NP-MRD: Showing NP-Card for Penipyranicin B (NP0044635)

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Record Information

Version

2.0

Created at

2022-02-24 21:10:01 UTC

Updated at

2025-08-13 12:00:38 UTC

NP-MRD ID

NP0044635

Natural Product DOI

https://doi.org/10.57994/4476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Penipyranicin B

Description

Penipyranicin B belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Penipyranicin B was first documented in 2025 (PMID: 40715479). Based on a literature review very few articles have been published on Penipyranicin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -4.9452    1.5012    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5113    1.5782    1.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7435    0.5541    0.7256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188   -0.5427    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5180   -1.5597   -0.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1816   -2.5984   -0.9409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1099   -1.4146   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3637   -2.3965   -1.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9633   -3.3099   -1.7138 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959   -2.4459   -1.2036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532   -0.3215    0.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069   -0.0929    0.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -1.0134    0.7709 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1072   -0.8621    0.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6613    0.3354    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1099    0.5420    0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6479    1.6217    0.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9358   -0.4742    1.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.2912    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    1.2171   -0.0746 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9888    1.6159   -1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3796    0.6779    0.7723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2301    1.2443    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3944    2.4744    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3213    0.6844    1.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4130   -0.6229    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826   -3.4102   -1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5503   -2.0722   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2922   -1.9900    1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3336   -1.1655    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    2.2401   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.9681    0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9310    2.7260   -1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376    1.3518   -2.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696    1.1169   -1.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9479    1.5519    1.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 22  2  0
 22 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 19  2  0
 19 20  1  0
 20 21  1  0
 15 16  1  0
 16 18  1  0
 16 17  2  0
 11  7  2  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  4  3  1  0
 20 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 22 36  1  0
 13 29  1  0
 19 31  1  0
 20 32  1  1
 21 33  1  0
 21 34  1  0
 21 35  1  0
 18 30  1  0
 10 28  1  0
  6 27  1  0
  4 26  1  0
M  END


  Mrv1652302242222102D          

 22 23  0  0  1  0            999 V2000
    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 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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  5 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C2=COC(=C[C@H]2C)C(O)=O)=C(C(O)=O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O7/c1-7-3-12(14(17)18)22-6-10(7)9-4-8(21-2)5-11(16)13(9)15(19)20/h3-7,16H,1-2H3,(H,17,18)(H,19,20)/t7-/m1/s1

> <INCHI_KEY>
BLBVLBOSKQWCMZ-SSDOTTSWSA-N

> <FORMULA>
C15H14O7

> <MOLECULAR_WEIGHT>
306.27

> <EXACT_MASS>
306.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.44440065820178

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-4H-pyran-2-carboxylic acid

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.1460308170000006

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.3391900361161455

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4627301207599994

> <JCHEM_PKA_STRONGEST_BASIC>
-4.746276161785107

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
77.2719

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-4H-pyran-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-22         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    5   17   20                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₇

Average Mass

306.2700 Da

Monoisotopic Mass

306.07395 Da

IUPAC Name

(4R)-5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-4H-pyran-2-carboxylic acid

Traditional Name

(4R)-5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(C2=COC(=C[C@H]2C)C(O)=O)=C(C(O)=O)C(O)=C1

InChI Identifier

InChI=1S/C15H14O7/c1-7-3-12(14(17)18)22-6-10(7)9-4-8(21-2)5-11(16)13(9)15(19)20/h3-7,16H,1-2H3,(H,17,18)(H,19,20)/t7-/m1/s1

InChI Key

BLBVLBOSKQWCMZ-SSDOTTSWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, CD3OD, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, C2D6OS, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, C2D6OS, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 126 MHz, CD3OD, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	iwatuki@lisci.kitasato-u.ac.jp	Kitasato University	Masato Iwatsuki	2025-08-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Penicillium	Linington's dataset npmrd_submissions_20220207	33296194
Talaromyces sp.		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Salicylic acid
Salicylic acid or derivatives
Methoxyphenol
Hydroxybenzoic acid
Benzoic acid
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Pyran
Dicarboxylic acid or derivatives
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	2.57	ALOGPS
logP	2.15	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.46	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.27 m³·mol⁻¹	ChemAxon
Polarizability	29.44 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

156581017

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hamada K, Watanabe Y, Kikuchi Y, Tsutsumi H, Azami H, Kojima H, Kato S, Sugawara A, Inahashi Y, Nonaka K, Hokari R, Ishiyama A, Araki Y, Yamashita K, Takahashi T, Ito K, Asami Y, Iwatsuki M: New benzoyl sesquiterpenoid, aoganolide, produced by Talaromyces sp. KTF-0021 strain (laeA-introduced mutant of FKI-5759 strain). J Antibiot (Tokyo). 2025 Jul 25. doi: 10.1038/s41429-025-00851-6. [PubMed:40715479 ]
DOI: 10.1038/s41429-025-00851-6
PMID: 40715479

Showing NP-Card for Penipyranicin B (NP0044635)

MOL for NP0044635 (Penipyranicin B)

3D MOL for NP0044635 (Penipyranicin B)

3D SDF for NP0044635 (Penipyranicin B)

3D-SDF for NP0044635 (Penipyranicin B)

PDB for NP0044635 (Penipyranicin B)

3D PDB for NP0044635 (Penipyranicin B)

SMILES for NP0044635 (Penipyranicin B)

INCHI for NP0044635 (Penipyranicin B)

Structure for NP0044635 (Penipyranicin B)

3D Structure for NP0044635 (Penipyranicin B)