NP-MRD: Showing NP-Card for (1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone (NP0308838)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 02:56:24 UTC

Updated at

2022-09-11 02:56:24 UTC

NP-MRD ID

NP0308838

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone

Description

Carpinin D belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. (1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone is found in Carpinus japonica. Based on a literature review very few articles have been published on Carpinin D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112204562D          

 36 41  0  0  1  0            999 V2000
    4.4498   -2.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6459   -3.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817   -3.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -2.7950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2640   -1.9727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2171   -1.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5370   -0.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815   -0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186    0.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -0.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -0.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7280   -0.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -1.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4120   -1.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -2.3445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -3.1893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3231   -3.5140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -3.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677   -4.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2604   -4.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8672   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -1.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9107   -1.8512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0542   -1.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0543   -2.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -3.0579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9742   -3.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0092   -1.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -1.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6226   -2.9091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3018   -3.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8774   -3.2632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8116   -4.0856    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  6  0  0  0
  5 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  1  0  0  0
M  END

     RDKit          2D

 54 59  0  0  0  0  0  0  0  0999 V2000
   -6.7274   -2.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5055   -2.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9961   -4.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6425   -5.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5569   -6.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840   -7.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6915   -6.6173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8214   -5.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961   -5.8860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500   -1.2990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2548    1.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4165   -0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3265   -2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8333   -1.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000   -2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2500   -1.2990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5000    2.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9105   -8.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3498   -8.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5577   -9.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4354   -7.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8095   -7.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0817   -6.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2480   -4.7876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2159   -5.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9058   -8.2422    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -8.5555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1017   -8.3084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000   -5.1962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582    0.1147    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494   -0.4378    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583   -1.3039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2920   -2.3780    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500    3.8971    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6837  -10.1152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3914  -11.1513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2663   -8.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0175   -8.0241    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5787   -6.1832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6222   -4.1862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  1  0
 30  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  1  0
 28 29  1  6
 22  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4 35  1  0
 35 36  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
  4  5  1  0
 24 10  1  0
 25 14  1  0
 28 17  1  0
 28 23  1  0
 32 50  1  0
 31 49  1  0
  5 38  1  6
  6 39  1  0
  6 40  1  0
 11 41  1  0
 15 42  1  0
 18 43  1  0
 21 44  1  0
 23 45  1  0
 24 46  1  0
 26 47  1  0
 29 48  1  0
  4 37  1  1
 35 53  1  6
 36 54  1  0
 33 51  1  1
 34 52  1  0
M  END


  Mrv1652309112204562D          

 36 41  0  0  1  0            999 V2000
    4.4498   -2.4528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6459   -3.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817   -3.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1982   -2.7950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2640   -1.9727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2171   -1.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5370   -0.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6815   -0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186    0.1037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339   -0.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -0.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -0.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7280   -0.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -1.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4120   -1.2741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7064   -2.3445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0815   -3.1893    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3231   -3.5140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158   -3.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677   -4.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2604   -4.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8672   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760   -2.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -1.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9107   -1.8512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0542   -1.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0543   -2.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -3.0579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9742   -3.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0092   -1.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -2.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -1.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6226   -2.9091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3018   -3.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8774   -3.2632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8116   -4.0856    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  6  0  0  0
  5 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0308838

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1O[C@@H]2COC(=O)C3=CC(=O)[C@@]4(O)O[C@@]5(O)C(=O)C=C(C6C3[C@@]4(O)O[C@]56O)C(=O)O[C@H]2[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O16/c21-7-1-4-9-10-5(2-8(22)18(29)20(10,31)36-19(9,30)17(7,28)35-18)15(26)34-13-6(3-32-14(4)25)33-16(27)12(24)11(13)23/h1-2,6,9-13,16,23-24,27-31H,3H2/t6-,9?,10?,11-,12-,13-,16?,17-,18+,19-,20+/m1/s1

> <INCHI_KEY>
PXLGMDOZNDSXDA-ZYKALIKNSA-N

> <FORMULA>
C20H18O16

> <MOLECULAR_WEIGHT>
514.348

> <EXACT_MASS>
514.0594845

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
26.024352313973274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,9S,10R,11R,14R,21S,23R)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0^{3,21}.0^{6,20}.0^{9,14}.0^{19,23}]pentacosa-5,18(25)-diene-4,7,17,24-tetrone

> <JCHEM_LOGP>
-2.169295740000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.33182280614224

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4410321315229417

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9449388937475325

> <JCHEM_POLAR_SURFACE_AREA>
256.03999999999996

> <JCHEM_REFRACTIVITY>
102.37480000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,9S,10R,11R,14R,21S,23R)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0^{3,21}.0^{6,20}.0^{9,14}.0^{19,23}]pentacosa-5,18(25)-diene-4,7,17,24-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0       8.306  -4.579   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.672  -6.074   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.233  -6.017   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.570  -5.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.693  -3.682   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.605  -2.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.336  -1.134   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.739  -1.316   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.435   0.194   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.157  -1.777   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.888  -0.764   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.402  -1.351   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.226  -0.357   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.066  -2.950   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.636  -2.378   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.185  -4.376   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.886  -5.953   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.470  -6.559   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.510  -7.466   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.486  -8.617   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.086  -7.909   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.219  -6.765   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.862  -5.261   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.896  -3.449   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.433  -3.455   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.701  -1.939   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.701  -4.895   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.210  -5.708   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.552  -7.210   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.084  -3.021   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.352  -3.895   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      15.743  -3.234   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.229  -5.430   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      15.497  -6.304   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.838  -6.091   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.715  -7.626   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   35                                                  
CONECT    5    4    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   25                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19   28                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    2   23                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   10   25                                                  
CONECT   25   24   14   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   23   17   29                                             
CONECT   29   28                                                            
CONECT   30    5   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    4   36                                                  
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₁₆

Average Mass

514.3480 Da

Monoisotopic Mass

514.05948 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC1O[C@@H]2COC(=O)C3=CC(=O)[C@@]4(O)O[C@@]5(O)C(=O)C=C(C6C3[C@@]4(O)O[C@]56O)C(=O)O[C@H]2[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C20H18O16/c21-7-1-4-9-10-5(2-8(22)18(29)20(10,31)36-19(9,30)17(7,28)35-18)15(26)34-13-6(3-32-14(4)25)33-16(27)12(24)11(13)23/h1-2,6,9-13,16,23-24,27-31H,3H2/t6-,9?,10?,11-,12-,13-,16?,17-,18+,19-,20+/m1/s1

InChI Key

PXLGMDOZNDSXDA-ZYKALIKNSA-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
Carpinus japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Cyclohexenone
Oxepane
Para-dioxane
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
1,2-diol
Secondary alcohol
Lactone
Ketone
Hemiacetal
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00033188

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

102341269

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone (NP0308838)

MOL for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

3D MOL for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

3D SDF for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

3D-SDF for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

PDB for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

3D PDB for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

SMILES for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

INCHI for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

Structure for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)

3D Structure for NP0308838 ((1r,3s,9s,10r,11r,14r,21s,23r)-1,3,10,11,12,21,23-heptahydroxy-2,8,13,16,22-pentaoxahexacyclo[16.5.2.0³,²¹.0⁶,²⁰.0⁹,¹⁴.0¹⁹,²³]pentacosa-5,18(25)-diene-4,7,17,24-tetrone)