NP-MRD: Showing NP-Card for Paraconulone C (NP0332176)

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Record Information

Version

2.0

Created at

2023-11-30 20:03:25 UTC

Updated at

2024-09-03 04:18:15 UTC

NP-MRD ID

NP0332176

Natural Product DOI

https://doi.org/10.57994/1336

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Paraconulone C

Description

Paraconulone C was first documented in 2023 (PMID: 37159940).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11302320032D          

 22 23  0  0  1  0            999 V2000
   -5.2431    3.9260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9610    3.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1485    3.0075    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8663    2.2322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0539    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    1.3137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0572    1.7262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3428    1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8006    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0862    0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0572    2.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2414    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360    2.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6182    3.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4913    2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2091    1.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3966    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1145    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198   -0.0935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  7 13  1  6  0  0  0
  6 14  1  6  0  0  0
  4 15  1  6  0  0  0
  3 16  1  1  0  0  0
  2 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
  4 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](COC(C)=O)[C@]1(O)C[C@]2(C)[C@H](C)C(=O)C=CC2=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O5/c1-10(8-22-12(3)18)17(21)9-16(4)11(2)14(19)6-5-13(16)7-15(17)20/h5-7,10-11,21H,8-9H2,1-4H3/t10-,11-,16-,17-/m1/s1

> <INCHI_KEY>
VIJGIIUZBMYZIL-LMCLETFFSA-N

> <FORMULA>
C17H22O5

> <MOLECULAR_WEIGHT>
306.358

> <EXACT_MASS>
306.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.32502638327553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2R,8S,8aR)-2-hydroxy-8,8a-dimethyl-3,7-dioxo-1,2,3,7,8,8a-hexahydronaphthalen-2-yl]propyl acetate

> <JCHEM_LOGP>
1.5986474196666656

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.7490517152871

> <JCHEM_PKA_STRONGEST_BASIC>
-3.783364779733423

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
82.53789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R,8S,8aR)-2-hydroxy-8,8a-dimethyl-3,7-dioxo-1,8-dihydronaphthalen-2-yl]propyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-NOV-23         0                                  
HETATM    1  O   UNK     0      -9.787   7.329   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -9.260   5.881   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.744   5.614   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.217   4.167   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.701   3.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.174   2.452   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.840   3.222   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.506   2.452   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.173   3.222   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.161   2.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.495   3.222   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.161   0.912   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.840   4.762   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.184   1.273   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.227   5.347   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.754   6.794   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.250   4.702   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.724   3.255   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.207   2.987   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.680   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.164   1.273   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.637  -0.175   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   15   19                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   14   21                                             
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7                                                            
CONECT   14    6                                                            
CONECT   15    4                                                            
CONECT   16    3                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    4   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₅

Average Mass

306.3580 Da

Monoisotopic Mass

306.14672 Da

IUPAC Name

(2R)-2-[(2R,8S,8aR)-2-hydroxy-8,8a-dimethyl-3,7-dioxo-1,2,3,7,8,8a-hexahydronaphthalen-2-yl]propyl acetate

Traditional Name

(2R)-2-[(2R,8S,8aR)-2-hydroxy-8,8a-dimethyl-3,7-dioxo-1,8-dihydronaphthalen-2-yl]propyl acetate

CAS Registry Number

Not Available

SMILES

C[C@H](COC(C)=O)[C@]1(O)C[C@]2(C)[C@H](C)C(=O)C=CC2=CC1=O

InChI Identifier

InChI=1S/C17H22O5/c1-10(8-22-12(3)18)17(21)9-16(4)11(2)14(19)6-5-13(16)7-15(17)20/h5-7,10-11,21H,8-9H2,1-4H3/t10-,11-,16-,17-/m1/s1

InChI Key

VIJGIIUZBMYZIL-LMCLETFFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	dongdong.wang@nih.gov	NCI-Frederick	Dong Wang	2024-05-11	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
sporulosum		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	1.6	ChemAxon
pKa (Strongest Acidic)	12.75	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	82.54 m³·mol⁻¹	ChemAxon
Polarizability	32.33 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 Paraconulone C (NP0332176)

MOL for NP0332176 (Paraconulone C)

3D MOL for NP0332176 (Paraconulone C)

3D SDF for NP0332176 (Paraconulone C)

3D-SDF for NP0332176 (Paraconulone C)

PDB for NP0332176 (Paraconulone C)

3D PDB for NP0332176 (Paraconulone C)

SMILES for NP0332176 (Paraconulone C)

INCHI for NP0332176 (Paraconulone C)

Structure for NP0332176 (Paraconulone C)

3D Structure for NP0332176 (Paraconulone C)