NP-MRD: Showing NP-Card for Alangionoside C (NP0078284)

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Record Information

Version

2.0

Created at

2022-04-28 23:22:40 UTC

Updated at

2022-04-28 23:22:40 UTC

NP-MRD ID

NP0078284

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alangionoside C

Description

(2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Alangionoside C is found in Acanthus ebracteatus, Capparis flavicans, Tribulus parvispinus and Tribulus parvispinus Presl. Based on a literature review very few articles have been published on (2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201222D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   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
  3  4  1  0  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
  6  8  1  0  0  0  0
  4  9  1  6  0  0  0
  3 10  1  6  0  0  0
 11 10  1  6  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  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  1  0  0  0
 15 18  1  6  0  0  0
 14 19  1  1  0  0  0
 13 20  1  6  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  6  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
   -0.8481    1.3475   -0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9347    0.1578   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796   -0.1719    0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022    0.6450   -0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5634    0.4617    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6390    1.3669   -0.4513 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2389    1.8815   -1.8139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7985    0.6156   -0.5463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847   -1.3160    1.1895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4270   -2.3030    0.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460   -0.7832    2.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2393   -2.1083    1.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0293   -1.2556    1.6678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2627   -0.2543    2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2828   -0.5637    0.3261 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2849    0.3087    0.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027    0.0816    0.0371 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5179   -0.1818    0.9694 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6004   -0.6684    0.2365 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7403   -1.1045    1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591   -1.5684    0.2914 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1369    0.3512   -0.7468 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7738   -0.0042   -2.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3925    1.6511   -0.4627 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296    1.9878    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    1.3216   -0.7072 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7617    1.1812   -2.0899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4671    1.0935   -1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.6016   -1.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2853    2.2312   -0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1247    1.5075   -0.8535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8721   -0.3248    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8218    2.2060    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5480    1.2188   -2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1814    1.9052   -2.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852    2.9206   -1.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7240   -0.2989   -0.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113   -2.5515    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6860   -1.9125   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8835   -3.2730    0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3422    0.3029    2.4015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0756   -1.2963    2.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4515   -0.9093    3.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336   -2.5816    2.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0938   -2.8826    0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8192   -1.8720    1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4759    0.6106    2.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -1.3489   -0.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5323   -0.7756   -0.6564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2465   -1.5529   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973   -2.0006    1.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1501   -0.3111    1.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4756   -2.2751   -0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    0.4757   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5059    0.2925   -2.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6778    2.4447   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130    1.9404    0.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575    2.2189   -0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    2.1206   -2.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12  9  1  0
  9 10  1  6
  9 11  1  0
  9  3  1  0
 26 17  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  6 33  1  1
  8 37  1  0
  5 32  1  0
  4 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 15 48  1  6
 17 49  1  6
 19 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  6
 23 55  1  0
 24 56  1  6
 25 57  1  0
 26 58  1  1
 27 59  1  0
 13 46  1  1
 14 47  1  0
 12 44  1  0
 12 45  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
M  END


  Mrv1652304292201222D          

 27 28  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3272   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   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
  3  4  1  0  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
  6  8  1  0  0  0  0
  4  9  1  6  0  0  0
  3 10  1  6  0  0  0
 11 10  1  6  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  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  1  0  0  0
 15 18  1  6  0  0  0
 14 19  1  1  0  0  0
 13 20  1  6  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
  1 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0078284

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)\C=C\C1=C(C)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O8/c1-9(21)5-6-11-10(2)17(12(22)7-19(11,3)4)27-18-16(25)15(24)14(23)13(8-20)26-18/h5-6,9,12-18,20-25H,7-8H2,1-4H3/b6-5+/t9-,12+,13-,14-,15+,16-,17-,18+/m1/s1

> <INCHI_KEY>
JENVYGAXZMKCQP-FHRHUOGCSA-N

> <FORMULA>
C19H32O8

> <MOLECULAR_WEIGHT>
388.457

> <EXACT_MASS>
388.20971799

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.57319002573911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-1.0342516853333326

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.153771219465309

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.204383734276055

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9428228363077933

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
98.1127

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <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      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.611  -0.950   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.057  -0.950   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   14                                                            
CONECT   20   13   21                                                       
CONECT   21   20                                                            
CONECT   22    2                                                            
CONECT   23    1   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₈

Average Mass

388.4570 Da

Monoisotopic Mass

388.20972 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{[(1R,6S)-6-hydroxy-3-[(1E,3R)-3-hydroxybut-1-en-1-yl]-2,4,4-trimethylcyclohex-2-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

C[C@@H](O)\C=C\C1=C(C)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)CC1(C)C

InChI Identifier

InChI=1S/C19H32O8/c1-9(21)5-6-11-10(2)17(12(22)7-19(11,3)4)27-18-16(25)15(24)14(23)13(8-20)26-18/h5-6,9,12-18,20-25H,7-8H2,1-4H3/b6-5+/t9-,12+,13-,14-,15+,16-,17-,18+/m1/s1

InChI Key

JENVYGAXZMKCQP-FHRHUOGCSA-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
Acanthus ebracteatus	LOTUS Database	35616633
Capparis flavicans	Plant	KNApSAcK
Tribulus parvispinus	LOTUS Database	35616633
Tribulus parvispinus Presl	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Ionone derivative
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.7	ALOGPS
logP	-1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.11 m³·mol⁻¹	ChemAxon
Polarizability	41.57 Å³	ChemAxon
Number of Rings	2	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

163038220

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alangionoside C (NP0078284)

MOL for NP0078284 (Alangionoside C)

3D MOL for NP0078284 (Alangionoside C)

3D SDF for NP0078284 (Alangionoside C)

3D-SDF for NP0078284 (Alangionoside C)

PDB for NP0078284 (Alangionoside C)

3D PDB for NP0078284 (Alangionoside C)

SMILES for NP0078284 (Alangionoside C)

INCHI for NP0078284 (Alangionoside C)

Structure for NP0078284 (Alangionoside C)

3D Structure for NP0078284 (Alangionoside C)