NP-MRD: Showing NP-Card for 19-Deacetylisofusicoccin (NP0066292)

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Record Information

Version

2.0

Created at

2022-04-28 10:34:07 UTC

Updated at

2022-04-28 10:34:07 UTC

NP-MRD ID

NP0066292

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19-Deacetylisofusicoccin

Description

(2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]Tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 19-Deacetylisofusicoccin is found in Fusicoccum amygdali. Based on a literature review very few articles have been published on (2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0³,⁷]Tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212342D          

 45 48  0  0  1  0            999 V2000
    4.3083    2.8787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6240    2.1165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3083    1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    1.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839    1.3543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4682    2.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2213   -0.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    2.6791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2988    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2370    3.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    3.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839    2.8787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5461    3.1944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5461    4.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005    3.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2110    4.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245    5.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8411    5.8527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0442    5.6392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8307    4.8423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0338    4.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    6.2226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546    6.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8515    6.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    7.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349    6.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214    5.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    4.8995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6016    5.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151    4.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6120    4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881    5.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3985    5.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130    0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6391    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4465    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -0.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0616   -1.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917    3.4621    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  6  0  0  0
  3  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  1  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  6  0  0  0
 15 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
 23 26  1  1  0  0  0
 22 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 21 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 33 36  1  0  0  0  0
 33 37  1  0  0  0  0
  5 38  1  6  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
 39 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  1 45  1  6  0  0  0
M  END

     RDKit          3D

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 19 68  1  0
 20 69  1  6
 21 70  1  0
 23 71  1  0
 23 72  1  0
 23 73  1  0
 24 74  1  0
 15 60  1  6
 16 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  0
M  END


  Mrv1652304282212342D          

 45 48  0  0  1  0            999 V2000
    4.3083    2.8787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6240    2.1165    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3083    1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461    1.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839    1.3543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4682    2.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6457    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4531    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2213   -0.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    2.6791    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2988    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2370    3.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853    3.4568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7839    2.8787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5461    3.1944    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5461    4.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2005    3.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141    4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2110    4.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4245    5.2694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8411    5.8527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0442    5.6392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8307    4.8423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0338    4.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    6.2226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546    6.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8515    6.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651    7.6601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4349    6.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214    5.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8047    4.8995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6016    5.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151    4.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6120    4.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3881    5.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3985    5.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9130    0.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    0.8185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6391    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4465    2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8709   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -0.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0616   -1.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917    3.4621    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  6  0  0  0
  3  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  1  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  1  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  6  0  0  0
 15 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
 23 26  1  1  0  0  0
 22 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 21 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 33 36  1  0  0  0  0
 33 37  1  0  0  0  0
  5 38  1  6  0  0  0
  3 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
 39 42  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  1 45  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0066292

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@H]1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](O[C@H]3O[C@@H](COC(C)(C)C=C)[C@@H](OC(C)=O)[C@H](O)[C@@H]3O)C3=C(C[C@H](O)[C@]3(C)C=C12)[C@H](C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O11/c1-9-33(5,6)42-16-24-30(43-19(4)36)28(39)29(40)32(44-24)45-31-26-22(17(2)14-35)12-25(37)34(26,7)13-23-20(15-41-8)10-11-21(23)18(3)27(31)38/h9,13,17-18,20-21,24-25,27-32,35,37-40H,1,10-12,14-16H2,2-8H3/t17-,18-,20-,21+,24+,25+,27-,28-,29+,30-,31-,32-,34+/m1/s1

> <INCHI_KEY>
GNJXHROLRNLEJD-MMKQNSSKSA-N

> <FORMULA>
C34H54O11

> <MOLECULAR_WEIGHT>
638.795

> <EXACT_MASS>
638.366612559

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
69.43358071687604

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetate

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
0.9131091170000021

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.536913298909038

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.257237155946092

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6643359163557

> <JCHEM_POLAR_SURFACE_AREA>
164.36999999999998

> <JCHEM_REFRACTIVITY>
166.60969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.042   5.374   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.632   3.951   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.042   2.528   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.619   1.939   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.197   2.528   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.607   3.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.072   3.830   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.713   2.333   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.026   1.528   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.146  -0.007   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.072   5.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.558   4.720   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.442   5.891   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.586   6.453   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.197   5.374   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.619   5.963   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.619   7.503   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       4.108   6.463   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.506   7.950   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.994   8.349   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.392   9.836   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.303  10.925   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.816  10.527   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.417   9.039   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.930   8.640   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.727  11.615   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.702  12.413   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.190  12.811   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       7.588  14.299   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.278  11.722   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.880  10.235   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       8.969   9.146   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.456   9.544   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.855   8.057   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.342   7.658   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.058  11.032   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.944   9.943   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.438   1.007   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.213   1.528   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.526   2.333   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.167   3.830   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.092  -0.007   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       7.702  -0.670   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       7.582  -2.206   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.131   6.463   0.000  0.00  0.00           C+0
CONECT    1    2   16   45                                                  
CONECT    2    1    3   41                                                  
CONECT    3    2    4   39                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9   38                                             
CONECT    6    5    7   15                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11                                                            
CONECT   15    6   16   18                                                  
CONECT   16   15    1   17                                                  
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   31                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   22   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   21   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   36   37                                             
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33                                                            
CONECT   37   33                                                            
CONECT   38    5                                                            
CONECT   39    3   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40    2                                                       
CONECT   42   39   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45    1                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0,]tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetic acid	Generator

Chemical Formula

C₃₄H₅₄O₁₁

Average Mass

638.7950 Da

Monoisotopic Mass

638.36661 Da

IUPAC Name

(2S,3S,4R,5S,6S)-6-{[(3R,4S,8R,9R,10R,11S,14S)-4,9-dihydroxy-6-[(2S)-1-hydroxypropan-2-yl]-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-8-yl]oxy}-4,5-dihydroxy-2-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC[C@H]1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](O[C@H]3O[C@@H](COC(C)(C)C=C)[C@@H](OC(C)=O)[C@H](O)[C@@H]3O)C3=C(C[C@H](O)[C@]3(C)C=C12)[C@H](C)CO

InChI Identifier

InChI=1S/C34H54O11/c1-9-33(5,6)42-16-24-30(43-19(4)36)28(39)29(40)32(44-24)45-31-26-22(17(2)14-35)12-25(37)34(26,7)13-23-20(15-41-8)10-11-21(23)18(3)27(31)38/h9,13,17-18,20-21,24-25,27-32,35,37-40H,1,10-12,14-16H2,2-8H3/t17-,18-,20-,21+,24+,25+,27-,28-,29+,30-,31-,32-,34+/m1/s1

InChI Key

GNJXHROLRNLEJD-MMKQNSSKSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Fusicoccum amygdali	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Fusicoccane diterpenoid
Diterpenoid
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.8	ALOGPS
logP	0.91	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.26	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	166.61 m³·mol⁻¹	ChemAxon
Polarizability	69.43 Å³	ChemAxon
Number of Rings	4	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

162904659

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 19-Deacetylisofusicoccin (NP0066292)

MOL for NP0066292 (19-Deacetylisofusicoccin)

3D MOL for NP0066292 (19-Deacetylisofusicoccin)

3D SDF for NP0066292 (19-Deacetylisofusicoccin)

3D-SDF for NP0066292 (19-Deacetylisofusicoccin)

PDB for NP0066292 (19-Deacetylisofusicoccin)

3D PDB for NP0066292 (19-Deacetylisofusicoccin)

SMILES for NP0066292 (19-Deacetylisofusicoccin)

INCHI for NP0066292 (19-Deacetylisofusicoccin)

Structure for NP0066292 (19-Deacetylisofusicoccin)

3D Structure for NP0066292 (19-Deacetylisofusicoccin)