NP-MRD: Showing NP-Card for 4R-7-deoxypapyracillic acid A (NP0331976)

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Record Information

Version

1.0

Created at

2023-10-14 04:00:30 UTC

Updated at

2024-04-19 09:57:07 UTC

NP-MRD ID

NP0331976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4R-7-deoxypapyracillic acid A

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10142304002D          

 15 16  0  0  1  0            999 V2000
   -0.6674   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7545    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0516   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  2  0  0  0  0
  6 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331976

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)O[C@@]11O[C@H](C)[C@@H](C)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O4/c1-6-7(2)11(14-8(6)3)9(13-4)5-10(12)15-11/h5-6,8H,2H2,1,3-4H3/t6-,8+,11+/m0/s1

> <INCHI_KEY>
YZSKMAFUMIKUKQ-FMTFEUNWSA-N

> <FORMULA>
C11H14O4

> <MOLECULAR_WEIGHT>
210.229

> <EXACT_MASS>
210.089208931

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.291244419895662

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,7R,8S)-4-methoxy-7,8-dimethyl-9-methylidene-1,6-dioxaspiro[4.4]non-3-en-2-one

> <JCHEM_LOGP>
1.7744316739999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.299630108584554

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
54.38310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R,7R,8S)-4-methoxy-7,8-dimethyl-9-methylidene-1,6-dioxaspiro[4.4]non-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-OCT-23         0                                  
HETATM    1  C   UNK     0      -1.246  -0.905   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   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.465   2.016   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.275   2.016   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.740   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.740  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.275  -0.476   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.799  -1.941   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.830  -3.085   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.986   2.445   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.941  -1.941   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   10   14                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    8                                                            
CONECT   14    6    2   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₄O₄

Average Mass

210.2290 Da

Monoisotopic Mass

210.08921 Da

IUPAC Name

(5R,7R,8S)-4-methoxy-7,8-dimethyl-9-methylidene-1,6-dioxaspiro[4.4]non-3-en-2-one

Traditional Name

(5R,7R,8S)-4-methoxy-7,8-dimethyl-9-methylidene-1,6-dioxaspiro[4.4]non-3-en-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)O[C@@]11O[C@H](C)[C@@H](C)C1=C

InChI Identifier

InChI=1S/C11H14O4/c1-6-7(2)11(14-8(6)3)9(13-4)5-10(12)15-11/h5-6,8H,2H2,1,3-4H3/t6-,8+,11+/m0/s1

InChI Key

YZSKMAFUMIKUKQ-FMTFEUNWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	jrivera@iquimica.unam.mx	Not Available	Not Available	2023-10-14	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	jrivera@iquimica.unam.mx	Not Available	Not Available	2023-10-14	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	jrivera@iquimica.unam.mx	Not Available	Not Available	2023-10-14	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	jrivera@iquimica.unam.mx	Not Available	Not Available	2023-10-14	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CDCl3, experimental)	jrivera@iquimica.unam.mx	Not Available	Not Available	2023-10-14	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	1.77	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	54.38 m³·mol⁻¹	ChemAxon
Polarizability	21.29 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

Not Available

References

General References

Not Available

Showing NP-Card for 4R-7-deoxypapyracillic acid A (NP0331976)

MOL for NP0331976 (4R-7-deoxypapyracillic acid A)

3D MOL for NP0331976 (4R-7-deoxypapyracillic acid A)

3D SDF for NP0331976 (4R-7-deoxypapyracillic acid A)

3D-SDF for NP0331976 (4R-7-deoxypapyracillic acid A)

PDB for NP0331976 (4R-7-deoxypapyracillic acid A)

3D PDB for NP0331976 (4R-7-deoxypapyracillic acid A)

SMILES for NP0331976 (4R-7-deoxypapyracillic acid A)

INCHI for NP0331976 (4R-7-deoxypapyracillic acid A)

Structure for NP0331976 (4R-7-deoxypapyracillic acid A)

3D Structure for NP0331976 (4R-7-deoxypapyracillic acid A)