NP-MRD: Showing NP-Card for Sutherlandioside K (NP0332974)

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Record Information

Version

2.0

Created at

2024-05-03 01:34:52 UTC

Updated at

2026-02-28 09:59:35 UTC

NP-MRD ID

NP0332974

Natural Product DOI

https://doi.org/10.57994/2255

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sutherlandioside K

Description

Sutherlandioside K belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Based on a literature review very few articles have been published on Sutherlandioside K.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01152304112D          

 71 78  0  0  1  0            999 V2000
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802    3.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    4.4966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0757    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    5.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    5.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    5.6864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9056    6.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7229    6.2249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2292    6.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0465    6.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0338    5.4607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8510    5.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    4.8094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8383    4.0452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7102    4.9222    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2038    4.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    4.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521    4.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    5.3736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6239    5.4865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1176    4.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130    6.2507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4958    6.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8194    6.9020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5085    7.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366    6.7891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1430    7.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8321    8.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3385    8.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0276    9.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2103    9.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8994   10.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822   10.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713   11.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776   12.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9668   12.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0949   11.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4058   11.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557    8.7431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9475    6.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    2.2041    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3122    2.0486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.0373    2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995    0.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5850    1.3097    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.2411    1.7952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.0532    1.9404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.8017    3.3471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1486    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327    0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4352    0.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6168    1.5048    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1953    1.3596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971    2.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7092    2.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9895    3.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
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 18  9  1  0  0  0  0
 18 19  1  1  0  0  0
  6 20  1  0  0  0  0
  5 21  1  6  0  0  0
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 32 33  1  0  0  0  0
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 34 35  1  0  0  0  0
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 40 41  2  0  0  0  0
 35 41  1  0  0  0  0
 32 42  2  0  0  0  0
 29 43  1  0  0  0  0
 22 43  1  0  0  0  0
 44  2  1  1  0  0  0
 44 45  1  6  0  0  0
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 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
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 49 50  1  1  0  0  0
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 48 52  1  6  0  0  0
 48 53  1  0  0  0  0
 53 54  1  1  0  0  0
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 55 56  1  0  0  0  0
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 58 57  1  0  0  0  0
 58 59  1  1  0  0  0
 60 58  1  0  0  0  0
 53 60  1  0  0  0  0
 60 59  1  1  0  0  0
 60 61  1  0  0  0  0
 51 61  1  0  0  0  0
 61 62  2  0  0  0  0
 57 63  1  6  0  0  0
 57 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
 67 64  1  0  0  0  0
 67 68  1  6  0  0  0
 67 69  1  0  0  0  0
 69 70  1  0  0  0  0
 58 70  1  0  0  0  0
 70 71  2  0  0  0  0
M  END


  Mrv2104 01152304112D          

 71 78  0  0  1  0            999 V2000
    6.8256    2.7425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0083    2.8554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6974    3.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802    3.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693    4.4966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0757    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    5.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820    5.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3993    5.6864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9056    6.3377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7229    6.2249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2292    6.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0465    6.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8510    5.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    4.8094    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.7102    4.9222    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2038    4.2709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    4.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7521    4.6094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    5.3736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6239    5.4865    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1176    4.8351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4958    6.3635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8194    6.9020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5085    7.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6366    6.7891    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1430    7.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8321    8.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9668   12.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7313    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3971    1.4549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6774    2.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.1456    2.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 57 56  1  0  0  0  0
 58 57  1  0  0  0  0
 58 59  1  1  0  0  0
 60 58  1  0  0  0  0
 53 60  1  0  0  0  0
 60 59  1  1  0  0  0
 60 61  1  0  0  0  0
 51 61  1  0  0  0  0
 61 62  2  0  0  0  0
 57 63  1  6  0  0  0
 57 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  1  0  0  0  0
 67 64  1  0  0  0  0
 67 68  1  6  0  0  0
 67 69  1  0  0  0  0
 69 70  1  0  0  0  0
 58 70  1  0  0  0  0
 70 71  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35C(=O)C[C@]12C)C(=O)C[C@@H](O)C4(C)C)[C@H](C)CC[C@H](O[C@H]1O[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O)C(C)(C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H74O17/c1-25(28-18-19-48(6)32-15-14-31-46(2,3)33(54)20-34(55)50(31)24-51(32,50)35(56)21-49(28,48)7)8-16-36(47(4,5)68-45-43(63)40(60)38(58)29(22-52)65-45)67-44-42(62)41(61)39(59)30(66-44)23-64-37(57)17-11-26-9-12-27(53)13-10-26/h9-13,17,25,28-33,36,38-45,52-54,58-63H,8,14-16,18-24H2,1-7H3/b17-11+/t25-,28-,29-,30+,31+,32+,33-,36+,38-,39+,40+,41-,42+,43-,44-,45+,48+,49-,50-,51+/m1/s1

> <INCHI_KEY>
NFTOVGOFTSUYJW-DNANUUGUSA-N

> <FORMULA>
C51H74O17

> <MOLECULAR_WEIGHT>
959.136

> <EXACT_MASS>
958.492600923

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
103.7681508365707

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{[(3S,6R)-6-[(1R,3S,6R,8S,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-4,18-dioxopentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptan-3-yl]oxy}oxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_LOGP>
3.4172184110000003

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.910818758889247

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.397308038899116

> <JCHEM_PKA_STRONGEST_BASIC>
-3.006617448778729

> <JCHEM_POLAR_SURFACE_AREA>
279.42999999999995

> <JCHEM_REFRACTIVITY>
241.98840000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{[(3S,6R)-6-[(1R,3S,6R,8S,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-4,18-dioxopentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptan-3-yl]oxy}oxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JAN-23         0                                  
HETATM    1  C   UNK     0      12.741   5.119   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.216   5.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.635   6.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.110   6.967   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.529   8.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.475   9.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.259  10.555   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.420  10.825   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.945  10.615   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.890  11.830   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.416  11.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.361  12.836   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.887  12.625   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.996  10.193   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.522   9.983   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.051   8.977   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.631   7.551   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.526   9.188   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.580   7.972   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.690   8.664   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.004   8.604   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.424  10.031   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.898  10.241   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.953   9.026   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.318  11.668   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.792  11.879   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.263  12.884   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.683  14.310   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.788  12.673   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.734  13.889   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.153  15.315   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.098  16.531   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.518  17.958   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.993  18.168   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.412  19.595   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.887  19.805   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.306  21.232   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.252  22.448   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.671  23.874   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.777  22.237   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.357  20.811   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       9.624  16.321   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       7.369  11.247   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      10.270   4.114   0.000  0.00  0.00           C+0
HETATM   45  H   UNK     0      11.783   3.824   0.000  0.00  0.00           H+0
HETATM   46  C   UNK     0      10.698   2.635   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.424   1.771   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.208   2.716   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.731   4.164   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       9.403   5.550   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       7.738   5.342   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       7.839   1.221   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.692   2.445   0.000  0.00  0.00           C+0
HETATM   54  H   UNK     0       7.215   3.893   0.000  0.00  0.00           H+0
HETATM   55  C   UNK     0       6.169   0.996   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       4.653   0.725   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       3.660   1.903   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       4.183   3.351   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       4.707   4.799   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       5.699   3.622   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.222   5.071   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       5.230   6.248   0.000  0.00  0.00           O+0
HETATM   63  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   64  C   UNK     0       2.144   1.632   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0       2.674   0.186   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       0.812   0.858   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       1.151   2.809   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      -0.365   2.538   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0       1.675   4.257   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       3.191   4.528   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0       3.714   5.977   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   44                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8   20                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    9   19                                                  
CONECT   19   18                                                            
CONECT   20    6                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23   43                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   43                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   42                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   41                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   35                                                       
CONECT   42   32                                                            
CONECT   43   29   22                                                       
CONECT   44    2   45   46   49                                             
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   52   53                                             
CONECT   49   48   44   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   61                                                       
CONECT   52   48                                                            
CONECT   53   48   54   55   60                                             
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58   63   64                                             
CONECT   58   57   59   60   70                                             
CONECT   59   58   60                                                       
CONECT   60   58   53   59   61                                             
CONECT   61   60   51   62                                                  
CONECT   62   61                                                            
CONECT   63   57                                                            
CONECT   64   57   65   66   67                                             
CONECT   65   64                                                            
CONECT   66   64                                                            
CONECT   67   64   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67   70                                                       
CONECT   70   69   58   71                                                  
CONECT   71   70                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  156    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₁H₇₄O₁₇

Average Mass

959.1360 Da

Monoisotopic Mass

958.49260 Da

IUPAC Name

[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-{[(3S,6R)-6-[(1R,3S,6R,8S,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-4,18-dioxopentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-15-yl]-2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}heptan-3-yl]oxy}oxan-2-yl]methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2(C)[C@]3([H])CC[C@]4([H])[C@]5(C[C@@]35C(=O)C[C@]12C)C(=O)C[C@@H](O)C4(C)C)[C@H](C)CC[C@H](O[C@H]1O[C@@H](COC(=O)\C=C\C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O)C(C)(C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C51H74O17/c1-25(28-18-19-48(6)32-15-14-31-46(2,3)33(54)20-34(55)50(31)24-51(32,50)35(56)21-49(28,48)7)8-16-36(47(4,5)68-45-43(63)40(60)38(58)29(22-52)65-45)67-44-42(62)41(61)39(59)30(66-44)23-64-37(57)17-11-26-9-12-27(53)13-10-26/h9-13,17,25,28-33,36,38-45,52-54,58-63H,8,14-16,18-24H2,1-7H3/b17-11+/t25-,28-,29-,30+,31+,32+,33-,36+,38-,39+,40+,41-,42+,43-,44-,45+,48+,49-,50-,51+/m1/s1

InChI Key

NFTOVGOFTSUYJW-DNANUUGUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
MLEV NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	[email protected]	University of the Western Cape	Edith Antunes	2024-05-03	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400.0, Methanol-d4, simulated)	[email protected]	Not Available	Not Available	2026-02-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.0, Methanol-d4, simulated)	[email protected]	Not Available	Not Available	2026-02-28	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Sutherlandia Frutescens		Not Available
Sutherlandia Frutescens		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Cycloartanol-skeleton
Triterpenoid
Cycloartane-skeleton
9b,19-cyclo-lanostane-skeleton
Cholane-skeleton
Monohydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Polyprenol skeleton
Saccharolipid
3-alpha-hydroxysteroid
Oxosteroid
1-oxosteroid
11-oxosteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Coumaric acid ester
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Alkyl glycoside
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Benzenoid
Oxane
Monosaccharide
Beta-hydroxy ketone
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	3.42	ChemAxon
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	279.43 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	241.99 m³·mol⁻¹	ChemAxon
Polarizability	103.77 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Sutherlandioside K (NP0332974)

MOL for NP0332974 (Sutherlandioside K)

3D MOL for NP0332974 (Sutherlandioside K)

3D SDF for NP0332974 (Sutherlandioside K)

3D-SDF for NP0332974 (Sutherlandioside K)

PDB for NP0332974 (Sutherlandioside K)

3D PDB for NP0332974 (Sutherlandioside K)

SMILES for NP0332974 (Sutherlandioside K)

INCHI for NP0332974 (Sutherlandioside K)

Structure for NP0332974 (Sutherlandioside K)

3D Structure for NP0332974 (Sutherlandioside K)