NP-MRD: Showing NP-Card for 2′, 3′-dihydronodulisporacid A methyl ester (NP0350891)

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Record Information

Version

2.0

Created at

2025-03-28 08:53:43 UTC

Updated at

2025-07-30 22:22:43 UTC

NP-MRD ID

NP0350891

Natural Product DOI

https://doi.org/10.57994/3876

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2′, 3′-dihydronodulisporacid A methyl ester

Description

Based on a literature review very few articles have been published on 2′, 3′-dihydronodulisporacid A methyl ester.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01082311192D          

 23 24  0  0  1  0            999 V2000
    1.2564   -0.1802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564   -1.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9239   -1.4901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -2.2748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1538   -2.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4593   -3.5234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2797   -3.4372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3099   -2.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439   -2.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.9422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631   -1.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305   -1.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2756   -0.4506    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0825   -0.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8568    0.8548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7705    1.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380    2.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6105    0.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -0.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 12  1  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  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  1  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  6  0  0  0
 16 23  1  0  0  0  0
 13 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350891

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C[C@]1(C)CC\C(O1)=C1\C(=O)O[C@H](CC(=O)OC)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O6/c1-5-10(2)9-17(3)7-6-11(23-17)14-15(19)12(22-16(14)20)8-13(18)21-4/h10,12H,5-9H2,1-4H3/b14-11-/t10-,12-,17+/m1/s1

> <INCHI_KEY>
OMFLTKCWTMGVFP-NBDPGLAOSA-N

> <FORMULA>
C17H24O6

> <MOLECULAR_WEIGHT>
324.373

> <EXACT_MASS>
324.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.28685153172399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(Z,5S,5'R)-5-methyl-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-2'H,4'H,5H,5'H-[2,3'-bioxolyliden]-5'-yl]acetate

> <JCHEM_LOGP>
2.642793025333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.726699819609859

> <JCHEM_PKA_STRONGEST_BASIC>
-4.872751104003675

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
83.0972

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(Z,5S,5'R)-5-methyl-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-5'H-[2,3'-bioxolyliden]-5'-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JAN-23         0                                  
HETATM    1  O   UNK     0       2.345  -0.336   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.345  -1.876   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.591  -2.782   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.115  -4.246   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.021  -5.492   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.552  -5.331   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.457  -6.577   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.989  -6.416   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.178  -3.924   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.575  -4.246   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.670  -5.492   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.099  -2.782   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.365  -2.306   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.611  -3.211   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.857  -2.306   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.381  -0.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.887  -0.521   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.220   0.690   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.466   1.596   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.305   3.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.551   4.032   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.873   0.969   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.841  -0.841   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12    2   10   13                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₄O₆

Average Mass

324.3730 Da

Monoisotopic Mass

324.15729 Da

IUPAC Name

methyl 2-[(Z,5S,5'R)-5-methyl-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-2'H,4'H,5H,5'H-[2,3'-bioxolyliden]-5'-yl]acetate

Traditional Name

methyl 2-[(Z,5S,5'R)-5-methyl-5-[(2R)-2-methylbutyl]-2',4'-dioxo-3,4-dihydro-5'H-[2,3'-bioxolyliden]-5'-yl]acetate

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C[C@]1(C)CC\C(O1)=C1\C(=O)O[C@H](CC(=O)OC)C1=O

InChI Identifier

InChI=1S/C17H24O6/c1-5-10(2)9-17(3)7-6-11(23-17)14-15(19)12(22-16(14)20)8-13(18)21-4/h10,12H,5-9H2,1-4H3/b14-11-/t10-,12-,17+/m1/s1

InChI Key

OMFLTKCWTMGVFP-NBDPGLAOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CDCl3, experimental)	Not Available	Jiangxi Normal University	Tao Yuan	2025-03-28	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypoxylon monticulosum		Not Available

Chemical Taxonomy

Classification

Not classified

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	2.64	ChemAxon
pKa (Strongest Acidic)	10.73	ChemAxon
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	6	ChemAxon
Refractivity	83.1 m³·mol⁻¹	ChemAxon
Polarizability	34.29 Å³	ChemAxon
Number of Rings	2	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

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

Showing NP-Card for 2′, 3′-dihydronodulisporacid A methyl ester (NP0350891)

MOL for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

3D MOL for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

3D SDF for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

3D-SDF for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

PDB for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

3D PDB for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

SMILES for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

INCHI for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

Structure for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)

3D Structure for NP0350891 (2′, 3′-dihydronodulisporacid A methyl ester)