NP-MRD: Showing NP-Card for Maytenoid K (NP0332046)

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Record Information

Version

2.0

Created at

2023-10-31 04:40:52 UTC

Updated at

2024-09-03 04:17:48 UTC

NP-MRD ID

NP0332046

Natural Product DOI

https://doi.org/10.57994/1174

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Maytenoid K

Description

Based on a literature review very few articles have been published on Maytenoid K.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10312304402D          

 37 40  0  0  1  0            999 V2000
    2.4293    1.4003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420    0.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3913   -0.1453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2535   -0.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576   -1.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7646   -1.9138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1934   -0.9383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6704   -1.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930   -0.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0114   -0.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948    0.1310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1624    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8454    1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    0.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6655    1.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    0.4298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7485   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2011   -0.3014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426    1.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4305    2.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0807    2.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602    3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    4.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    5.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    5.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934    4.5602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781    3.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    3.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    0.5291    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8453    1.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702    0.8813    0.0000 O   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  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
 12  9  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  1  0  0  0
 19 24  1  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 27 34  2  0  0  0  0
 35 25  1  0  0  0  0
 12 35  1  0  0  0  0
 35  2  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
M  END


  Mrv2104 10312304402D          

 37 40  0  0  1  0            999 V2000
    2.4293    1.4003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420    0.5545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3913   -0.1453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2535   -0.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576   -1.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7086   -0.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7646   -1.9138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0182   -0.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1934   -0.9383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6704   -1.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4769   -1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6930   -0.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0114   -0.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948    0.1310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1624    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8454    1.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089    0.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6655    1.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832    0.4298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7485   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676   -0.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2011   -0.3014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    1.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426    1.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4305    2.1787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0807    2.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602    3.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423    4.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    5.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    5.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934    4.5602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0781    3.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    3.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1003    0.5291    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8453    1.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7702    0.8813    0.0000 O   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  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  3  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
 12  9  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 19 23  1  1  0  0  0
 19 24  1  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 27 34  2  0  0  0  0
 35 25  1  0  0  0  0
 12 35  1  0  0  0  0
 35  2  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332046

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@H](OC(=O)C3=CC=CN=C3)[C@]3(CO)[C@@H](O)[C@H](C[C@](C)(O)[C@@]3(OC1(C)C)[C@@H]2OC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H33NO10/c1-13(28)33-17-10-23(5,32)25-20(34-14(2)29)16(22(3,4)36-25)9-18(24(25,12-27)19(17)30)35-21(31)15-7-6-8-26-11-15/h6-8,11,16-20,27,30,32H,9-10,12H2,1-5H3/t16-,17+,18+,19+,20-,23+,24-,25+/m1/s1

> <INCHI_KEY>
MDXKCFLQOAXERO-QUDOZADFSA-N

> <FORMULA>
C25H33NO10

> <MOLECULAR_WEIGHT>
507.536

> <EXACT_MASS>
507.210446267

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.26385144773735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5R,6S,7S,9R,12R)-4,12-bis(acetyloxy)-2,5-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <JCHEM_LOGP>
-0.9631280399999992

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.868032585786136

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.250846135371965

> <JCHEM_PKA_STRONGEST_BASIC>
3.2408577733980137

> <JCHEM_POLAR_SURFACE_AREA>
161.71

> <JCHEM_REFRACTIVITY>
121.40749999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5R,6S,7S,9R,12R)-4,12-bis(acetyloxy)-2,5-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-OCT-23         0                                  
HETATM    1  O   UNK     0       4.535   2.614   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.625   1.035   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.464  -0.271   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.073  -0.795   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.201  -1.989   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.789  -1.810   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.027  -3.572   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.767  -1.657   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.228  -1.751   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.251  -3.059   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.757  -3.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.294  -0.483   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.021  -1.568   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.177   0.245   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.303   1.651   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.578   1.949   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.630   0.749   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.109   2.526   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.089   0.802   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.397  -0.779   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.300  -0.321   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.198  -2.265   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      -0.375  -0.563   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0      -0.401   2.263   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.200   2.390   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.804   4.067   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.151   5.421   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.486   6.888   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.452   8.109   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.136   9.532   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.663   9.734   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       2.601   8.512   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       2.012   7.089   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.715   5.783   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.054   0.988   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.445   2.095   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.171   1.645   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13   14   35                                             
CONECT   13   12   20                                                       
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20   23   24                                             
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
CONECT   24   19   25                                                       
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   27                                                            
CONECT   35   25   12    2   36                                             
CONECT   36   35   37                                                       
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₃NO₁₀

Average Mass

507.5360 Da

Monoisotopic Mass

507.21045 Da

IUPAC Name

(1S,2S,4S,5R,6S,7S,9R,12R)-4,12-bis(acetyloxy)-2,5-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

Traditional Name

(1S,2S,4S,5R,6S,7S,9R,12R)-4,12-bis(acetyloxy)-2,5-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@H](OC(=O)C3=CC=CN=C3)[C@]3(CO)[C@@H](O)[C@H](C[C@](C)(O)[C@@]3(OC1(C)C)[C@@H]2OC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C25H33NO10/c1-13(28)33-17-10-23(5,32)25-20(34-14(2)29)16(22(3,4)36-25)9-18(24(25,12-27)19(17)30)35-21(31)15-7-6-8-26-11-15/h6-8,11,16-20,27,30,32H,9-10,12H2,1-5H3/t16-,17+,18+,19+,20-,23+,24-,25+/m1/s1

InChI Key

MDXKCFLQOAXERO-QUDOZADFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	kl14ji@163.com	Not Available	Not Available	2023-10-31	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-0.96	ChemAxon
pKa (Strongest Acidic)	13.25	ChemAxon
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	161.71 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	121.41 m³·mol⁻¹	ChemAxon
Polarizability	50.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Maytenoid K (NP0332046)

MOL for NP0332046 (Maytenoid K)

3D MOL for NP0332046 (Maytenoid K)

3D SDF for NP0332046 (Maytenoid K)

3D-SDF for NP0332046 (Maytenoid K)

PDB for NP0332046 (Maytenoid K)

3D PDB for NP0332046 (Maytenoid K)

SMILES for NP0332046 (Maytenoid K)

INCHI for NP0332046 (Maytenoid K)

Structure for NP0332046 (Maytenoid K)

3D Structure for NP0332046 (Maytenoid K)