NP-MRD: Showing NP-Card for Penialidin F (NP0044116)

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Record Information

Version

1.0

Created at

2021-11-12 23:50:58 UTC

Updated at

2021-11-26 17:45:36 UTC

NP-MRD ID

NP0044116

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penialidin F

Description

Penialidin F belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. It was first documented in 2018 (PMID: 28722499). Based on a literature review very few articles have been published on Penialidin F.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 33  0  0  0  0  0  0  0  0999 V2000
   -4.3915   -0.8601   -0.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2326    0.1396    0.0165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6701    1.3324    0.5982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1519   -0.5099    0.8302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7998   -0.1938    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -0.7529    0.8755 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4709   -0.5367    0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -1.1447    1.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434   -0.9411    0.7258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -1.5758    1.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0809   -0.0900   -0.3423 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3859    0.1452   -0.7683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0107    0.5150   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.3117   -0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6491    0.9422   -1.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8629    1.7106   -2.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6294    0.6629   -0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029    1.2815   -1.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    0.4082   -1.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1161   -0.5865   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7945   -0.9409    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9001   -1.8540   -0.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1349    1.8306   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388   -0.1421    1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2575   -1.6149    0.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3875   -1.8179    1.9539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8477   -1.3901    1.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681    0.7541   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1491    1.1933   -1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6238    1.4364   -2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0305    2.2878   -0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  0
  5 17  2  0
 17 15  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
 15 16  2  0
 17 18  1  0
 18 19  1  0
 19  2  1  0
  6  5  1  0
  7 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
 13 29  1  0
 12 28  1  0
 10 27  1  0
  8 26  1  0
 18 30  1  0
 18 31  1  0
M  END


  Mrv1652311132100512D          

 19 21  0  0  0  0            999 V2000
    4.5690    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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   -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
    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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   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
    1.4289    0.8250    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
    2.1434   -1.2375    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
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  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
  7  8  1  0  0  0  0
  8  9  2  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
  7 17  2  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044116

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(O)CC2=C(CO1)C(=O)C1=CC(O)=C(O)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O6/c1-13(17)4-11-7(5-18-13)12(16)6-2-8(14)9(15)3-10(6)19-11/h2-3,14-15,17H,4-5H2,1H3

> <INCHI_KEY>
LJBQMFMENPSWTI-UHFFFAOYSA-N

> <FORMULA>
C13H12O6

> <MOLECULAR_WEIGHT>
264.233

> <EXACT_MASS>
264.063388106

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.50850618189898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7,8-trihydroxy-3-methyl-1H,3H,4H,10H-pyrano[4,3-b]chromen-10-one

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
0.6481374693333329

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.78453231907373

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.575807953965962

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0364181012744185

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
65.73790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.98e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7,8-trihydroxy-3-methyl-1H,4H-pyrano[4,3-b]chromen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  C   UNK     0       8.529   2.987   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.519   1.273   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   19                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15    5                                                       
CONECT   17    7                                                            
CONECT   18    6   19                                                       
CONECT   19   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂O₆

Average Mass

264.2330 Da

Monoisotopic Mass

264.06339 Da

IUPAC Name

3,7,8-trihydroxy-3-methyl-1H,3H,4H,10H-pyrano[4,3-b]chromen-10-one

Traditional Name

3,7,8-trihydroxy-3-methyl-1H,4H-pyrano[4,3-b]chromen-10-one

CAS Registry Number

Not Available

SMILES

CC1(O)CC2=C(CO1)C(=O)C1=CC(O)=C(O)C=C1O2

InChI Identifier

InChI=1S/C13H12O6/c1-13(17)4-11-7(5-18-13)12(16)6-2-8(14)9(15)3-10(6)19-11/h2-3,14-15,17H,4-5H2,1H3

InChI Key

LJBQMFMENPSWTI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Penicillium janthinellum DT-F29

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Pyran
Heteroaromatic compound
Hemiacetal
Oxacycle
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.53	ALOGPS
logP	0.65	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	6.58	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.74 m³·mol⁻¹	ChemAxon
Polarizability	25.51 Å³	ChemAxon
Number of Rings	3	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

22369732

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45359179

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheng X, Yu L, Wang Q, Ding W, Chen Z, Ma Z: New brefeldins and penialidins from marine fungus Penicillium janthinellum DT-F29. Nat Prod Res. 2018 Feb;32(3):282-286. doi: 10.1080/14786419.2017.1354188. Epub 2017 Jul 19. [PubMed:28722499 ]

Showing NP-Card for Penialidin F (NP0044116)

MOL for NP0044116 (Penialidin F)

3D MOL for NP0044116 (Penialidin F)

3D SDF for NP0044116 (Penialidin F)

3D-SDF for NP0044116 (Penialidin F)

PDB for NP0044116 (Penialidin F)

3D PDB for NP0044116 (Penialidin F)

SMILES for NP0044116 (Penialidin F)

INCHI for NP0044116 (Penialidin F)

Structure for NP0044116 (Penialidin F)

3D Structure for NP0044116 (Penialidin F)