NP-MRD: Showing NP-Card for 3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate (NP0227231)

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Record Information

Version

2.0

Created at

2022-09-06 06:29:34 UTC

Updated at

2022-09-06 06:29:35 UTC

NP-MRD ID

NP0227231

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate

Description

3,4,10,15-Tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]Heptadecan-17-yl 2-hydroxypropanoate belongs to the class of organic compounds known as grayanoids. These are diterpenoids containing a skeleton based on or derived from the ent-kaurane moiety. Grayanoids usually possess either one of the grayanane, the 2,4-seco-grayanane, the 9,10-seco-grayanane, the 1,5-seco-grayanane, the kalmane, or the leucothane skeleton. Some derivatives also include the 1,5-seco-kalmane skeleton. 3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate is found in Pieris japonica. 3,4,10,15-Tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]Heptadecan-17-yl 2-hydroxypropanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161523212D          

 31 35  0  0  0  0            999 V2000
    1.8040    2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818    1.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664    1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    1.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946    0.4685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0407   -0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325    0.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263    0.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7779    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0940   -0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9169    0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    0.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    0.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -0.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.3076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296   -1.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -1.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1447   -2.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260   -1.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383   -1.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.6364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5914   -0.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -1.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -0.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -1.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380   -0.4923    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 27  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 67 71  0  0  0  0  0  0  0  0999 V2000
    3.6447    3.1347   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9424    2.2046   -1.1817 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1660   -3.1431   -0.5218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740   -3.0460    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5514   -1.6450    0.5579 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.7620   -2.4399    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -2.1736   -1.6606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1105   -0.2154   -0.8391 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4542   -0.2477   -1.4917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6376   -0.0098   -0.8869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9716    1.1254   -1.3053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2177    1.7608   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2567    1.8497    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7827    3.1511   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    0.8116    0.2342 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4193    0.2443    1.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685    1.4974    0.2512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3331    1.6392   -1.0433 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377    0.7090    1.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.6404    0.6067 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4999   -1.1594    1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773   -1.9228    1.0228 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9476   -1.2642    1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7170   -3.2051    1.6005 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7324   -3.7616    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0410   -1.6367    1.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -2.4728    1.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6703   -3.4774   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300   -2.0692   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209   -2.0408   -2.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193    0.1719   -1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855   -0.6526   -2.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9190    2.5400    1.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2193    2.2054    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0030    3.2636   -1.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862    0.9662    2.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    2.4972    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29  8  1  0
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 13 44  1  0
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 13 46  1  0
 14 47  1  0
M  END


  Mrv1533004161523212D          

 31 35  0  0  0  0            999 V2000
    1.8040    2.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    1.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6818    1.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2664    1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    1.7022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946    0.4685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0407   -0.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4325    0.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9263    0.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7779    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0940   -0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9169    0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656    0.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    0.6270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5061   -0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -0.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368   -0.3076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7296   -1.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1821   -1.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9063   -2.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1447   -2.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260   -1.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -2.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7383   -1.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998   -2.6364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9472   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5914   -0.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -1.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1259   -0.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5306   -1.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380   -0.4923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0227231

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(=O)OC1C2CCC3C1(CC2(C)O)CC(O)C1(O)C(C2OC2C1(C)C)C3(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O8/c1-10(24)18(26)31-16-11-6-7-12-21(5,28)15-14-17(30-14)19(2,3)23(15,29)13(25)8-22(12,16)9-20(11,4)27/h10-17,24-25,27-29H,6-9H2,1-5H3

> <INCHI_KEY>
PTPFNNBWQYPEKV-UHFFFAOYSA-N

> <FORMULA>
C23H36O8

> <MOLECULAR_WEIGHT>
440.533

> <EXACT_MASS>
440.241018119

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.09491635889805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
-0.6738960963333327

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.269177077925832

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.696191941653968

> <JCHEM_PKA_STRONGEST_BASIC>
-2.937298173620716

> <JCHEM_POLAR_SURFACE_AREA>
139.98000000000002

> <JCHEM_REFRACTIVITY>
107.7908

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       3.368   5.070   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.579   3.544   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.006   2.965   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.364   2.598   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.937   3.178   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.603   0.874   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.943  -0.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.807   0.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.729   1.615   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.319   1.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.909  -0.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.445   0.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.096   1.646   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.769   1.170   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.545  -0.917   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.049  -0.586   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.589  -0.574   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.829  -1.914   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.807  -3.066   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.158  -3.969   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.737  -4.660   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.395  -2.450   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.487  -4.187   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.111  -3.326   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.666  -4.921   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.635  -2.831   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.971  -1.388   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.529  -2.239   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.235  -1.257   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.990  -2.352   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.378  -0.919   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   27                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   18                                                       
CONECT   18   17   16   19                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   15   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26    7   11   28                                             
CONECT   28   27   29                                                       
CONECT   29   28    8   30   31                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Value	Source
3,4,10,15-Tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0,.0,.0,]heptadecan-17-yl 2-hydroxypropanoic acid	Generator
Asebotoxin I	MeSH
Acebotoxin III	MeSH
Asebotoxin III	MeSH

Chemical Formula

C₂₃H₃₆O₈

Average Mass

440.5330 Da

Monoisotopic Mass

440.24102 Da

IUPAC Name

3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate

Traditional Name

3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate

CAS Registry Number

Not Available

SMILES

CC(O)C(=O)OC1C2CCC3C1(CC2(C)O)CC(O)C1(O)C(C2OC2C1(C)C)C3(C)O

InChI Identifier

InChI=1S/C23H36O8/c1-10(24)18(26)31-16-11-6-7-12-21(5,28)15-14-17(30-14)19(2,3)23(15,29)13(25)8-22(12,16)9-20(11,4)27/h10-17,24-25,27-29H,6-9H2,1-5H3

InChI Key

PTPFNNBWQYPEKV-UHFFFAOYSA-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
Pieris japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as grayanoids. These are diterpenoids containing a skeleton based on or derived from the ent-kaurane moiety. Grayanoids usually possess either one of the grayanane, the 2,4-seco-grayanane, the 9,10-seco-grayanane, the 1,5-seco-grayanane, the kalmane, or the leucothane skeleton. Some derivatives also include the 1,5-seco-kalmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Grayanoids

Alternative Parents

Substituents

Grayanoid
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Polyol
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
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
logP	0	ALOGPS
logP	-0.67	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	139.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.79 m³·mol⁻¹	ChemAxon
Polarizability	46.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115156

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate (NP0227231)

MOL for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

3D MOL for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

3D SDF for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

3D-SDF for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

PDB for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

3D PDB for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

SMILES for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

INCHI for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

Structure for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)

3D Structure for NP0227231 (3,4,10,15-tetrahydroxy-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecan-17-yl 2-hydroxypropanoate)