NP-MRD: Showing NP-Card for Cladobotrin III (NP0066590)

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Record Information

Version

2.0

Created at

2022-04-28 10:49:52 UTC

Updated at

2022-04-28 10:49:52 UTC

NP-MRD ID

NP0066590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cladobotrin III

Description

Cladobotrin III belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. Cladobotrin III is found in Cladobotryum varium NEES et Duby(=Didymocladium ternatum BON.) and Hypomyces aurantius. Based on a literature review very few articles have been published on Cladobotrin III.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    5.7929    0.4648    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3885    0.2976    0.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8678   -0.8808   -0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767   -1.7506   -0.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4110   -1.1111   -0.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5502   -0.2021    0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1142   -0.4826   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3139   -1.6157   -0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -1.9513   -0.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295   -3.0688   -1.1526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337   -1.0599   -0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9713   -1.4183   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1700    0.1741    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1094    1.0833    0.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6675    2.0760   -0.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8061    0.4497    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903    1.7322    0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2166    2.7542    0.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0472    1.2329   -0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1584    0.8023    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3077   -0.4711   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.0245   -0.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9102    0.7144    0.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0568   -2.1463   -1.2190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5989   -0.5218   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2413   -1.9305    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0447    2.9853   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6699    2.3850    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727    1.6593   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.8245    2.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7 16  2  0
 16 17  1  0
 17 18  2  0
 16 13  1  0
 13 14  1  0
 14 15  1  0
 13 11  2  0
 11 12  1  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  8  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  0
  6 23  1  0
 17 30  1  0
 15 27  1  0
 15 28  1  0
 15 29  1  0
 12 24  1  0
 12 25  1  0
 12 26  1  0
M  END


  Mrv1652304282212492D          

 18 18  0  0  0  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  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  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C\C1=C(C=O)C(OC)=C(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O6/c1-7-11(17-3)8(6-13)9(18-12(7)15)4-5-10(14)16-2/h4-6H,1-3H3/b5-4+

> <INCHI_KEY>
AOUIWFQBPLFLEE-SNAWJCMRSA-N

> <FORMULA>
C12H12O6

> <MOLECULAR_WEIGHT>
252.222

> <EXACT_MASS>
252.063388106

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
24.446256850165202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3-(5-formyl-4-methoxy-3-methyl-2-oxo-2H-pyran-6-yl)prop-2-enoate

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.5137047806666665

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.863734453736298

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
64.48780000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-3-(3-formyl-4-methoxy-5-methyl-6-oxopyran-2-yl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   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  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2    3    7                                                  
CONECT    2    1                                                            
CONECT    3    1    4   18                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14    5   15                                                       
CONECT   15   14                                                            
CONECT   16    4   17                                                       
CONECT   17   16                                                            
CONECT   18    3                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂O₆

Average Mass

252.2220 Da

Monoisotopic Mass

252.06339 Da

IUPAC Name

methyl (2E)-3-(5-formyl-4-methoxy-3-methyl-2-oxo-2H-pyran-6-yl)prop-2-enoate

Traditional Name

methyl (2E)-3-(3-formyl-4-methoxy-5-methyl-6-oxopyran-2-yl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\C1=C(C=O)C(OC)=C(C)C(=O)O1

InChI Identifier

InChI=1S/C12H12O6/c1-7-11(17-3)8(6-13)9(18-12(7)15)4-5-10(14)16-2/h4-6H,1-3H3/b5-4+

InChI Key

AOUIWFQBPLFLEE-SNAWJCMRSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cladobotryum varium NEES et Duby(=Didymocladium ternatum BON.)	Fungi	KNApSAcK
Hypomyces aurantius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Alkyl aryl ether
Fatty acid ester
Pyranone
Aryl-aldehyde
Fatty acyl
Heteroaromatic compound
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxacycle
Aldehyde
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.85	ALOGPS
logP	0.51	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	64.49 m³·mol⁻¹	ChemAxon
Polarizability	24.45 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00024186

Chemspider ID

8439672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10264193

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cladobotrin III (NP0066590)

MOL for NP0066590 (Cladobotrin III)

3D MOL for NP0066590 (Cladobotrin III)

3D SDF for NP0066590 (Cladobotrin III)

3D-SDF for NP0066590 (Cladobotrin III)

PDB for NP0066590 (Cladobotrin III)

3D PDB for NP0066590 (Cladobotrin III)

SMILES for NP0066590 (Cladobotrin III)

INCHI for NP0066590 (Cladobotrin III)

Structure for NP0066590 (Cladobotrin III)

3D Structure for NP0066590 (Cladobotrin III)