NP-MRD: Showing NP-Card for [(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate (NP0227005)

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Record Information

Version

2.0

Created at

2022-09-06 06:12:39 UTC

Updated at

2022-09-06 06:12:39 UTC

NP-MRD ID

NP0227005

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

Description

CHEMBL453506 belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. [(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is found in Prunus mume. Based on a literature review very few articles have been published on CHEMBL453506.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062208122D          

 47 49  0  0  1  0            999 V2000
    9.4537   -1.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566   -2.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0947   -1.8363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5427   -2.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -2.2779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1837   -2.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -2.7194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8247   -3.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -3.7741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9136   -3.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066   -3.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -2.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -2.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096   -1.9348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331   -4.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631   -5.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -6.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -7.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -7.0460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769   -7.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -8.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -9.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -9.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756  -10.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551  -10.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196  -11.5680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1702  -10.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058   -9.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5682   -5.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982   -4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0136   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1217   -1.9348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3148   -1.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738   -1.3217    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4188   -0.5371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    0.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -1.4933    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0328   -0.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7778   -0.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299    0.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  1  0  0  0
 12 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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 11 34  1  0  0  0  0
 34 35  1  1  0  0  0
  8 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 38 43  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
M  END


  Mrv1652309062208122D          

 47 49  0  0  1  0            999 V2000
    9.4537   -1.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9017   -2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566   -2.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0947   -1.8363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5427   -2.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -2.2779    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1837   -2.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -2.7194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8247   -3.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177   -3.1610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -3.7741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9136   -3.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1066   -3.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -2.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -2.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096   -1.9348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331   -4.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3631   -5.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -6.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -7.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -7.0460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769   -7.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -8.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -9.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -9.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756  -10.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551  -10.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3196  -11.5680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1702  -10.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058   -9.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -5.0437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5682   -5.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982   -4.2590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0136   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1217   -1.9348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3148   -1.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738   -1.3217    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4188   -0.5371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -0.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    0.4190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -1.4933    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0328   -0.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7778   -0.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3299    0.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  1  0  0  0
 12 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
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 11 34  1  0  0  0  0
 34 35  1  1  0  0  0
  8 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 38 43  1  0  0  0  0
  6 43  1  0  0  0  0
 43 44  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0227005

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O17/c1-15(31)40-12-23-27(44-17(3)33)28(45-18(4)34)25(37)21(46-23)13-43-30(14-42-16(2)32)29(39)26(38)22(47-30)11-41-24(36)10-7-19-5-8-20(35)9-6-19/h5-10,21-23,25-29,35,37-39H,11-14H2,1-4H3/b10-7+/t21-,22-,23-,25+,26+,27-,28-,29-,30-/m1/s1

> <INCHI_KEY>
KWQIIMNNVXVFMQ-DCILAAIQSA-N

> <FORMULA>
C30H38O17

> <MOLECULAR_WEIGHT>
670.617

> <EXACT_MASS>
670.210899764

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
65.00584639214738

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3R,4R,5R)-5-[(acetyloxy)methyl]-5-{[(2R,3S,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
-0.30011892633333415

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.059028569959958

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.397694147312981

> <JCHEM_PKA_STRONGEST_BASIC>
-3.660003175600753

> <JCHEM_POLAR_SURFACE_AREA>
240.10999999999996

> <JCHEM_REFRACTIVITY>
151.86130000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4R,5R)-5-[(acetyloxy)methyl]-5-{[(2R,3S,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      17.647  -2.604   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.616  -3.748   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      17.092  -5.213   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      15.110  -3.428   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.080  -4.572   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.573  -4.252   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.543  -5.396   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.036  -5.076   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.006  -6.221   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.500  -5.901   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.469  -7.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.439  -5.901   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.932  -6.221   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.902  -5.076   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.396  -5.396   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.378  -3.612   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       7.715  -7.950   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.239  -9.415   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.144 -10.661   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.518 -12.068   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.423 -13.313   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.955 -13.152   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.797 -14.720   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.702 -15.966   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.076 -17.373   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.981 -18.619   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.354 -20.026   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.823 -20.187   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.197 -21.594   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.918 -18.941   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.544 -17.534   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.699  -9.415   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.794 -10.661   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.223  -7.950   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       3.759  -7.474   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       9.561  -3.612   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       8.054  -3.291   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.591  -2.467   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      10.115  -1.003   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       8.609  -0.682   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.578  -1.827   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       8.133   0.782   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      12.097  -2.787   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      13.128  -1.643   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      12.652  -0.178   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.146   0.142   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      13.682   0.966   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   43                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   36                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17   34                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18                                                       
CONECT   18   17   19   32                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   25                                                       
CONECT   32   18   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   11   35                                                  
CONECT   35   34                                                            
CONECT   36    8   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   38    6   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₈O₁₇

Average Mass

670.6170 Da

Monoisotopic Mass

670.21090 Da

IUPAC Name

[(2R,3R,4R,5R)-5-[(acetyloxy)methyl]-5-{[(2R,3S,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

[(2R,3R,4R,5R)-5-[(acetyloxy)methyl]-5-{[(2R,3S,4R,5R,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C30H38O17/c1-15(31)40-12-23-27(44-17(3)33)28(45-18(4)34)25(37)21(46-23)13-43-30(14-42-16(2)32)29(39)26(38)22(47-30)11-41-24(36)10-7-19-5-8-20(35)9-6-19/h5-10,21-23,25-29,35,37-39H,11-14H2,1-4H3/b10-7+/t21-,22-,23-,25+,26+,27-,28-,29-,30-/m1/s1

InChI Key

KWQIIMNNVXVFMQ-DCILAAIQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Prunus mume	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
C-glycosyl compound
Disaccharide
Glycosyl compound
Styrene
1-hydroxy-2-unsubstituted benzenoid
Ketal
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Oxane
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Enoate ester
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Acetal
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.3	ChemAxon
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	240.11 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	151.86 m³·mol⁻¹	ChemAxon
Polarizability	65.01 Å³	ChemAxon
Number of Rings	3	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

24688677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44575961

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate (NP0227005)

MOL for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D MOL for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D SDF for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D-SDF for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

PDB for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D PDB for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

SMILES for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

INCHI for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

Structure for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)

3D Structure for NP0227005 ([(2r,3r,4r,5r)-5-[(acetyloxy)methyl]-5-{[(2r,3s,4r,5r,6r)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-hydroxyoxan-2-yl]methoxy}-3,4-dihydroxyoxolan-2-yl]methyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)