NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol (NP0183976)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 22:59:24 UTC

Updated at

2022-09-03 22:59:24 UTC

NP-MRD ID

NP0183976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol

Description

Lusitanicoside 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. (2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol is found in Alpinia officinarum. Based on a literature review very few articles have been published on Lusitanicoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042200592D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -12.7875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  1  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  1  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    9.3293    0.5726   -1.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4780    1.2602   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4061    2.0585   -0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0465    1.6269   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742    0.6630   -1.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1110    0.2637   -0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478    0.7829    0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012    0.4281    0.6737 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3718   -0.5098    0.1022 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1676    0.0394   -0.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360   -0.8392   -0.9903 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0378   -0.8157   -0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    0.4468   -0.5433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9056    0.4552   -0.0230 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8081    0.8468   -1.0104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0998    0.5145   -0.6798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4865   -0.8232   -1.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2767    0.5858    0.8000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6119    0.7291    1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4597    1.7585    1.3173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6903    1.9203    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    1.3786    1.1865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5927    0.6643    2.3025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1545   -2.2483   -1.0536 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6393   -2.4430   -2.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867   -2.7460    0.2059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3207   -3.6443    0.8990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -1.6115    1.0945 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0045   -1.9705    1.9169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1609    1.7650    0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4217    2.1722    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2412    0.5942   -2.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1287   -0.0258   -0.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5815    1.2264    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4636    1.9679   -2.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5825    3.1358   -0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8425    0.2279   -2.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6452   -0.4851   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8194   -0.9873   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.4798   -2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -1.1942    0.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825   -1.5163   -1.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1186   -0.5681    0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8055    1.2723   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073   -0.8041   -1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4080   -1.6423   -0.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7964   -1.0310   -2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9064   -0.3305    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7913    1.6966    1.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6967    2.6931    0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6427    2.0291    2.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3356    2.2538    1.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    1.0483    2.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0652   -2.8962   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4900   -1.7442   -2.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4026   -3.3067   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -4.4995    0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079   -1.2449    1.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7411   -2.1552    2.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    2.1971    1.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    2.9426    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 31  1  0
 31 30  2  0
  9 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  1  0
 24 25  1  0
 14 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  1  0
 20 18  1  0
 18 19  1  0
 18 16  1  0
 24 11  1  0
 30  7  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 16 44  1  6
 14 43  1  1
 12 41  1  0
 12 42  1  0
 11 40  1  6
  9 39  1  6
  6 38  1  0
  5 37  1  0
  3 35  1  0
  3 36  1  0
  2 34  1  0
  1 32  1  0
  1 33  1  0
 31 61  1  0
 30 60  1  0
 28 58  1  1
 29 59  1  0
 26 56  1  6
 27 57  1  0
 24 54  1  6
 25 55  1  0
 22 52  1  6
 23 53  1  0
 20 50  1  6
 21 51  1  0
 18 48  1  1
 19 49  1  0
M  END


  Mrv1652309042200592D          

 31 33  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -11.1375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000  -12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -12.7875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -12.3750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289  -11.5500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -8.6625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  1  0  0  0
 11 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
  9 28  1  0  0  0  0
 28 29  1  1  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0183976

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC=C(CC=C)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O10/c1-3-4-11-5-7-12(8-6-11)30-21-19(27)17(25)15(23)13(31-21)9-28-20-18(26)16(24)14(22)10(2)29-20/h3,5-8,10,13-27H,1,4,9H2,2H3/t10-,13+,14-,15+,16+,17-,18+,19+,20+,21+/m0/s1

> <INCHI_KEY>
DAELTTGCCPRYTP-ZLQZEYEISA-N

> <FORMULA>
C21H30O10

> <MOLECULAR_WEIGHT>
442.461

> <EXACT_MASS>
442.183897166

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.62550912473196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
-0.22374254499999952

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.439596716839798

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.912078521187789

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121823516836606

> <JCHEM_POLAR_SURFACE_AREA>
158.3

> <JCHEM_REFRACTIVITY>
105.34020000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334 -16.170   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334 -19.250   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334 -20.790   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.000 -21.560   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.000 -23.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334 -23.870   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334 -23.870   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334 -25.410   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.667 -23.100   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.001 -23.870   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667 -21.560   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001 -20.790   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -5.335 -16.940   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   30                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   14   23                                                  
CONECT   23   22                                                            
CONECT   24   11   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    9   29                                                  
CONECT   29   28                                                            
CONECT   30    7   31                                                       
CONECT   31   30    4                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₁₀

Average Mass

442.4610 Da

Monoisotopic Mass

442.18390 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=CC=C(CC=C)C=C3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H30O10/c1-3-4-11-5-7-12(8-6-11)30-21-19(27)17(25)15(23)13(31-21)9-28-20-18(26)16(24)14(22)10(2)29-20/h3,5-8,10,13-27H,1,4,9H2,2H3/t10-,13+,14-,15+,16+,17-,18+,19+,20+,21+/m0/s1

InChI Key

DAELTTGCCPRYTP-ZLQZEYEISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alpinia officinarum	LOTUS Database	35616633

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
Disaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Benzenoid
Oxane
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

glycoside (CHEBI:6575 )

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	-0.22	ChemAxon
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	158.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.34 m³·mol⁻¹	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002755

Chemspider ID

391127

KEGG Compound ID

C10474

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442799

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol (NP0183976)

MOL for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D MOL for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D SDF for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D-SDF for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

PDB for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D PDB for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

SMILES for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

INCHI for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

Structure for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)

3D Structure for NP0183976 ((2s,3r,4s,5s,6r)-2-[4-(prop-2-en-1-yl)phenoxy]-6-({[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-3,4,5-triol)