NP-MRD: Showing NP-Card for cis-Grandidentatin (NP0044087)

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Record Information

Version

1.0

Created at

2021-11-12 23:49:22 UTC

Updated at

2021-11-26 17:45:17 UTC

NP-MRD ID

NP0044087

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cis-Grandidentatin

Description

It was first documented in 2014 (PMID: 25098650).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652311132100492D          

 30 32  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  5 15  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  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
  2 23  1  0  0  0  0
 24  1  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 24 30  1  0  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    1.9814   -0.2504    0.1136 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.1660   -0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    0.5824   -2.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7514    1.3511   -2.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183    1.6192   -1.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3917    0.8498   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392    1.3626    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7599    2.6650    0.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7131    3.1725    1.2511 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1866    3.4674   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2552    2.9705   -1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2832   -0.9955   -1.0697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -1.7851    0.0299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1411   -3.2187   -0.4474 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2078   -3.6296   -0.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -4.1298    0.4300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2835   -5.2532   -0.3493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0721   -3.5438    1.1324 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1160   -4.0674    2.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -5.4329    2.6204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2149   -2.2180    1.1709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5403   -1.4060    0.3437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5058   -0.1205    0.8881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462    0.8135    0.0968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2510    1.9591   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0101    3.2598   -0.4232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101    3.0424   -0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2182    2.1359   -0.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3090    1.3635    0.8886 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8470    2.1745    1.9225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953    0.4985   -3.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8072    1.8766   -3.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -0.2274   -0.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7776    0.7151    1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3786    3.5675    2.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5099    4.5203   -0.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8462    3.6667   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5676   -1.6394    0.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5491   -3.2131   -1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5723   -3.5707   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1944   -4.5559    1.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9192   -4.9859   -1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -3.9825    0.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -3.7927    3.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2751   -3.5992    3.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -5.6853    2.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1004   -1.3122   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5702    0.3569   -0.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7806    1.7445   -1.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5037    2.0936    0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812    3.8914   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0185    3.8512    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912    4.0416   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290    2.6584   -1.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7932    1.4513   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9589    2.7356    0.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    0.5556    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0062    1.7670    2.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 13  1  0
 13 12  1  0
 12  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  2  1  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 23 24  1  0
 24 29  1  0
 29 30  1  0
 29 28  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 21 22  1  0
 11  5  1  0
 25 24  1  0
 22 47  1  6
 13 38  1  1
  3 31  1  0
  4 32  1  0
  6 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 14 39  1  6
 15 40  1  0
 16 41  1  1
 17 42  1  0
 18 43  1  6
 19 44  1  0
 19 45  1  0
 20 46  1  0
 24 48  1  6
 29 57  1  1
 30 58  1  0
 28 55  1  0
 28 56  1  0
 27 53  1  0
 27 54  1  0
 26 51  1  0
 26 52  1  0
 25 49  1  0
 25 50  1  0
M  END


  Mrv1652311132100492D          

 30 32  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
  5 15  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  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
  2 23  1  0  0  0  0
 24  1  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 24 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044087

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@@H]2CCCC[C@@H]2O)[C@H](OC(=O)\C=C/C2=CC=C(O)C=C2)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O9/c22-11-16-18(26)19(27)20(21(29-16)28-15-4-2-1-3-14(15)24)30-17(25)10-7-12-5-8-13(23)9-6-12/h5-10,14-16,18-24,26-27H,1-4,11H2/b10-7-/t14-,15+,16+,18+,19-,20+,21+/m0/s1

> <INCHI_KEY>
ZTMPDTJBTNGZJH-KSNVTTBESA-N

> <FORMULA>
C21H28O9

> <MOLECULAR_WEIGHT>
424.446

> <EXACT_MASS>
424.173332482

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.69995740858904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2S)-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
1.1652796066666662

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.681993929910789

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398341617191791

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084200401889

> <JCHEM_POLAR_SURFACE_AREA>
145.91

> <JCHEM_REFRACTIVITY>
104.5989

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2S)-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2   24                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8                                                       
CONECT   15    5                                                            
CONECT   16    3   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20    2                                                       
CONECT   24    1   25   30                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   24                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₉

Average Mass

424.4460 Da

Monoisotopic Mass

424.17333 Da

IUPAC Name

(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2S)-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1R,2S)-2-hydroxycyclohexyl]oxy}-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](O[C@@H]2CCCC[C@@H]2O)[C@H](OC(=O)\C=C/C2=CC=C(O)C=C2)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H28O9/c22-11-16-18(26)19(27)20(21(29-16)28-15-4-2-1-3-14(15)24)30-17(25)10-7-12-5-8-13(23)9-6-12/h5-10,14-16,18-24,26-27H,1-4,11H2/b10-7-/t14-,15+,16+,18+,19-,20+,21+/m0/s1

InChI Key

ZTMPDTJBTNGZJH-KSNVTTBESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Salix glandulosa

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	0.25	ALOGPS
logP	1.17	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.6 m³·mol⁻¹	ChemAxon
Polarizability	42.7 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Kim CS, Kwon OW, Kim SY, Choi SU, Kim JY, Han JY, Choi SI, Choi JG, Kim KH, Lee KR: Phenolic Glycosides from the Twigs of Salix glandulosa. J Nat Prod. 2014 Aug 22;77(8):1955-61. doi: 10.1021/np500488v. Epub 2014 Aug 6. [PubMed:25098650 ]

Showing NP-Card for cis-Grandidentatin (NP0044087)

MOL for NP0044087 (cis-Grandidentatin)

3D MOL for NP0044087 (cis-Grandidentatin)

3D SDF for NP0044087 (cis-Grandidentatin)

3D-SDF for NP0044087 (cis-Grandidentatin)

PDB for NP0044087 (cis-Grandidentatin)

3D PDB for NP0044087 (cis-Grandidentatin)

SMILES for NP0044087 (cis-Grandidentatin)

INCHI for NP0044087 (cis-Grandidentatin)

Structure for NP0044087 (cis-Grandidentatin)

3D Structure for NP0044087 (cis-Grandidentatin)