NP-MRD: Showing NP-Card for Rubropunctatin (NP0084385)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:07:42 UTC

Updated at

2022-04-29 05:07:42 UTC

NP-MRD ID

NP0084385

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rubropunctatin

Description

Rubropunctatin belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Rubropunctatin is found in Monascud pilosus, Monascus pilosus, Monascus purpureus, Monascus purpureus CBS 285.34 and Monascus ruber. Rubropunctatin was first documented in 2018 (PMID: 29730002). Based on a literature review a significant number of articles have been published on Rubropunctatin (PMID: 34933631) (PMID: 34108955) (PMID: 33936846) (PMID: 33398480) (PMID: 32872515) (PMID: 35498569).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207072D          

 26 28  0  0  1  0            999 V2000
    0.8939    0.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529    1.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9980    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    2.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090    3.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160    2.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2680    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    1.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148    0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.2135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1353   -0.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635   -2.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5433   -0.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238   -2.3480    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 23  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -6.9529    3.1057   -0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0917    1.9078    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8378    1.8200   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228    0.6467    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695    0.6066   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9147   -0.5536   -0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626   -0.5810   -0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1680   -1.7746   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -1.9455   -0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714   -0.9294   -0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -1.3416   -0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2884    0.4799   -0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    1.2509   -0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3600    1.2785    0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6218    2.1136    0.1945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4328    2.1654    1.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6697   -3.3526    0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8304   -3.8667    0.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4489   -3.9416    0.2918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -3.0902   -0.0965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0475   -3.5937   -1.4662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807   -2.8756    0.8138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462   -3.6467    1.7277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4976   -1.6818    0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7508   -1.6013    0.9884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125   -0.4735    0.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    3.8387   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9365    2.8164   -0.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1391    3.5748    0.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896    1.0479    0.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4089    2.6537   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3459    1.4517   -0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3029    0.2708   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8842    0.5956   -1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221    1.0032   -0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050    0.7428   -1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    2.2716   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7698    1.7584    1.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182    0.2901    0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1516    1.6255   -0.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2544    3.1177   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1070    3.0516    1.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7623    2.2053    2.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0359    1.2192    1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3579   -3.1642   -2.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1010   -3.3436   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9549   -4.6980   -1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1722   -2.4546    1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4 26  1  0
 26 25  1  0
 25 24  2  0
 24 22  1  0
 22 23  2  0
 22 20  1  0
 20 21  1  6
 20 19  1  0
 19 17  1  0
 17 18  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 17  9  1  0
 20  8  1  0
 24  6  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 15 40  1  0
 15 41  1  0
 14 38  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 12 34  1  0
 12 35  1  0
  7 33  1  0
  5 32  1  0
 25 48  1  0
 21 45  1  0
 21 46  1  0
 21 47  1  0
  3 31  1  0
  2 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652304292207072D          

 26 28  0  0  1  0            999 V2000
    0.8939    0.7427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7009    0.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2529    1.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9980    1.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    2.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    2.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090    3.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160    2.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2680    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119    1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    1.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148    0.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.2135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1353   -0.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7069   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214   -1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358   -1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5635   -2.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5433   -0.9280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9238   -2.3480    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 23  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084385

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)C1=C2C=C3C=C(OC=C3C(=O)[C@]2(C)OC1=O)\C=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10-12H,4,6-7,9H2,1-3H3/b8-5+/t21-/m1/s1

> <INCHI_KEY>
SULYDLFVUNXAMP-WKOQKXSESA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.402

> <EXACT_MASS>
354.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.773633249869455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9aR)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-2H,9H,9aH-furo[3,2-g]isochromene-2,9-dione

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.647252846999999

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.384893339735736

> <JCHEM_PKA_STRONGEST_BASIC>
-5.241101520766505

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
101.27729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9aR)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]furo[3,2-g]isochromene-2,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  O   UNK     0       1.669   1.386   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.175   1.066   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.205   2.211   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.730   3.675   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.760   4.820   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.266   4.499   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.297   5.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.803   5.324   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.834   6.468   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.742   3.035   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.712   1.890   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.188   0.426   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.651  -0.399   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.119  -0.238   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.157  -0.719   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.318  -2.250   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.652  -3.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.986  -2.250   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.319  -3.020   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.653  -2.250   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.987  -3.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.320  -2.250   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.652  -4.560   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.911  -2.877   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.881  -1.732   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.591  -4.383   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    6   11                                                       
CONECT   11   10    3   12                                                  
CONECT   12   11   15                                                       
CONECT   13    2   14   15   25                                             
CONECT   14   13                                                            
CONECT   15   13   12   16                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   17                                                            
CONECT   24   16   25   26                                                  
CONECT   25   24   13                                                       
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₅

Average Mass

354.4020 Da

Monoisotopic Mass

354.14672 Da

IUPAC Name

(9aR)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]-2H,9H,9aH-furo[3,2-g]isochromene-2,9-dione

Traditional Name

(9aR)-3-hexanoyl-9a-methyl-6-[(1E)-prop-1-en-1-yl]furo[3,2-g]isochromene-2,9-dione

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C1=C2C=C3C=C(OC=C3C(=O)[C@]2(C)OC1=O)\C=C\C

InChI Identifier

InChI=1S/C21H22O5/c1-4-6-7-9-17(22)18-16-11-13-10-14(8-5-2)25-12-15(13)19(23)21(16,3)26-20(18)24/h5,8,10-12H,4,6-7,9H2,1-3H3/b8-5+/t21-/m1/s1

InChI Key

SULYDLFVUNXAMP-WKOQKXSESA-N

Experimental Spectra

Not Available

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
Monascud pilosus	-	KNApSAcK
Monascus pilosus	Fungi	KNApSAcK
Monascus purpureus	Fungi	KNApSAcK
Monascus purpureus CBS 285.34	Fungi	KNApSAcK
Monascus ruber	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Alpha-acyloxy ketone
2-furanone
Pyran
Dihydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.79	ALOGPS
logP	3.65	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.28 m³·mol⁻¹	ChemAxon
Polarizability	38.77 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00053755

Chemspider ID

4954878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6452445

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Songjanthuek P, Saleepochn T, Pluempanupat W, Yongsmith B, Kongkathip B, Wattana-Amorn P: Combination of (1)H and (13)C NMR for quantitative analysis of the orange pigments produced by Monascus kaoliang KB9. Nat Prod Res. 2021 Dec 21:1-4. doi: 10.1080/14786419.2021.2010197. [PubMed:34933631 ]
Husakova M, Plechata M, Branska B, Patakova P: Effect of a Monascus sp. Red Yeast Rice Extract on Germination of Bacterial Spores. Front Microbiol. 2021 May 24;12:686100. doi: 10.3389/fmicb.2021.686100. eCollection 2021. [PubMed:34108955 ]
Chen S, Su DX, Gao MX, Zhang JL, Liu YB, Wu QH, Yang HL, Li L: A facile macroporous resin-based method for separation of yellow and orange Monascus pigments. Food Sci Biotechnol. 2021 Mar 8;30(4):545-553. doi: 10.1007/s10068-021-00892-1. eCollection 2021 Apr. [PubMed:33936846 ]
Chen D, Wang Y, Chen M, Fan P, Li G, Wang C: Ammonium nitrate regulated the color characteristic changes of pigments in Monascus purpureus M9. AMB Express. 2021 Jan 4;11(1):3. doi: 10.1186/s13568-020-01165-6. [PubMed:33398480 ]
Li L, Chen F: Effects of mrpigG on Development and Secondary Metabolism of Monascus ruber M7. J Fungi (Basel). 2020 Aug 29;6(3). pii: jof6030156. doi: 10.3390/jof6030156. [PubMed:32872515 ]
Xu D, Xie J, Feng X, Zhang X, Ren Z, Zheng Y, Yang J: Preparation and evaluation of a Rubropunctatin-loaded liposome anticancer drug carrier. RSC Adv. 2020 Mar 11;10(17):10352-10360. doi: 10.1039/c9ra10390b. eCollection 2020 Mar 6. [PubMed:35498569 ]
Virk MS, Ramzan R, Virk MA, Yuan X, Chen F: Transfigured Morphology and Ameliorated Production of Six Monascus Pigments by Acetate Species Supplementation in Monascus ruber M7. Microorganisms. 2020 Jan 7;8(1):81. doi: 10.3390/microorganisms8010081. [PubMed:31936171 ]
Patrovsky M, Sinovska K, Branska B, Patakova P: Effect of initial pH, different nitrogen sources, and cultivation time on the production of yellow or orange Monascus purpureus pigments and the mycotoxin citrinin. Food Sci Nutr. 2019 Sep 27;7(11):3494-3500. doi: 10.1002/fsn3.1197. eCollection 2019 Nov. [PubMed:31763000 ]
Li L, Chen S, Gao M, Ding B, Zhang J, Zhou Y, Liu Y, Yang H, Wu Q, Chen F: Acidic conditions induce the accumulation of orange Monascus pigments during liquid-state fermentation of Monascus ruber M7. Appl Microbiol Biotechnol. 2019 Oct;103(20):8393-8402. doi: 10.1007/s00253-019-10114-8. Epub 2019 Sep 9. [PubMed:31501941 ]
Dhale MA, Javagal M, Puttananjaiah MH: Protective and antioxidative effect of rubropunctatin against oxidative protein damage induced by metal catalyzed reaction. Int J Biol Macromol. 2018 Sep;116:409-416. doi: 10.1016/j.ijbiomac.2018.04.170. Epub 2018 May 3. [PubMed:29730002 ]

Showing NP-Card for Rubropunctatin (NP0084385)

MOL for NP0084385 (Rubropunctatin)

3D MOL for NP0084385 (Rubropunctatin)

3D SDF for NP0084385 (Rubropunctatin)

3D-SDF for NP0084385 (Rubropunctatin)

PDB for NP0084385 (Rubropunctatin)

3D PDB for NP0084385 (Rubropunctatin)

SMILES for NP0084385 (Rubropunctatin)

INCHI for NP0084385 (Rubropunctatin)

Structure for NP0084385 (Rubropunctatin)

3D Structure for NP0084385 (Rubropunctatin)