NP-MRD: Showing NP-Card for Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside (NP0331637)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-05-18 04:05:01 UTC

Updated at

2024-09-03 04:16:20 UTC

NP-MRD ID

NP0331637

Natural Product DOI

https://doi.org/10.57994/0625

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside

Description

Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside was first documented in 2023 (PMID: 37178131).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305182306052D          

 60 66  0  0  1  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6072    0.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1390   -0.4133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9511   -0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587   -1.1892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3905   -1.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1102   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6420   -3.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981   -2.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0178   -3.5170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2057   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5496   -4.1477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2693   -4.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8011   -5.5543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6133   -5.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1451   -6.0398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9572   -5.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8648   -6.8157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3966   -7.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0527   -6.9609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7724   -7.7369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9603   -7.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5208   -6.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3617   -4.0025    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8936   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7057   -4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466   -1.3344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7663   -2.1103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -2.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9511    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -2.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860   -2.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8936   -2.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4446   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1485    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008   -1.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.4304    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
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 11 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
  7 36  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
  3 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 50 52  1  0  0  0  0
 41 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 50 55  1  0  0  0  0
 55 56  1  1  0  0  0
 55 57  1  6  0  0  0
 57 58  1  0  0  0  0
 57 59  2  0  0  0  0
 52 60  1  1  0  0  0
M  END


  Mrv1652305182306052D          

 60 66  0  0  1  0            999 V2000
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6072    0.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1390   -0.4133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9511   -0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8587   -1.1892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3905   -1.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1102   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6420   -3.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981   -2.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0178   -3.5170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2057   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5496   -4.1477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2693   -4.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8011   -5.5543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6133   -5.4091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1451   -6.0398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9572   -5.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8648   -6.8157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3966   -7.4464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0527   -6.9609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7724   -7.7369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9603   -7.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5208   -6.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3617   -4.0025    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8936   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7057   -4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0466   -1.3344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7663   -2.1103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -2.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9511    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -2.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860   -2.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8936   -2.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4446   -0.9576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1485    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008   -1.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.4304    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
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 20 29  1  0  0  0  0
 18 30  1  0  0  0  0
 14 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 11 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
  7 36  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
  3 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  1  0  0  0
 41 43  1  0  0  0  0
  2 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 50 52  1  0  0  0  0
 41 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 50 55  1  0  0  0  0
 55 56  1  1  0  0  0
 55 57  1  6  0  0  0
 57 58  1  0  0  0  0
 57 59  2  0  0  0  0
 52 60  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0331637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@H](O[C@@H]2[C@H](C)O[C@H](C[C@@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2OC)O[C@H]2CC[C@]3(C)C4C[C@@H](OC(C)=O)[C@]5(C)[C@@](O)(CC[C@]5(O)[C@]4(O)CC=C3C2)C(C)=O)O[C@H](C)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C44H70O16/c1-22-37(47)29(51-8)18-35(54-22)59-39-24(3)56-36(20-31(39)53-10)60-38-23(2)55-34(19-30(38)52-9)58-28-12-13-40(6)27(17-28)11-14-43(49)32(40)21-33(57-26(5)46)41(7)42(48,25(4)45)15-16-44(41,43)50/h11,22-24,28-39,47-50H,12-21H2,1-10H3/t22-,23-,24+,28+,29+,30+,31+,32?,33-,34+,35+,36+,37-,38-,39-,40+,41-,42-,43+,44-/m1/s1

> <INCHI_KEY>
KYHVIMFXQJIBSR-AJNHZKILSA-N

> <FORMULA>
C44H70O16

> <MOLECULAR_WEIGHT>
855.028

> <EXACT_MASS>
854.466386174

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
92.39171932115718

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-5-{[(2S,4S,5R,6S)-5-{[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-16-yl acetate

> <JCHEM_LOGP>
2.419025995999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.941194496224696

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.331728963673012

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5080223941569724

> <JCHEM_POLAR_SURFACE_AREA>
207.35999999999999

> <JCHEM_REFRACTIVITY>
210.97920000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-5-{[(2S,4S,5R,6S)-5-{[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-16-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAY-23         0                                  
HETATM    1  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.551   0.135   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      16.067   0.406   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.059  -0.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.575  -0.500   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.536  -2.220   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      17.529  -3.397   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      17.006  -4.846   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.998  -6.023   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.490  -5.117   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.967  -6.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.451  -6.836   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.959  -7.742   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.436  -9.191   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.429 -10.368   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.945 -10.097   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      18.937 -11.274   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.453 -11.003   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.414 -12.723   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      19.407 -13.900   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      16.898 -12.994   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.375 -14.442   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      14.859 -14.713   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.906 -11.816   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.475  -7.471   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      18.468  -8.649   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      19.984  -8.378   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.020  -2.491   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      14.497  -3.939   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.981  -4.210   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.028  -1.314   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       5.509   2.583   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       4.932  -2.940   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       5.925  -4.117   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.441  -3.846   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       5.401  -5.566   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       2.697  -1.787   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       1.503  -0.859   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       0.277   0.073   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       1.308  -2.387   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       4.874   2.670   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38   43                                             
CONECT    3    2    4   39                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   33                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   30                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   20                                                       
CONECT   30   18   14   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   11   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33    7                                                       
CONECT   37    5   38                                                       
CONECT   38   37    2                                                       
CONECT   39    3   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43   52                                             
CONECT   42   41                                                            
CONECT   43   41    2   44                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   45   51   52   55                                             
CONECT   51   50                                                            
CONECT   52   50   41   53   60                                             
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   50   56   57                                             
CONECT   56   55                                                            
CONECT   57   55   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   52                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  132    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₇₀O₁₆

Average Mass

855.0280 Da

Monoisotopic Mass

854.46639 Da

IUPAC Name

(2R,5S,10S,11R,14S,15S,16R)-14-acetyl-10,11,14-trihydroxy-5-{[(2R,4S,5R,6R)-5-{[(2S,4S,5R,6S)-5-{[(2S,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-16-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@H](O[C@@H]2[C@H](C)O[C@H](C[C@@H]2OC)O[C@@H]2[C@@H](C)O[C@H](C[C@@H]2OC)O[C@H]2CC[C@]3(C)C4C[C@@H](OC(C)=O)[C@]5(C)[C@@](O)(CC[C@]5(O)[C@]4(O)CC=C3C2)C(C)=O)O[C@H](C)[C@H]1O

InChI Identifier

InChI=1S/C44H70O16/c1-22-37(47)29(51-8)18-35(54-22)59-39-24(3)56-36(20-31(39)53-10)60-38-23(2)55-34(19-30(38)52-9)58-28-12-13-40(6)27(17-28)11-14-43(49)32(40)21-33(57-26(5)46)41(7)42(48,25(4)45)15-16-44(41,43)50/h11,22-24,28-39,47-50H,12-21H2,1-10H3/t22-,23-,24+,28+,29+,30+,31+,32?,33-,34+,35+,36+,37-,38-,39-,40+,41-,42-,43+,44-/m1/s1

InChI Key

KYHVIMFXQJIBSR-AJNHZKILSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C5D5N, experimental)	1458407846@qq.com	Not Available	Not Available	2023-05-18	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, 400.132470802, C5D5deposition_typeN, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
auriculatum		Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.42	ChemAxon
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	207.36 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	210.98 m³·mol⁻¹	ChemAxon
Polarizability	92.39 Å³	ChemAxon
Number of Rings	7	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

Not Available

References

General References

Not Available

Showing NP-Card for Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside (NP0331637)

MOL for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

3D MOL for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

3D SDF for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

3D-SDF for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

PDB for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

3D PDB for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

SMILES for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

INCHI for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

Structure for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)

3D Structure for NP0331637 (Metaplexigenin 3-O-β-D-cymaropyranosyl-(1→4)-α-L-diginopyranosyl-(1→4)-β-D-cymaropyranoside)