NP-MRD: Showing NP-Card for dihydromonacolin l acid (NP0215518)

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Record Information

Version

2.0

Created at

2022-09-05 15:09:52 UTC

Updated at

2022-09-05 15:09:52 UTC

NP-MRD ID

NP0215518

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dihydromonacolin l acid

Description

Dihydromonacolin L acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Dihydromonacolin L acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. dihydromonacolin l acid is found in Apis cerana. dihydromonacolin l acid was first documented in 1990 (PMID: 2276977). Based on a literature review a small amount of articles have been published on dihydromonacolin L acid (PMID: 21495633) (PMID: 26603760) (PMID: 32758403) (PMID: 30213650).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
   -5.9512    0.2189    2.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454   -0.0387    1.1471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5948   -0.3860    2.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579   -0.2248    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916    0.0835   -0.0351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1827    1.3069   -0.2875 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2010    1.4862   -1.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887    1.0949   -2.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561    0.4536   -2.0300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8917   -0.9364   -2.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9246    0.4777   -0.5327 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1808   -0.3514    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4823    0.1611   -0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6747   -0.6059   -0.0162 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6285   -1.9433   -0.3012 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120    0.0736   -0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958   -0.5566   -0.1458 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2295    0.1834   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2959   -0.5093    1.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982   -1.1511    1.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6762   -2.3890    1.6516 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6715   -0.3919    2.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5186    1.1920    0.3304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5774    0.8845    2.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879   -0.7113    2.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6938    0.8345    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0407   -0.8764    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7088    0.1853    3.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7372   -1.4618    2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6312   -1.1262    1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7342    0.6141    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6417   -0.7935   -0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997    2.1835    0.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663    1.9468   -2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2578    1.2520   -3.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0953    1.0278   -2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -1.6021   -2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253   -1.3626   -2.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -0.8313   -3.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466    1.5299   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -1.4235   -0.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -0.1597    1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977    0.0458   -1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5987    1.2278   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787   -0.4239    1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0172   -2.1079   -1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293   -0.0046   -1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8913    1.1516   -0.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2403   -1.5692   -0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9352    1.0513   -1.0647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4650   -1.0319    1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342    0.5368    1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9488    0.4303    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048    1.2582   -0.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6785    2.0782    1.0011 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  1  0
  5  6  1  0
  6 23  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
 23  2  1  0
 11  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  6
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  1
 23 54  1  0
 23 55  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  6
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  1
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  6
 18 50  1  0
 19 51  1  0
 19 52  1  0
 22 53  1  0
M  END


  Mrv1652309052217092D          

 23 24  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  2  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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   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
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  6 23  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215518

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H]2[C@H](C1)C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O4/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-15(20)10-16(21)11-19(22)23/h4-5,12-18,20-21H,3,6-11H2,1-2H3,(H,22,23)/t12-,13+,14+,15-,16-,17+,18+/m1/s1

> <INCHI_KEY>
NYKUCCPVLWRDEZ-VCWNUMGPSA-N

> <FORMULA>
C19H32O4

> <MOLECULAR_WEIGHT>
324.461

> <EXACT_MASS>
324.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.52139107250319

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5R)-7-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

> <JCHEM_LOGP>
2.822843867333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.890251365687345

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.169861609464786

> <JCHEM_PKA_STRONGEST_BASIC>
-2.721457556676893

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
91.27819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5R)-7-[(1S,2S,4aR,6R,8aS)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    6    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₄

Average Mass

324.4610 Da

Monoisotopic Mass

324.23006 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H]2[C@H](C1)C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O

InChI Identifier

InChI=1S/C19H32O4/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-15(20)10-16(21)11-19(22)23/h4-5,12-18,20-21H,3,6-11H2,1-2H3,(H,22,23)/t12-,13+,14+,15-,16-,17+,18+/m1/s1

InChI Key

NYKUCCPVLWRDEZ-VCWNUMGPSA-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
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty alcohol
Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Beta-hydroxy acid
Fatty acyl
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

polyketide (CHEBI:82970 )
dihydroxy monocarboxylic acid (CHEBI:82970 )
carbobicyclic compound (CHEBI:82970 )

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

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

34448639

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289733

PDB ID

Not Available

ChEBI ID

82970

Good Scents ID

Not Available

References

General References

Nakamura T, Komagata D, Murakawa S, Sakai K, Endo A: Isolation and biosynthesis of 3 alpha-hydroxy-3,5-dihydromonacolin L. J Antibiot (Tokyo). 1990 Dec;43(12):1597-600. doi: 10.7164/antibiotics.43.1597. [PubMed:2276977 ]
Barriuso J, Nguyen DT, Li JW, Roberts JN, MacNevin G, Chaytor JL, Marcus SL, Vederas JC, Ro DK: Double oxidation of the cyclic nonaketide dihydromonacolin L to monacolin J by a single cytochrome P450 monooxygenase, LovA. J Am Chem Soc. 2011 Jun 1;133(21):8078-81. doi: 10.1021/ja201138v. Epub 2011 Apr 15. [PubMed:21495633 ]
Boruta T, Bizukojc M: Induction of secondary metabolism of Aspergillus terreus ATCC 20542 in the batch bioreactor cultures. Appl Microbiol Biotechnol. 2016 Apr;100(7):3009-22. doi: 10.1007/s00253-015-7157-1. Epub 2015 Nov 25. [PubMed:26603760 ]
Boruta T, Marczyk A, Rychta K, Przydacz K, Bizukojc M: Confrontation between Penicillium rubens and Aspergillus terreus: Investigating the production of fungal secondary metabolites in submerged co-cultures. J Biosci Bioeng. 2020 Nov;130(5):503-513. doi: 10.1016/j.jbiosc.2020.06.012. Epub 2020 Aug 2. [PubMed:32758403 ]
Bond CM, Tang Y: Engineering Saccharomyces cerevisiae for production of simvastatin. Metab Eng. 2019 Jan;51:1-8. doi: 10.1016/j.ymben.2018.09.005. Epub 2018 Sep 10. [PubMed:30213650 ]
LOTUS database [Link]

Showing NP-Card for dihydromonacolin l acid (NP0215518)

MOL for NP0215518 (dihydromonacolin l acid)

3D MOL for NP0215518 (dihydromonacolin l acid)

3D SDF for NP0215518 (dihydromonacolin l acid)

3D-SDF for NP0215518 (dihydromonacolin l acid)

PDB for NP0215518 (dihydromonacolin l acid)

3D PDB for NP0215518 (dihydromonacolin l acid)

SMILES for NP0215518 (dihydromonacolin l acid)

INCHI for NP0215518 (dihydromonacolin l acid)

Structure for NP0215518 (dihydromonacolin l acid)

3D Structure for NP0215518 (dihydromonacolin l acid)