NP-MRD: Showing NP-Card for 3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid (NP0217644)

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Record Information

Version

1.0

Created at

2022-09-05 18:03:37 UTC

Updated at

2022-09-05 18:03:37 UTC

NP-MRD ID

NP0217644

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220032D          

 44 47  0  0  1  0            999 V2000
    6.1196   -2.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434   -2.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133   -1.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8596   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -0.5732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6969   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.0406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6601    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0047    1.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.2372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4083   -0.9642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8429   -1.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529   -2.3925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8875   -3.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -3.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729   -3.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -4.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.1452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4137   -3.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -2.4182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1937   -1.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -0.2887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3245   -0.3145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4416   -0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221   -1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0465   -2.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686   -3.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302   -2.7373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.3867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9347    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.4383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6853    1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1971   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8271   -3.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208   -3.5416    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  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  6  0  0  0
  8  5  1  6  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  1  0  0  0
 13 11  1  6  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  1  0  0  0
 14 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 26 40  1  0  0  0  0
 11 40  1  0  0  0  0
 40 41  1  6  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END


  Mrv1652309052220032D          

 44 47  0  0  1  0            999 V2000
    6.1196   -2.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434   -2.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133   -1.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8596   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -0.5732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6969   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5995   -0.0406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6601    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3637    0.4640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0047    1.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.2372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4083   -0.9642    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8429   -1.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4529   -2.3925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8875   -3.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -3.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6729   -3.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -4.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.1452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4137   -3.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6283   -2.4182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1937   -1.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5837   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -0.2887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3245   -0.3145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4416   -0.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4930   -1.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1221   -1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0465   -2.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686   -3.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8302   -2.7373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    0.3867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9347    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3247   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5391    0.4383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6853    1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1971   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8271   -3.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4208   -3.5416    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  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  6  0  0  0
  8  5  1  6  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  1  0  0  0
 13 11  1  6  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  1  0  0  0
 14 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 26 40  1  0  0  0  0
 11 40  1  0  0  0  0
 40 41  1  6  0  0  0
  2 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(=C)CC[C@](C)(O)[C@H]1CC[C@]2(C)[C@H]1[C@@H](C[C@@H]1[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]21C)C(C)=C)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O8/c1-20(2)22(5)10-17-36(9,42)24-12-16-35(8)29(24)26(44-32-31(41)30(40)25(37)19-43-32)18-27-33(6,14-13-28(38)39)23(21(3)4)11-15-34(27,35)7/h20,23-27,29-32,37,40-42H,3,5,10-19H2,1-2,4,6-9H3,(H,38,39)/t23-,24-,25+,26+,27+,29+,30-,31+,32-,33-,34+,35+,36-/m0/s1

> <INCHI_KEY>
UQAZIPIFDVMYDE-WJIZNOSESA-N

> <FORMULA>
C36H60O8

> <MOLECULAR_WEIGHT>
620.868

> <EXACT_MASS>
620.428818892

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
71.45881475293493

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,3aS,4R,5aR,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoic acid

> <JCHEM_LOGP>
4.907560806666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.244967339080299

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.635067285804749

> <JCHEM_PKA_STRONGEST_BASIC>
-2.90131883822487

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
169.0183

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3S,3aS,4R,5aR,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      11.423  -4.053   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.974  -4.574   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.798  -3.580   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.071  -2.064   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.895  -1.070   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.901  -2.246   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.889   0.106   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.719  -0.076   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.832   1.460   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.406   2.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.412   0.866   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.742   2.253   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.223  -0.443   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.495  -1.800   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.307  -3.109   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.579  -4.466   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.390  -5.775   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.662  -7.132   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.123  -7.180   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.395  -8.537   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.312  -5.871   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.772  -5.919   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.040  -4.514   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.228  -3.205   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.956  -1.848   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.145  -0.539   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.606  -0.587   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.824  -1.159   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.920  -2.095   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.228  -3.121   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.087  -4.628   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.061  -5.655   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.550  -5.110   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.206   0.722   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.745   0.674   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.556   1.983   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.473  -0.683   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.522   2.079   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.062   2.127   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.873   0.818   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.146   2.334   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.701  -6.090   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.877  -7.084   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.252  -6.611   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   40                                             
CONECT   12   11                                                            
CONECT   13   11    8   14                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23                                                            
CONECT   25   14   26                                                       
CONECT   26   25   27   40                                                  
CONECT   27   26   28   29   34                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   27   35   38                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   34   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   26   11   41                                             
CONECT   41   40                                                            
CONECT   42    2   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₆₀O₈

Average Mass

620.8680 Da

Monoisotopic Mass

620.42882 Da

IUPAC Name

3-[(3S,3aS,4R,5aR,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoic acid

Traditional Name

3-[(3S,3aS,4R,5aR,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(=C)CC[C@](C)(O)[C@H]1CC[C@]2(C)[C@H]1[C@@H](C[C@@H]1[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]21C)C(C)=C)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C36H60O8/c1-20(2)22(5)10-17-36(9,42)24-12-16-35(8)29(24)26(44-32-31(41)30(40)25(37)19-43-32)18-27-33(6,14-13-28(38)39)23(21(3)4)11-15-34(27,35)7/h20,23-27,29-32,37,40-42H,3,5,10-19H2,1-2,4,6-9H3,(H,38,39)/t23-,24-,25+,26+,27+,29+,30-,31+,32-,33-,34+,35+,36-/m0/s1

InChI Key

UQAZIPIFDVMYDE-WJIZNOSESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alnus serrulatoides	LOTUS Database	35616633

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	4.91	ChemAxon
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	169.02 m³·mol⁻¹	ChemAxon
Polarizability	71.46 Å³	ChemAxon
Number of Rings	4	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

LOTUS database [Link]

Showing NP-Card for 3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid (NP0217644)

MOL for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D MOL for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D SDF for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D-SDF for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

PDB for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D PDB for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

SMILES for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

INCHI for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

Structure for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D Structure for NP0217644 (3-[(3s,3as,4r,5ar,6s,7s,9ar,9br)-3-[(2s)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)