NP-MRD: Showing NP-Card for methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate (NP0327438)

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Record Information

Version

2.0

Created at

2022-09-12 10:01:07 UTC

Updated at

2022-09-12 10:01:08 UTC

NP-MRD ID

NP0327438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate

Description

JBIR-97 belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate was first documented in 2010 (PMID: 20683450). Based on a literature review very few articles have been published on JBIR-97 (PMID: 27098103).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122212012D          

 45 51  0  0  0  0            999 V2000
    9.3906    1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5231    1.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2945    0.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9335    1.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4270    0.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6556    0.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0166   -0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2452    0.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6062   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7387   -1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5102   -1.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6427   -2.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1491   -0.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9206   -1.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0530   -2.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5595   -0.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3310   -1.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4634   -1.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9699   -0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8374    0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0660    0.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4374    1.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -1.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -1.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9352   -2.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -1.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906   -1.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -2.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217   -1.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410   -0.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435    0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3498    0.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4945    1.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0082    2.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0394   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7893   -0.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966   -1.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112   -1.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    0.1162    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
  3  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 26 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 23 43  1  0  0  0  0
 43 44  1  0  0  0  0
 41 45  1  0  0  0  0
  9 45  1  0  0  0  0
M  END


  Mrv1652309122212012D          

 45 51  0  0  0  0            999 V2000
    9.3906    1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5231    1.1780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2945    0.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9335    1.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4270    0.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6556    0.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0166   -0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2452    0.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6062   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7387   -1.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5102   -1.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6427   -2.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1491   -0.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9206   -1.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0530   -2.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5595   -0.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3310   -1.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4634   -1.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9699   -0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8374    0.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0660    0.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4374    1.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -1.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -1.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9352   -2.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8343   -1.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9906   -1.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -2.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5289   -1.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217   -1.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410   -0.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483    0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435    0.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3498    0.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4945    1.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8635    1.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0082    2.3977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0394   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7893   -0.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7966   -1.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0112   -1.5953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8730    0.1162    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
  3  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 36 41  1  0  0  0  0
 26 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 23 43  1  0  0  0  0
 43 44  1  0  0  0  0
 41 45  1  0  0  0  0
  9 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12OC3=CC4=C(C5C(C)=CC6(C4)C(OC(C)=O)C4=CC=CC(O)=C4C(O)=C6C5=O)C(O)=C3C(O)=C1C(=O)CCC2O

> <INCHI_IDENTIFIER>
InChI=1S/C33H28O12/c1-12-10-32-11-14-9-18-23(29(41)24-17(36)7-8-19(37)33(24,45-18)31(42)43-3)26(38)21(14)20(12)27(39)25(32)28(40)22-15(5-4-6-16(22)35)30(32)44-13(2)34/h4-6,9-10,19-20,30,35,37-38,40-41H,7-8,11H2,1-3H3

> <INCHI_KEY>
XJLSYLMIJJHRIP-UHFFFAOYSA-N

> <FORMULA>
C33H28O12

> <MOLECULAR_WEIGHT>
616.575

> <EXACT_MASS>
616.158076342

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
60.89135595026026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0^{1,19}.0^{3,16}.0^{5,14}.0^{7,12}.0^{21,26}]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate

> <JCHEM_LOGP>
1.6267986766666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.680866902553285

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.959883949624376

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4047796540064823

> <JCHEM_POLAR_SURFACE_AREA>
197.11999999999998

> <JCHEM_REFRACTIVITY>
157.32920000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0^{1,19}.0^{3,16}.0^{5,14}.0^{7,12}.0^{21,26}]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      17.529   3.719   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.776   2.199   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      19.216   1.653   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      20.409   2.627   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      19.464   0.133   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      18.024   0.679   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.831  -0.295   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.391   0.251   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.198  -0.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.446  -2.244   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.886  -2.789   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.133  -4.309   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      17.078  -1.815   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.518  -2.361   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.766  -3.881   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      19.711  -1.387   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.151  -1.933   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      21.398  -3.453   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.344  -0.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.097   0.561   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.656   1.107   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      21.350   2.482   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.513  -3.682   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.839  -3.597   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.079  -4.936   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.891  -2.181   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.316  -2.468   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.946  -3.963   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.072  -1.493   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.587  -1.903   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.200  -3.394   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.490  -0.823   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.877   0.668   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.361   1.078   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.459  -0.002   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.986   0.452   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.256   1.968   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       9.078   2.960   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.630   2.436   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       9.349   4.476   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      11.274  -0.510   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.673  -1.082   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.687  -2.507   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.221  -2.978   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.830   0.217   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16   21                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   45                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7   14                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    5   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    5   22                                                  
CONECT   22   21                                                            
CONECT   23   10   24   43                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   41                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   29   36                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36   26   42   45                                             
CONECT   42   41   43                                                       
CONECT   43   42   23   44                                                  
CONECT   44   43                                                            
CONECT   45   41    9                                                       
MASTER        0    0    0    0    0    0    0    0   45    0  102    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₂₈O₁₂

Average Mass

616.5750 Da

Monoisotopic Mass

616.15808 Da

IUPAC Name

methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0^{1,19}.0^{3,16}.0^{5,14}.0^{7,12}.0^{21,26}]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C12OC3=CC4=C(C5C(C)=CC6(C4)C(OC(C)=O)C4=CC=CC(O)=C4C(O)=C6C5=O)C(O)=C3C(O)=C1C(=O)CCC2O

InChI Identifier

InChI=1S/C33H28O12/c1-12-10-32-11-14-9-18-23(29(41)24-17(36)7-8-19(37)33(24,45-18)31(42)43-3)26(38)21(14)20(12)27(39)25(32)28(40)22-15(5-4-6-16(22)35)30(32)44-13(2)34/h4-6,9-10,19-20,30,35,37-38,40-41H,7-8,11H2,1-3H3

InChI Key

XJLSYLMIJJHRIP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
1-naphthol
Naphthalene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Beta-hydroxy acid
Alkyl aryl ether
Benzenoid
Hydroxy acid
Dicarboxylic acid or derivatives
Vinylogous acid
Methyl ester
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Polyol
Ether
Enol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.63	ChemAxon
pKa (Strongest Acidic)	4.96	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	197.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	157.33 m³·mol⁻¹	ChemAxon
Polarizability	60.89 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

49817477

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ueda JY, Takagi M, Shin-ya K: New xanthoquinodin-like compounds, JBIR-97, -98 and -99, obtained from marine sponge-derived fungus Tritirachium sp. SpB081112MEf2. J Antibiot (Tokyo). 2010 Oct;63(10):615-8. doi: 10.1038/ja.2010.92. Epub 2010 Aug 4. [PubMed:20683450 ]
Wu B, Wiese J, Wenzel-Storjohann A, Malien S, Schmaljohann R, Imhoff JF: Engyodontochones, Antibiotic Polyketides from the Marine Fungus Engyodontium album Strain LF069. Chemistry. 2016 May 23;22(22):7452-62. doi: 10.1002/chem.201600430. Epub 2016 Apr 21. [PubMed:27098103 ]
LOTUS database [Link]

Showing NP-Card for methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate (NP0327438)

MOL for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

3D MOL for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

3D SDF for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

3D-SDF for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

PDB for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

3D PDB for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

SMILES for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

INCHI for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

Structure for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)

3D Structure for NP0327438 (methyl 27-(acetyloxy)-8,13,15,20,22-pentahydroxy-29-methyl-11,18-dioxo-6-oxaheptacyclo[15.10.2.0¹,¹⁹.0³,¹⁶.0⁵,¹⁴.0⁷,¹².0²¹,²⁶]nonacosa-3(16),4,12,14,19,21,23,25,28-nonaene-7-carboxylate)