NP-MRD: Showing NP-Card for (-)-Saundersioside B (NP0077110)

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Record Information

Version

2.0

Created at

2022-04-28 22:16:31 UTC

Updated at

2022-04-28 22:16:31 UTC

NP-MRD ID

NP0077110

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Saundersioside B

Description

(2S,3R,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1S,4S,5R,8S,13R,14S,16S,18R,19R,20R,22R,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-en-1-yl)-17,21-dioxahexacyclo[14.6.1.0¹,¹⁴.0⁴,¹³.0⁵,¹⁰.0²⁰,²³]Tricos-10-en-8-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl 4-methoxybenzoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. (-)-Saundersioside B is found in Ornithogalum saundersiae. Based on a literature review very few articles have been published on (2S,3R,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1S,4S,5R,8S,13R,14S,16S,18R,19R,20R,22R,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-en-1-yl)-17,21-dioxahexacyclo[14.6.1.0¹,¹⁴.0⁴,¹³.0⁵,¹⁰.0²⁰,²³]Tricos-10-en-8-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl 4-methoxybenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200162D          

 64 72  0  0  1  0            999 V2000
    6.0077    0.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -0.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7028   -0.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666    0.6696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8510    1.3374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6716    1.2518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1560    1.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9765    1.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3127    1.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8283    0.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1332    0.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6176    1.6628    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2815    2.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7659    3.0840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5864    2.9984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9226    2.2450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4382    1.5772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7743    0.8238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5949    0.7382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9310   -0.0153    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7515   -0.1009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2360    0.5670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8998    1.3204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0793    1.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3842    1.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0565    0.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5409    1.1492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2048    1.9026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3615    1.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8459    1.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6664    1.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0026    0.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5181    0.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6976    0.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8231    0.8067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4466   -0.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7431    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0709    3.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4298    3.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6092    3.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3354    2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5149    2.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6943    2.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2099    1.5086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5461    0.7552    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9334    0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    0.6146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3895    1.4217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7760    1.9733    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9916    1.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8207    0.9106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4342    0.3591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363    0.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3781    2.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5490    3.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0646    3.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    3.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6661    2.7276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3808    2.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1343    2.6518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199    3.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740    2.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  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
  1 10  1  0  0  0  0
  9 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 22 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 21 37  1  1  0  0  0
 20 38  1  1  0  0  0
 16 39  1  6  0  0  0
 15 40  1  1  0  0  0
 14 41  1  6  0  0  0
 41 42  1  0  0  0  0
  6 43  1  6  0  0  0
  5 44  1  6  0  0  0
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  4 47  1  0  0  0  0
 47 48  1  6  0  0  0
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 46 50  1  0  0  0  0
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 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
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 53 55  1  1  0  0  0
 52 56  1  6  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 51 60  1  0  0  0  0
 60 61  1  0  0  0  0
 46 61  1  0  0  0  0
 61 62  1  1  0  0  0
 62 63  1  0  0  0  0
 51 64  1  1  0  0  0
M  END

     RDKit          3D

132140  0  0  0  0  0  0  0  0999 V2000
   15.1011    5.3072    1.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7441    5.2621    1.5630 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0019    4.1052    1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5328    2.8276    1.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7401    1.7099    1.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4148    1.7761    1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5672    0.6060    0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9699   -0.5604    1.0889 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509    0.7658    0.4919 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3642   -0.3145    0.2968 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0567   -0.1008    0.9723 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7404   -1.0997    2.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7457   -1.0543   -0.7156 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9480   -0.5988   -1.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1865   -1.8324    0.8541 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -7.9127   -2.0511    0.8309 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.6234   -1.5931   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2812   -0.7711   -1.8095 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6594    4.1719    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292200162D          

 64 72  0  0  1  0            999 V2000
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 51 60  1  0  0  0  0
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 51 64  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0077110

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1O[C@]2(C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@@]134)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](OC(=O)C3=CC=C(OC)C=C3)[C@@H](O)[C@H]1O)O[C@@H](O)[C@@H]2C=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C48H68O16/c1-22(2)18-31-42(55)60-32-20-30-28-13-10-25-19-27(14-16-46(25,4)29(28)15-17-48(30)40(32)47(31,5)64-45(48)57-7)59-44-39(35(51)34(50)33(21-49)61-44)63-43-37(53)36(52)38(23(3)58-43)62-41(54)24-8-11-26(56-6)12-9-24/h8-12,18,23,27-40,42-45,49-53,55H,13-17,19-21H2,1-7H3/t23-,27-,28+,29-,30-,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,42+,43-,44+,45+,46-,47-,48-/m0/s1

> <INCHI_KEY>
QHQXGHMCSYZYOX-AJSGWFERSA-N

> <FORMULA>
C48H68O16

> <MOLECULAR_WEIGHT>
901.056

> <EXACT_MASS>
900.45073611

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
97.54416996211572

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1S,4S,5R,8S,13R,14S,16S,18R,19R,20R,22R,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-en-1-yl)-17,21-dioxahexacyclo[14.6.1.0^{1,14}.0^{4,13}.0^{5,10}.0^{20,23}]tricos-10-en-8-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl 4-methoxybenzoate

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.4775763536666675

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.32261087152068

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.783470975640455

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837682076725

> <JCHEM_POLAR_SURFACE_AREA>
221.51999999999995

> <JCHEM_REFRACTIVITY>
227.3466000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1S,4S,5R,8S,13R,14S,16S,18R,19R,20R,22R,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-en-1-yl)-17,21-dioxahexacyclo[14.6.1.0^{1,14}.0^{4,13}.0^{5,10}.0^{20,23}]tricos-10-en-8-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      11.214   0.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.310  -0.316   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.778  -0.157   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.151   1.250   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.055   2.496   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.587   2.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.491   3.583   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.023   3.423   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.650   2.017   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.746   0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.182   1.857   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.086   3.104   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      15.459   4.510   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      16.363   5.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.895   5.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.522   4.191   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.618   2.944   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      18.245   1.538   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      19.777   1.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.405  -0.028   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.936  -0.188   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.840   1.058   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      22.213   2.465   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      20.681   2.624   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      23.117   3.711   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      24.372   0.899   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      25.276   2.145   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      24.649   3.551   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      26.808   1.985   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.712   3.232   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.244   3.072   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.871   1.666   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.967   0.419   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.436   0.579   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      31.403   1.506   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      32.031   0.100   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      22.564  -1.595   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      19.500  -1.275   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      20.054   4.031   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      18.799   6.844   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      15.736   7.163   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      14.204   7.323   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       9.959   3.743   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.428   3.903   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.896   4.063   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.992   2.816   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.619   1.410   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.476   0.378   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.141   1.147   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       4.460   2.654   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.315   3.683   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.851   3.206   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       1.532   1.700   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       2.677   0.670   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.068   1.223   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       0.706   4.236   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       1.025   5.743   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -0.120   6.772   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.489   6.220   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0       4.977   5.092   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       6.311   4.323   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       7.717   4.950   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       7.877   6.482   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.565   5.028   0.000  0.00  0.00           C+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   47                                                  
CONECT    5    4    6   44                                                  
CONECT    6    5    1    7   43                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    1                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   41                                                  
CONECT   15   14   16   40                                                  
CONECT   16   15   17   39                                                  
CONECT   17   16   12   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   38                                                  
CONECT   21   20   22   37                                                  
CONECT   22   21   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23                                                            
CONECT   26   22   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   32   36                                                       
CONECT   36   35                                                            
CONECT   37   21                                                            
CONECT   38   20                                                            
CONECT   39   16                                                            
CONECT   40   15                                                            
CONECT   41   14   42                                                       
CONECT   42   41                                                            
CONECT   43    6                                                            
CONECT   44    5   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   50   61                                             
CONECT   47   46    4   48                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   54                                                  
CONECT   50   49   46   51                                                  
CONECT   51   50   52   60   64                                             
CONECT   52   51   53   56                                                  
CONECT   53   52   54   55                                                  
CONECT   54   53   49                                                       
CONECT   55   53                                                            
CONECT   56   52   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   51   61                                                       
CONECT   61   60   46   62                                                  
CONECT   62   61   63                                                       
CONECT   63   62                                                            
CONECT   64   51                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  144    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5R,6S)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-{[(1S,4S,5R,8S,13R,14S,16S,18R,19R,20R,22R,23R)-18-hydroxy-22-methoxy-5,20-dimethyl-19-(2-methylprop-1-en-1-yl)-17,21-dioxahexacyclo[14.6.1.0,.0,.0,.0,]tricos-10-en-8-yl]oxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl 4-methoxybenzoic acid	Generator

Chemical Formula

C₄₈H₆₈O₁₆

Average Mass

901.0560 Da

Monoisotopic Mass

900.45074 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@@H]1O[C@]2(C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@@]134)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](OC(=O)C3=CC=C(OC)C=C3)[C@@H](O)[C@H]1O)O[C@@H](O)[C@@H]2C=C(C)C

InChI Identifier

InChI=1S/C48H68O16/c1-22(2)18-31-42(55)60-32-20-30-28-13-10-25-19-27(14-16-46(25,4)29(28)15-17-48(30)40(32)47(31,5)64-45(48)57-7)59-44-39(35(51)34(50)33(21-49)61-44)63-43-37(53)36(52)38(23(3)58-43)62-41(54)24-8-11-26(56-6)12-9-24/h8-12,18,23,27-40,42-45,49-53,55H,13-17,19-21H2,1-7H3/t23-,27-,28+,29-,30-,31-,32-,33+,34+,35-,36-,37+,38-,39+,40+,42+,43-,44+,45+,46-,47-,48-/m0/s1

InChI Key

QHQXGHMCSYZYOX-AJSGWFERSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ornithogalum saundersiae	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Steroidal glycoside
23-hydroxysteroid
Diterpenoid
Hydroxysteroid
Terpene glycoside
Glycosyl compound
Disaccharide
O-glycosyl compound
P-methoxybenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Phenol ether
Phenoxy compound
Methoxybenzene
Anisole
Alkyl aryl ether
Benzenoid
Oxane
Monocyclic benzene moiety
Oxolane
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Alcohol
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.64	ALOGPS
logP	3.48	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.78	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	221.52 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	227.35 m³·mol⁻¹	ChemAxon
Polarizability	97.54 Å³	ChemAxon
Number of Rings	9	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

8756950

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10581571

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Saundersioside B (NP0077110)

MOL for NP0077110 ((-)-Saundersioside B)

3D MOL for NP0077110 ((-)-Saundersioside B)

3D SDF for NP0077110 ((-)-Saundersioside B)

3D-SDF for NP0077110 ((-)-Saundersioside B)

PDB for NP0077110 ((-)-Saundersioside B)

3D PDB for NP0077110 ((-)-Saundersioside B)

SMILES for NP0077110 ((-)-Saundersioside B)

INCHI for NP0077110 ((-)-Saundersioside B)

Structure for NP0077110 ((-)-Saundersioside B)

3D Structure for NP0077110 ((-)-Saundersioside B)