NP-MRD: Showing NP-Card for Aspalalinin (NP0085416)

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Record Information

Version

2.0

Created at

2022-04-29 05:57:08 UTC

Updated at

2022-04-29 05:57:08 UTC

NP-MRD ID

NP0085416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspalalinin

Description

5,7,14,15-Tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0³,⁸]Hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Aspalalinin is found in Aspalathus linearis . Based on a literature review very few articles have been published on 5,7,14,15-tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0³,⁸]Hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207572D          

 32 35  0  0  1  0            999 V2000
    6.8709    1.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687    1.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6844    0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1822   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5508    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3643   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748   -1.1119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8883    0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    0.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7546   -0.5651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2568   -1.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.6728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3791   -1.4350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -0.0182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3835   -0.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    0.7440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7521    1.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364    2.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    0.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040    1.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017    1.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0219    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241    0.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863    0.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9408   -1.5876    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
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  8  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 16 26  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 12 30  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 11 32  2  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    1.2335   -1.7397   -2.3141 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -1.0883   -1.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4707   -1.2609   -1.8583 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    0.0395   -1.8698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7329    0.4254   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1085    0.4463   -0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8125    0.8147    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1911    0.8318    0.3494 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2229    1.1476    1.6765 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9994    1.5224    2.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8322    1.1154    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1112    0.7494    0.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983    0.8223    1.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720    0.3863    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5733    0.8335    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7799    0.5625    1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    1.0564    2.0118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -0.1664    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495   -0.4279   -0.4040 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2036    0.8067   -0.4327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5397    0.7719   -0.5605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2211    1.7700    0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6145    1.7315    0.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2420   -0.5428   -0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1474   -1.2951   -1.5314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6340   -1.2613    0.7910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0520   -0.7277    2.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1806   -1.3433    0.6203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9103   -2.6883    0.1138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1203   -0.6110   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526   -1.3386   -1.9780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2134   -0.3494   -0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5261   -1.7196   -2.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -1.9452   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5161    0.8540   -2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637    0.0360   -2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451    0.1933   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6670    0.5783   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5403    1.7757    3.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    1.3843    2.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932    1.4096    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031    0.8820    1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5865   -0.8708   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7974    1.1249   -1.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8827    2.7987    0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0367    1.5386    1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8475    2.4860   -0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3254   -0.3051   -0.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9100   -1.8645   -1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.2901    0.7592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2935   -0.7268    2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6168   -1.3472    1.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -3.3473    0.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2088   -1.6375   -2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  1  0
 24 25  1  0
 19 18  1  0
 18 30  2  0
 30 31  1  0
 30 32  1  0
 32 14  2  0
 14 13  1  0
 13 12  1  0
 12  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 24 21  1  0
 16 18  1  0
  2 32  1  0
 11 12  1  0
 23 47  1  0
 22 45  1  0
 22 46  1  0
 21 44  1  6
 19 43  1  6
 28 52  1  1
 29 53  1  0
 26 50  1  1
 27 51  1  0
 24 48  1  1
 25 49  1  0
 31 54  1  0
  4 35  1  0
  4 36  1  0
  3 33  1  0
  3 34  1  0
  6 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 15 41  1  0
 17 42  1  0
M  END


  Mrv1652304292207572D          

 32 35  0  0  1  0            999 V2000
    6.8709    1.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687    1.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6844    0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    0.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1822   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5508    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485    0.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3643   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0485   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748   -1.1119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8883    0.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0703    0.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7546   -0.5651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2568   -1.2196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.6728    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3791   -1.4350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -0.0182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3835   -0.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2499    0.7440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7521    1.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4364    2.1607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    0.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2040    1.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017    1.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0219    1.1747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5241    0.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863    0.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9408   -1.5876    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
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  2  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  8  1  0  0  0  0
  8  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 16 26  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 12 30  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
 11 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0085416

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C2=C(OC3=C(CCC2=O)C=C(O)C(O)=C3)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)8(23)2-1-7-3-9(24)10(25)4-12(7)31-13/h3-5,14,17,19-22,24-30H,1-2,6H2/t14-,17-,19+,20-,21+/m1/s1

> <INCHI_KEY>
JQZDZILIUFZADN-VJXVFPJBSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.19007958785492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7,14,15-tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0^{3,8}]hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
0.01526099466666675

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.52466328245886

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.094924734520755

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979192626940314

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
107.0084

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7,14,15-tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0^{3,8}]hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one

> <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  O   UNK     0      12.826   3.214   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.888   1.992   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.478   0.569   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.004   0.368   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.540  -0.653   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.361   2.193   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.424   0.971   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.013  -0.452   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.424  -1.875   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.001  -2.464   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.578  -1.875   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.989  -0.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.462  -0.653   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.873  -2.076   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.525   0.569   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.998   0.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.409  -1.055   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.346  -2.277   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.118  -1.256   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.708  -2.679   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.056  -0.034   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.583  -0.235   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.466   1.389   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.404   2.610   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.815   4.033   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.060   1.590   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.114   1.992   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.177   3.214   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.641   2.193   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.578   0.971   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.001   1.560   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.489  -2.963   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    8                                                       
CONECT    6    2    7                                                       
CONECT    7    6    8   31                                                  
CONECT    8    7    5    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   32                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   27                                                  
CONECT   16   15   17   26                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   16                                                       
CONECT   27   15   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   12   29   31                                                  
CONECT   31   30    7                                                       
CONECT   32   11                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

5,7,14,15-tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0^{3,8}]hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one

Traditional Name

5,7,14,15-tetrahydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-oxatricyclo[10.4.0.0^{3,8}]hexadeca-1(12),3(8),4,6,13,15-hexaen-9-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C2=C(OC3=C(CCC2=O)C=C(O)C(O)=C3)C=C1O

InChI Identifier

InChI=1S/C21H22O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)8(23)2-1-7-3-9(24)10(25)4-12(7)31-13/h3-5,14,17,19-22,24-30H,1-2,6H2/t14-,17-,19+,20-,21+/m1/s1

InChI Key

JQZDZILIUFZADN-VJXVFPJBSA-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
Aspalathus linearis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
C-glycosyl compound
Diaryl ether
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Benzenoid
Oxane
Vinylogous acid
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary 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	-0.02	ALOGPS
logP	0.015	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	107.01 m³·mol⁻¹	ChemAxon
Polarizability	43.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

C00055270

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

163039139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aspalalinin (NP0085416)

MOL for NP0085416 (Aspalalinin)

3D MOL for NP0085416 (Aspalalinin)

3D SDF for NP0085416 (Aspalalinin)

3D-SDF for NP0085416 (Aspalalinin)

PDB for NP0085416 (Aspalalinin)

3D PDB for NP0085416 (Aspalalinin)

SMILES for NP0085416 (Aspalalinin)

INCHI for NP0085416 (Aspalalinin)

Structure for NP0085416 (Aspalalinin)

3D Structure for NP0085416 (Aspalalinin)