NP-MRD: Showing NP-Card for (2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol (NP0221613)

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Record Information

Version

2.0

Created at

2022-09-05 23:14:31 UTC

Updated at

2022-09-05 23:14:31 UTC

NP-MRD ID

NP0221613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol

Description

(2S,3R,4S,5R)-2-{[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]Tetracosan-9-yl]oxy}oxane-3,4,5-triol belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group. (2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol is found in Actaea racemosa. Based on a literature review very few articles have been published on (2S,3R,4S,5R)-2-{[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]Tetracosan-9-yl]oxy}oxane-3,4,5-triol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062201142D          

 43 50  0  0  1  0            999 V2000
    6.4545    1.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604    1.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3145    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062    0.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662    0.7207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2518    1.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551    0.3776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3266    0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -0.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -0.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -0.3913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7861   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9120   -0.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    0.0106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3117   -0.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    0.2116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4884   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886   -0.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5146    0.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3148    0.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408    1.6078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3410    1.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670    2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9929    3.1947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2190    3.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1928    2.9937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6187    3.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9667    2.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1666    1.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9405    1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6237    1.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037    1.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1404    1.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    1.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599    0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666    1.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  2  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  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  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 19 18  1  6  0  0  0
 17 19  1  0  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  6  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 19 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
 17 39  1  0  0  0  0
 39 40  1  0  0  0  0
 13 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END


  Mrv1652309062201142D          

 43 50  0  0  1  0            999 V2000
    6.4545    1.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7604    1.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3145    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2062    0.4724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662    0.7207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2518    1.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6551    0.3776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3266    0.0746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -0.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619   -1.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3290   -0.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -0.3913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7861   -1.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9120   -0.9838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1119   -0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8858    0.0106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3117   -0.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0857    0.2116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4884   -0.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886   -0.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5146    0.6134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3148    0.8144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408    1.6078    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3410    1.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670    2.6022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9929    3.1947    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2190    3.9881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1928    2.9937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6187    3.5862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9667    2.2003    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1666    1.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9405    1.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6237    1.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6037    1.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1404    1.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4337    1.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599    0.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587    0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1209    1.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    0.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666    1.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  2  1  6  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  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  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 19 18  1  6  0  0  0
 17 19  1  0  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  6  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 19 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
 17 39  1  0  0  0  0
 39 40  1  0  0  0  0
 13 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H]1O[C@]23OC1CCC2[C@@]1(C)CC[C@@]24C[C@@]22CC[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C(C)(C)C2CCC4C1(C)C3O

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O9/c1-28(2)19-9-10-21-31(6)27(38)34-20(8-7-18(42-34)25(43-34)29(3,4)39)30(31,5)13-14-33(21)16-32(19,33)12-11-22(28)41-26-24(37)23(36)17(35)15-40-26/h17-27,35-39H,7-16H2,1-6H3/t17-,18?,19?,20?,21?,22+,23+,24-,25+,26+,27?,30-,31?,32-,33+,34-/m1/s1

> <INCHI_KEY>
QRUZGQBMCJGMTQ-XCZDXBMQSA-N

> <FORMULA>
C34H54O9

> <MOLECULAR_WEIGHT>
606.797

> <EXACT_MASS>
606.376783319

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
68.33299930748916

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R)-2-{[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0^{1,18}.0^{3,17}.0^{4,14}.0^{7,12}.0^{12,14}]tetracosan-9-yl]oxy}oxane-3,4,5-triol

> <JCHEM_LOGP>
2.6964115876666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.829291837835108

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.147327976103254

> <JCHEM_PKA_STRONGEST_BASIC>
-3.13271524514876

> <JCHEM_POLAR_SURFACE_AREA>
138.07000000000002

> <JCHEM_REFRACTIVITY>
154.94680000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R)-2-{[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0^{1,18}.0^{3,17}.0^{4,14}.0^{7,12}.0^{12,14}]tetracosan-9-yl]oxy}oxane-3,4,5-triol

> <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      12.048   3.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.753   2.177   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.920   3.473   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.585   0.882   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.457   1.345   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.937   1.938   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.823   0.705   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.076   0.139   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.364  -0.278   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.788  -1.797   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.209  -2.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.214  -0.820   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.641  -0.730   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.201  -2.165   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.569  -1.836   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.076  -1.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.654   0.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.582  -1.086   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.160   0.395   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.912  -0.711   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.405  -0.336   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.827   1.145   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.321   1.520   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.743   3.001   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.237   3.376   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.658   4.857   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.587   5.963   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.009   7.444   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.093   5.588   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.022   6.694   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.671   4.107   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.178   3.732   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.756   2.251   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.031   3.114   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.127   3.657   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.262   1.876   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.810   2.982   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.303   2.607   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.725   1.126   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.216   0.760   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.959   2.278   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.517   1.605   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.538   3.145   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12   42                                             
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   15   40                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   39                                             
CONECT   18   17   19                                                       
CONECT   19   18   17   20   36                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   33                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24   32                                                  
CONECT   32   31                                                            
CONECT   33   22   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   19   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   17   40                                                  
CONECT   40   39   13   41   42                                             
CONECT   41   40                                                            
CONECT   42   40    7   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₅₄O₉

Average Mass

606.7970 Da

Monoisotopic Mass

606.37678 Da

IUPAC Name

(2S,3R,4S,5R)-2-{[(1R,9S,12R,14S,17R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0^{1,18}.0^{3,17}.0^{4,14}.0^{7,12}.0^{12,14}]tetracosan-9-yl]oxy}oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@H]1O[C@]23OC1CCC2[C@@]1(C)CC[C@@]24C[C@@]22CC[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)C(C)(C)C2CCC4C1(C)C3O

InChI Identifier

InChI=1S/C34H54O9/c1-28(2)19-9-10-21-31(6)27(38)34-20(8-7-18(42-34)25(43-34)29(3,4)39)30(31,5)13-14-33(21)16-32(19,33)12-11-22(28)41-26-24(37)23(36)17(35)15-40-26/h17-27,35-39H,7-16H2,1-6H3/t17-,18?,19?,20?,21?,22+,23+,24-,25+,26+,27?,30-,31?,32-,33+,34-/m1/s1

InChI Key

QRUZGQBMCJGMTQ-XCZDXBMQSA-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
Actaea racemosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxysteroids. Hydroxysteroids are compounds containing an steroid backbone, with at least one hydrogen substituted by a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

Hydroxysteroids

Alternative Parents

Substituents

Hydroxysteroid
15-hydroxysteroid
Pinguisane sesquiterpenoid
Sesquiterpenoid
O-glycosyl compound
Glycosyl compound
Ketal
Oxepane
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Meta-dioxolane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.7	ChemAxon
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.07 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	154.95 m³·mol⁻¹	ChemAxon
Polarizability	68.33 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

6324926

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol (NP0221613)

MOL for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

3D MOL for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

3D SDF for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

3D-SDF for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

PDB for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

3D PDB for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

SMILES for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

INCHI for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

Structure for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)

3D Structure for NP0221613 ((2s,3r,4s,5r)-2-{[(1r,9s,12r,14s,17r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17-tetramethyl-23,24-dioxaheptacyclo[19.2.1.0¹,¹⁸.0³,¹⁷.0⁴,¹⁴.0⁷,¹².0¹²,¹⁴]tetracosan-9-yl]oxy}oxane-3,4,5-triol)