-6-/t18-,19-,20-,21-,22-,23-,25+,27-,28-,29+/m1/s1

InChI Key

NSFWWJIQIKBZMJ-CWFPLRNTSA-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
Albifimbria verrucaria	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
Oxepane
Dicarboxylic acid or derivatives
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
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	2.28	ChemAxon
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	124.05 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	139.01 m³·mol⁻¹	ChemAxon
Polarizability	55.61 Å³	ChemAxon
Number of Rings	5	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

C00003179

Chemspider ID

8090666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23376566

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Mondol MA, Surovy MZ, Islam MT, Schuffler A, Laatsch H: Macrocyclic Trichothecenes from Myrothecium roridum Strain M10 with Motility Inhibitory and Zoosporicidal Activities against Phytophthora nicotianae. J Agric Food Chem. 2015 Oct 14;63(40):8777-86. doi: 10.1021/acs.jafc.5b02366. Epub 2015 Sep 29. [PubMed:26320597 ]
Ulrich S, Gottschalk C, Biermaier B, Bahlinger E, Twaruzek M, Asmussen S, Schollenberger M, Valenta H, Ebel F, Danicke S: Occurrence of type A, B and D trichothecenes, zearalenone and stachybotrylactam in straw. Arch Anim Nutr. 2021 Apr;75(2):105-120. doi: 10.1080/1745039X.2021.1877075. Epub 2021 Feb 21. [PubMed:33615927 ]
Mahato DK, Pandhi S, Kamle M, Gupta A, Sharma B, Panda BK, Srivastava S, Kumar M, Selvakumar R, Pandey AK, Suthar P, Arora S, Kumar A, Gamlath S, Bharti A, Kumar P: Trichothecenes in food and feed: Occurrence, impact on human health and their detection and management strategies. Toxicon. 2022 Mar;208:62-77. doi: 10.1016/j.toxicon.2022.01.011. Epub 2022 Jan 31. [PubMed:35104534 ]
Schulz K, Pohlmann C, Dietrich R, Martlbauer E, Elssner T: An Electrochemical Fiveplex Biochip Assay Based on Anti-Idiotypic Antibodies for Fast On-Site Detection of Bioterrorism Relevant Low Molecular Weight Toxins. Toxins (Basel). 2019 Nov 28;11(12):696. doi: 10.3390/toxins11120696. [PubMed:31795179 ]
Nguyen LTT, Jang JY, Kim TY, Yu NH, Park AR, Lee S, Bae CH, Yeo JH, Hur JS, Park HW, Kim JC: Nematicidal activity of verrucarin A and roridin A isolated from Myrothecium verrucaria against Meloidogyne incognita. Pestic Biochem Physiol. 2018 Jun;148:133-143. doi: 10.1016/j.pestbp.2018.04.012. Epub 2018 Apr 26. [PubMed:29891364 ]
LOTUS database [Link]

Showing NP-Card for (1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione (NP0179128)

MOL for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

3D MOL for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

3D SDF for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

3D-SDF for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

PDB for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

3D PDB for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

SMILES for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

INCHI for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

Structure for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)

3D Structure for NP0179128 ((1'r,2s,3'r,8'r,12's,13'r,17'r,18'e,20'z,24'r,25's)-12'-hydroxy-17'-[(1r)-1-hydroxyethyl]-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',22'-dione)