NP-MRD: Showing NP-Card for (3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone (NP0254670)

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Record Information

Version

2.0

Created at

2022-09-07 18:54:26 UTC

Updated at

2022-09-07 18:54:26 UTC

NP-MRD ID

NP0254670

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone

Description

Glauconic acid, also known as glauconate, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone is found in Talaromyces purpureogenus. (3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone was first documented in 2013 (PMID: 24367630). Based on a literature review a small amount of articles have been published on Glauconic acid (PMID: 32180845) (PMID: 25233594).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072220542D          

 25 27  0  0  1  0            999 V2000
    5.7122    3.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6175    2.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2495    2.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997    1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128    2.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860    0.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3608   -0.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803    0.9210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7807    0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050    0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4298    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    2.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1241    0.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777    0.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493   -0.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605    2.4479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4461    2.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925    2.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5104    3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    4.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -1.4886    2.9820    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6531    1.8802    1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4178    0.7309    0.4418 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2245    1.3323   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976    0.9468   -1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782    1.4472   -2.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8794    2.3774   -3.0726 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3437    0.7441   -2.3186 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -0.1607   -1.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2613   -1.0263   -1.0192 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1116   -0.1123   -0.4582 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6577    0.1535    0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232   -1.4794   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -2.1602    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3050   -2.1613    0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -2.9248    1.9961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693   -3.1686    2.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479   -3.3571    2.4662 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -2.9027    1.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469   -3.0733    1.6046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3351   -1.5392   -0.1252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5213   -2.2832    0.1126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6390   -0.0957    0.2308 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6974    0.4191   -0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3237    0.6678   -2.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1490    3.9963    1.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    2.8824    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6404    3.1135   -0.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625    2.2909    1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9650    1.4429    2.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2501    0.1015    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    2.1623   -1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    1.2387    1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3591   -0.4949    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.0505    0.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -1.3428   -1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475   -2.2101   -1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1650   -1.6716   -1.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8246   -1.9606    1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1559   -0.1973    1.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2122    1.3306   -0.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5658   -0.3132   -0.7218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2852    0.3362   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0640    0.2511   -2.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3432    1.7572   -2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 23  3  1  0
 11  5  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 21 38  1  6
 22 39  1  0
 23 40  1  1
 24 41  1  0
 24 42  1  0
 25 43  1  0
 25 44  1  0
 25 45  1  0
M  END


  Mrv1652309072220542D          

 25 27  0  0  1  0            999 V2000
    5.7122    3.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8997    3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6175    2.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2495    2.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1997    1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128    2.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860    0.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5323    0.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3608   -0.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9803    0.9210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7807    0.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2050    0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4298    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173    1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2103    1.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5972    2.0159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1241    0.6434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8777    0.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0493   -0.4991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605    2.4479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4461    2.8604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925    2.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5104    3.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    4.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254670

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1\C=C2\C(=O)OC(=O)[C@]2(C)CC2=C([C@@H](O)[C@@H]1CC)C(=O)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O7/c1-4-8-6-11-15(21)25-17(23)18(11,3)7-10-12(13(19)9(8)5-2)16(22)24-14(10)20/h6,8-9,13,19H,4-5,7H2,1-3H3/b11-6-/t8-,9-,13+,18-/m1/s1

> <INCHI_KEY>
VERYNZFRBNJXKD-SXWBHPAMSA-N

> <FORMULA>
C18H20O7

> <MOLECULAR_WEIGHT>
348.351

> <EXACT_MASS>
348.120902984

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.756980888458344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,7E,9R,10R,11S)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0^{3,7}]pentadeca-1(12),7-diene-4,6,13,15-tetrone

> <JCHEM_LOGP>
2.639857305333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.969425366825469

> <JCHEM_PKA_STRONGEST_BASIC>
-3.249573344550541

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000001

> <JCHEM_REFRACTIVITY>
85.70760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,7E,9R,10R,11S)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0^{3,7}]pentadeca-1(12),7-diene-4,6,13,15-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      10.663   7.274   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.146   7.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.619   5.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.799   4.569   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.067   3.053   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.573   2.733   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.717   3.763   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      11.734   1.201   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.327   0.575   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.007  -0.932   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.297   1.719   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.924   0.225   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.849   1.192   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.402   1.719   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.632   3.053   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.126   2.733   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.981   3.763   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.965   1.201   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.372   0.575   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.692  -0.932   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.900   4.569   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.566   5.339   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.079   5.559   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.553   7.006   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.543   8.186   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12   13                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   15   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
Glauconate	Generator

Chemical Formula

C₁₈H₂₀O₇

Average Mass

348.3510 Da

Monoisotopic Mass

348.12090 Da

IUPAC Name

(3R,7E,9R,10R,11S)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0^{3,7}]pentadeca-1(12),7-diene-4,6,13,15-tetrone

Traditional Name

(3R,7E,9R,10R,11S)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0^{3,7}]pentadeca-1(12),7-diene-4,6,13,15-tetrone

CAS Registry Number

Not Available

SMILES

CC[C@@H]1\C=C2\C(=O)OC(=O)[C@]2(C)CC2=C([C@@H](O)[C@@H]1CC)C(=O)OC2=O

InChI Identifier

InChI=1S/C18H20O7/c1-4-8-6-11-15(21)25-17(23)18(11,3)7-10-12(13(19)9(8)5-2)16(22)24-14(10)20/h6,8-9,13,19H,4-5,7H2,1-3H3/b11-6-/t8-,9-,13+,18-/m1/s1

InChI Key

VERYNZFRBNJXKD-SXWBHPAMSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 purpurogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
2-furanone
Carboxylic acid anhydride
Dihydrofuran
Oxolane
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
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	2.64	ChemAxon
pKa (Strongest Acidic)	13.97	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.71 m³·mol⁻¹	ChemAxon
Polarizability	33.76 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

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

101306743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nakashima KI, Tomida J, Hirai T, Kawamura Y, Inoue M: Absolute configurations of talaromycones A and B, alpha-diversonolic ester, and aspergillusone B from endophytic Talaromyces sp. ECN211. Beilstein J Org Chem. 2020 Feb 28;16:290-296. doi: 10.3762/bjoc.16.28. eCollection 2020. [PubMed:32180845 ]
Kuml D, Dethoup T, Buttachon S, Singburaudom N, Silva AM, Kijjoa A: Spiculisporic acid E, a new spiculisporic acid derivative and ergosterol derivatives from the marine-sponge associated fungus Talaromyces trachyspermus (KUFA 0021). Nat Prod Commun. 2014 Aug;9(8):1147-50. [PubMed:25233594 ]
Frisvad JC, Yilmaz N, Thrane U, Rasmussen KB, Houbraken J, Samson RA: Talaromyces atroroseus, a new species efficiently producing industrially relevant red pigments. PLoS One. 2013 Dec 19;8(12):e84102. doi: 10.1371/journal.pone.0084102. eCollection 2013. [PubMed:24367630 ]
LOTUS database [Link]

Showing NP-Card for (3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone (NP0254670)

MOL for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

3D MOL for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

3D SDF for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

3D-SDF for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

PDB for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

3D PDB for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

SMILES for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

INCHI for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

Structure for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)

3D Structure for NP0254670 ((3r,7e,9r,10r,11s)-9,10-diethyl-11-hydroxy-3-methyl-5,14-dioxatricyclo[10.3.0.0³,⁷]pentadeca-1(12),7-diene-4,6,13,15-tetrone)