NP-MRD: Showing NP-Card for Meliazedarine T (NP0331862)

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Record Information

Version

2.0

Created at

2023-09-26 21:08:43 UTC

Updated at

2024-09-03 04:17:15 UTC

NP-MRD ID

NP0331862

Natural Product DOI

https://doi.org/10.57994/0968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Meliazedarine T

Description

Meliazedarine T belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Based on a literature review very few articles have been published on Meliazedarine T.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09262321082D          

 53 59  0  0  1  0            999 V2000
    0.8684   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.2919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9252   -0.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2578    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4959   -0.3220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1634    0.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3752   -0.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574   -0.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819   -0.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093   -0.9617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0253   -1.4230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3413   -1.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2527   -2.2161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772   -2.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7950   -3.0201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594   -1.4696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6415   -0.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1839   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4113   -2.2915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1865   -2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3298   -3.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -2.7528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.6275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0009   -2.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7546   -2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -3.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -4.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221   -2.2986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6397   -0.8839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2057    0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463   -0.3220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0138    0.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349    0.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -0.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805   -2.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457   -2.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611   -3.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -3.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -4.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4068   -5.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222   -5.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -6.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -6.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -5.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954   -2.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12  8  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 15 23  1  0  0  0  0
  7 24  1  1  0  0  0
 25  7  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
  3 31  1  6  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
  4 35  1  6  0  0  0
 32 36  1  0  0  0  0
 36 37  1  6  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
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 47 52  1  0  0  0  0
 44 53  2  0  0  0  0
M  END


  Mrv2104 09262321082D          

 53 59  0  0  1  0            999 V2000
    0.8684   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -1.2919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9252   -0.4714    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2578    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4959   -0.3220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1634    0.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5821   -1.1425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3752   -0.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6574   -0.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4819   -0.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7093   -0.9617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0253   -1.4230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3413   -1.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2527   -2.2161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772   -2.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7950   -3.0201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594   -1.4696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6415   -0.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1839   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4113   -2.2915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1865   -2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3298   -3.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273   -2.7528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9438   -1.8840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853   -1.6275    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0009   -2.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7546   -2.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409   -3.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1734   -4.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221   -2.2986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6397   -0.8839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926    0.0135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2057    0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377    0.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5127    0.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463   -0.3220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0138    0.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674   -0.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349    0.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8537   -0.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4326   -1.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7651   -1.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805   -2.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6457   -2.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611   -3.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262   -3.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6417   -4.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4068   -5.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5222   -5.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8725   -6.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1073   -6.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919   -5.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954   -2.2444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12  8  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 15 23  1  0  0  0  0
  7 24  1  1  0  0  0
 25  7  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
  3 31  1  6  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
  4 35  1  6  0  0  0
 32 36  1  0  0  0  0
 36 37  1  6  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
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 47 52  1  0  0  0  0
 44 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331862

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12O[C@H](C[C@@]1(O)[C@H]1CC=C([C@@]1(C)O2)[C@]1(C)[C@H](O)[C@@H]2OC[C@]3(C)[C@@H](CC(OC(=O)\C=C\C4=CC=CC=C4)[C@](C)([C@H]1CC(=O)OC)[C@@]23[H])OC(C)=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C39H50O12/c1-21(40)48-26-18-27(49-28(41)16-13-22-11-9-8-10-12-22)37(4)25(17-29(42)45-6)36(3,33(43)31-32(37)35(26,2)20-47-31)23-14-15-24-38(23,5)51-34-39(24,44)19-30(46-7)50-34/h8-14,16,24-27,30-34,43-44H,15,17-20H2,1-7H3/b16-13+/t24-,25-,26+,27?,30+,31+,32-,33+,34+,35+,36-,37-,38+,39+/m0/s1

> <INCHI_KEY>
RABFUPRBYJCNBX-SLAJFEOBSA-N

> <FORMULA>
C39H50O12

> <MOLECULAR_WEIGHT>
710.817

> <EXACT_MASS>
710.33022705

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
75.05489909295588

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,5R,8R,9R,10R,11S,12R)-5-(acetyloxy)-11-hydroxy-10-[(1R,2R,4R,6S,8S)-2-hydroxy-4-methoxy-8-methyl-5,7-dioxatricyclo[6.3.0.0^{2,6}]undec-9-en-9-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-7-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_LOGP>
3.1748095659999978

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.707648143190923

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.563055966227937

> <JCHEM_PKA_STRONGEST_BASIC>
-3.379445601453614

> <JCHEM_POLAR_SURFACE_AREA>
156.28

> <JCHEM_REFRACTIVITY>
181.22239999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,5R,8R,9R,10R,11S,12R)-5-(acetyloxy)-11-hydroxy-10-[(1R,2R,4R,6S,8S)-2-hydroxy-4-methoxy-8-methyl-5,7-dioxatricyclo[6.3.0.0^{2,6}]undec-9-en-9-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-7-yl (2E)-3-phenylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-SEP-23         0                                  
HETATM    1  C   UNK     0       1.621  -3.951   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.566  -2.412   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.727  -0.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.481   0.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.926  -0.601   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.172   0.304   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.087  -2.133   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.567  -1.708   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.094  -0.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.633  -0.315   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.057  -1.795   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.781  -2.656   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.504  -3.518   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.205  -4.137   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -5.744  -4.190   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -5.217  -5.638   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0      -6.271  -2.743   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.798  -1.296   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -7.810  -2.797   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.234  -4.277   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -9.681  -4.804   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -9.949  -6.321   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.958  -5.139   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.762  -3.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.159  -3.038   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.002  -4.569   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.409  -5.196   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.570  -6.727   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.324  -7.633   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.655  -4.291   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       3.061  -1.650   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0       2.973   0.025   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.117   1.056   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.497   1.490   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.957   1.490   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.380  -0.601   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.626   0.304   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.033  -0.322   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.278   0.583   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.194  -1.854   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.541  -2.133   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.295  -3.038   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.510  -4.563   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       4.939  -5.139   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.154  -6.663   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.582  -7.239   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.798  -8.764   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.226  -9.340   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.441 -10.865   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.229 -11.814   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       5.800 -11.238   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       5.585  -9.713   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       6.151  -4.190   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   25   42                                             
CONECT    3    2    4   31   32                                             
CONECT    4    3    5   35                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   24   25                                             
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11    8   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17   23                                             
CONECT   16   15                                                            
CONECT   17   15   11   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   15                                                       
CONECT   24    7                                                            
CONECT   25    7    2   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27                                                            
CONECT   31    3                                                            
CONECT   32    3   33   34   36                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34    4                                                       
CONECT   36   32   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36   42                                                       
CONECT   42   41    2   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   53                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   47                                                       
CONECT   53   44                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₅₀O₁₂

Average Mass

710.8170 Da

Monoisotopic Mass

710.33023 Da

IUPAC Name

(1R,4R,5R,8R,9R,10R,11S,12R)-5-(acetyloxy)-11-hydroxy-10-[(1R,2R,4R,6S,8S)-2-hydroxy-4-methoxy-8-methyl-5,7-dioxatricyclo[6.3.0.0^{2,6}]undec-9-en-9-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-7-yl (2E)-3-phenylprop-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@]12O[C@H](C[C@@]1(O)[C@H]1CC=C([C@@]1(C)O2)[C@]1(C)[C@H](O)[C@@H]2OC[C@]3(C)[C@@H](CC(OC(=O)\C=C\C4=CC=CC=C4)[C@](C)([C@H]1CC(=O)OC)[C@@]23[H])OC(C)=O)OC

InChI Identifier

InChI=1S/C39H50O12/c1-21(40)48-26-18-27(49-28(41)16-13-22-11-9-8-10-12-22)37(4)25(17-29(42)45-6)36(3,33(43)31-32(37)35(26,2)20-47-31)23-14-15-24-38(23,5)51-34-39(24,44)19-30(46-7)50-34/h8-14,16,24-27,30-34,43-44H,15,17-20H2,1-7H3/b16-13+/t24-,25-,26+,27?,30+,31+,32-,33+,34+,35+,36-,37-,38+,39+/m0/s1

InChI Key

RABFUPRBYJCNBX-SLAJFEOBSA-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)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	15521328343@163.com	Not Available	Not Available	2023-09-26	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

Description

This compound belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Cinnamic acid ester
Fatty alcohol ester
Cinnamic acid or derivatives
Tricarboxylic acid or derivatives
Furofuran
Fatty acid methyl ester
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	3.17	ChemAxon
pKa (Strongest Acidic)	12.56	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	156.28 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	181.22 m³·mol⁻¹	ChemAxon
Polarizability	75.05 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

Showing NP-Card for Meliazedarine T (NP0331862)

MOL for NP0331862 (Meliazedarine T)

3D MOL for NP0331862 (Meliazedarine T)

3D SDF for NP0331862 (Meliazedarine T)

3D-SDF for NP0331862 (Meliazedarine T)

PDB for NP0331862 (Meliazedarine T)

3D PDB for NP0331862 (Meliazedarine T)

SMILES for NP0331862 (Meliazedarine T)

INCHI for NP0331862 (Meliazedarine T)

Structure for NP0331862 (Meliazedarine T)

3D Structure for NP0331862 (Meliazedarine T)