NP-MRD: Showing NP-Card for Isoescin IB (NP0137269)

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Record Information

Version

2.0

Created at

2022-05-30 16:47:14 UTC

Updated at

2022-05-30 16:47:14 UTC

NP-MRD ID

NP0137269

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoescin IB

Description

6-({8A-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Isoescin IB is found in Aesculus chinensis and Aesculus hippocastanum. 6-({8A-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191517512D          

 79 86  0  0  0  0            999 V2000
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    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
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  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
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 17 19  1  0  0  0  0
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M  END

     RDKit          3D

165172  0  0  0  0  0  0  0  0999 V2000
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   10.4381   -0.9077   -1.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7806   -3.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2882   -3.0025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9955   -6.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6882   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732   -2.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977   -3.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  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  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 37 46  1  0  0  0  0
 46 47  1  0  0  0  0
 35 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 32 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  1  0  0  0  0
 52 61  1  0  0  0  0
 61 62  1  0  0  0  0
 34 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 65  1  0  0  0  0
 30 66  1  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
 68 69  1  0  0  0  0
 66 70  1  0  0  0  0
 26 70  1  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 20 73  1  0  0  0  0
 25 73  1  0  0  0  0
 73 74  1  0  0  0  0
 22 75  1  0  0  0  0
 11 75  1  0  0  0  0
 75 76  1  0  0  0  0
 76 77  1  0  0  0  0
  8 77  1  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137269

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)OC1C(O)C2(COC(C)=O)C(O)CC3(C)C(=CCC4C5(C)CCC(OC6OC(C(OC7OC(CO)C(O)C(O)C7O)C(O)C6OC6OC(CO)C(O)C(O)C6O)C(O)=O)C(C)(CO)C5CCC34C)C2CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C55H86O24/c1-10-23(2)46(71)79-44-43(68)55(22-72-24(3)59)26(17-50(44,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)60)75-49-41(77-48-38(66)36(64)34(62)28(20-57)74-48)39(67)40(42(78-49)45(69)70)76-47-37(65)35(63)33(61)27(19-56)73-47/h10-11,26-44,47-49,56-58,60-68H,12-22H2,1-9H3,(H,69,70)

> <INCHI_KEY>
YOSIWGSGLDDTHJ-UHFFFAOYSA-N

> <FORMULA>
C55H86O24

> <MOLECULAR_WEIGHT>
1131.269

> <EXACT_MASS>
1130.550903649

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
165

> <JCHEM_AVERAGE_POLARIZABILITY>
119.02336186776076

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-({8a-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
-0.8771895139999987

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.904149483257452

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3492294373675984

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648377595753688

> <JCHEM_POLAR_SURFACE_AREA>
388.04

> <JCHEM_REFRACTIVITY>
269.7838000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({8a-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -6.366 -11.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.826 -11.137   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.056  -9.804   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.826  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.516  -9.804   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.746 -11.137   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.746  -8.470   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334 -13.805   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.206 -13.805   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.104 -15.138   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.035 -12.669   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.424  -7.136   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      13.654  -5.803   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.424  -4.469   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.964  -4.469   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      16.734  -3.135   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      18.274  -3.135   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      19.044  -4.469   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      20.584  -4.469   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.354  -5.803   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      22.894  -5.803   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      21.354  -3.135   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      22.894  -3.135   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      20.584  -1.802   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      21.354  -0.468   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      19.044  -1.802   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      18.274  -0.468   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      16.734  -5.803   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      18.274  -5.803   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      15.964  -7.136   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      16.734  -8.470   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      18.274  -8.470   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      19.044  -9.804   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      20.584  -9.804   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      21.354 -11.137   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      20.584 -12.471   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      21.354  -8.470   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      22.894  -8.470   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      20.584  -7.136   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      21.991  -6.510   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      19.044  -7.136   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      19.205  -5.605   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      13.654  -3.135   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      14.424  -1.802   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      12.114  -3.135   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0      13.058 -11.847   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       6.885 -11.335   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0       0.510  -5.597   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -0.742  -6.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   77                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17   75                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   73                                             
CONECT   21   20                                                            
CONECT   22   20   23   75                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   73                                                  
CONECT   26   25   27   28   70                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   66                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   50                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   63                                                  
CONECT   35   34   36   48                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   46                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   39   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   37   47                                                  
CONECT   47   46                                                            
CONECT   48   35   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   32   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   61                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55                                                            
CONECT   57   54   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   60   61                                                  
CONECT   60   59                                                            
CONECT   61   59   52   62                                                  
CONECT   62   61                                                            
CONECT   63   34   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63                                                            
CONECT   66   30   67   68   70                                             
CONECT   67   66                                                            
CONECT   68   66   69                                                       
CONECT   69   68                                                            
CONECT   70   66   26   71                                                  
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   20   25   74                                             
CONECT   74   73                                                            
CONECT   75   22   11   76                                                  
CONECT   76   75   77                                                       
CONECT   77   76    8   78   79                                             
CONECT   78   77                                                            
CONECT   79   77                                                            
MASTER        0    0    0    0    0    0    0    0   79    0  172    0
END

View in JSmol

Synonyms

Value	Source
6-({8a-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylate	Generator

Chemical Formula

C₅₅H₈₆O₂₄

Average Mass

1131.2690 Da

Monoisotopic Mass

1130.55090 Da

IUPAC Name

6-({8a-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid

Traditional Name

6-({8a-[(acetyloxy)methyl]-8,9-dihydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(2-methylbut-2-enoyl)oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl}oxy)-4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)OC1C(O)C2(COC(C)=O)C(O)CC3(C)C(=CCC4C5(C)CCC(OC6OC(C(OC7OC(CO)C(O)C(O)C7O)C(O)C6OC6OC(CO)C(O)C(O)C6O)C(O)=O)C(C)(CO)C5CCC34C)C2CC1(C)C

InChI Identifier

InChI=1S/C55H86O24/c1-10-23(2)46(71)79-44-43(68)55(22-72-24(3)59)26(17-50(44,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)60)75-49-41(77-48-38(66)36(64)34(62)28(20-57)74-48)39(67)40(42(78-49)45(69)70)76-47-37(65)35(63)33(61)27(19-56)73-47/h10-11,26-44,47-49,56-58,60-68H,12-22H2,1-9H3,(H,69,70)

InChI Key

YOSIWGSGLDDTHJ-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Aesculus chinensis	LOTUS Database	35616633
Aesculus hippocastanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroidal glycoside
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Fatty acyl
Secondary alcohol
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Primary alcohol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
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	1.11	ALOGPS
logP	-0.88	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	388.04 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	269.78 m³·mol⁻¹	ChemAxon
Polarizability	119.02 Å³	ChemAxon
Number of Rings	8	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

72988005

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Isoescin IB (NP0137269)

MOL for NP0137269 (Isoescin IB)

3D MOL for NP0137269 (Isoescin IB)

3D SDF for NP0137269 (Isoescin IB)

3D-SDF for NP0137269 (Isoescin IB)

PDB for NP0137269 (Isoescin IB)

3D PDB for NP0137269 (Isoescin IB)

SMILES for NP0137269 (Isoescin IB)

INCHI for NP0137269 (Isoescin IB)

Structure for NP0137269 (Isoescin IB)

3D Structure for NP0137269 (Isoescin IB)