NP-MRD: Showing NP-Card for 3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid (NP0185468)

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Record Information

Version

2.0

Created at

2022-09-04 00:53:11 UTC

Updated at

2022-09-04 00:53:11 UTC

NP-MRD ID

NP0185468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

Description

Pterocaryoside A belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. 3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid is found in Cyclocarya paliurus. Based on a literature review very few articles have been published on Pterocaryoside A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042202532D          

 45 48  0  0  1  0            999 V2000
    6.4296    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9950    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3850   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7804    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9558    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    0.4383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1312    1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.2887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4766   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -0.9642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2174   -1.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073   -2.3925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4319   -2.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -3.1452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -3.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -3.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7773   -4.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5627   -3.8207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1281   -4.5220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -3.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3481   -3.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.2372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4608   -0.0406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8307   -0.5732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3633   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5756   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2188    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    0.4640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8084    1.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358   -0.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7388   -1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4214   -0.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669   -1.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0525   -2.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -2.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7927   -1.6910    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  2  1  1  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  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  1  0  0  0
 25 26  1  1  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 23 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  6  0  0  0
  9 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
M  END


  Mrv1652309042202532D          

 45 48  0  0  1  0            999 V2000
    6.4296    1.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9950    0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3850   -0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1704    0.3867    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7804    1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9558    1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    0.4383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1312    1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112   -0.2887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4766   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520   -0.9642    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2174   -1.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6073   -2.3925    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4319   -2.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -3.1452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6465   -3.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3873   -3.8465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7773   -4.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5627   -3.8207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1281   -4.5220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -3.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3481   -3.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.2372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4608   -0.0406    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8307   -0.5732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3633   -1.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981    0.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007   -1.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5756   -0.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218   -0.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    0.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744    0.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2188    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4002    0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1640    1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    0.4640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8084    1.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7358   -0.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7388   -1.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4214   -0.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3669   -1.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0525   -2.0553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -2.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7927   -1.6910    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  2  1  1  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  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  1  0  0  0
 25 26  1  1  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 23 37  1  0  0  0  0
  7 37  1  0  0  0  0
 37 38  1  6  0  0  0
  9 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0185468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@@H](O[C@@H]2C[C@@H]3[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]3(C)[C@]3(C)CC[C@@H]([C@@H]23)[C@@](C)(O)C\C=C\C(C)(C)O)C(C)=C)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O9/c1-20(2)22-11-17-34(7)25(33(22,6)16-13-26(37)38)19-24(45-31-30(41)29(40)28(39)21(3)44-31)27-23(12-18-35(27,34)8)36(9,43)15-10-14-32(4,5)42/h10,14,21-25,27-31,39-43H,1,11-13,15-19H2,2-9H3,(H,37,38)/b14-10+/t21-,22+,23+,24-,25-,27+,28-,29+,30-,31+,33+,34-,35-,36+/m1/s1

> <INCHI_KEY>
NNXQSUSEFPRCRS-YCKMUKMSSA-N

> <FORMULA>
C36H60O9

> <MOLECULAR_WEIGHT>
636.867

> <EXACT_MASS>
636.423733512

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
72.25427535054628

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoic acid

> <JCHEM_LOGP>
3.7076336643333323

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.222948312618069

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.635067548520105

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5808544836003868

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
171.90970000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      12.002   1.983   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.191   0.674   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.919  -0.683   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.651   0.722   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.923   2.079   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.384   2.127   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.573   0.818   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.845   2.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.301  -0.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.490  -1.848   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.950  -1.800   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.139  -3.109   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.867  -4.466   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.406  -4.514   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.134  -5.871   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.674  -5.919   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.323  -7.180   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.051  -8.537   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.784  -7.132   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.972  -8.441   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.056  -5.775   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.517  -5.727   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.222  -0.443   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.727  -0.076   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.551  -1.070   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.545  -2.246   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.556   0.106   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.375  -2.064   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.074  -1.543   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.347  -0.027   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.796   0.494   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.246   1.016   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.318  -0.955   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.275   1.943   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.614   1.460   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.039   2.042   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.034   0.866   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.242   2.392   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.840  -0.587   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.846  -2.127   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.120  -1.444   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.018  -2.980   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.298  -3.837   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      11.196  -5.373   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      12.680  -3.156   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   39                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   37                                             
CONECT    8    7                                                            
CONECT    9    7   10   39                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   13   22                                                  
CONECT   22   21                                                            
CONECT   23   11   24   37                                                  
CONECT   24   23   25   35                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   24   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   23    7   38                                             
CONECT   38   37                                                            
CONECT   39    9    4   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₆₀O₉

Average Mass

636.8670 Da

Monoisotopic Mass

636.42373 Da

IUPAC Name

3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1H-cyclopenta[a]naphthalen-6-yl]propanoic acid

Traditional Name

3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@@H](O[C@@H]2C[C@@H]3[C@@](C)(CCC(O)=O)[C@@H](CC[C@@]3(C)[C@]3(C)CC[C@@H]([C@@H]23)[C@@](C)(O)C\C=C\C(C)(C)O)C(C)=C)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C36H60O9/c1-20(2)22-11-17-34(7)25(33(22,6)16-13-26(37)38)19-24(45-31-30(41)29(40)28(39)21(3)44-31)27-23(12-18-35(27,34)8)36(9,43)15-10-14-32(4,5)42/h10,14,21-25,27-31,39-43H,1,11-13,15-19H2,2-9H3,(H,37,38)/b14-10+/t21-,22+,23+,24-,25-,27+,28-,29+,30-,31+,33+,34-,35-,36+/m1/s1

InChI Key

NNXQSUSEFPRCRS-YCKMUKMSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cyclocarya paliurus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Terpene glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Carbocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Monosaccharide
Oxane
Tertiary alcohol
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen 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
logP	3.71	ChemAxon
pKa (Strongest Acidic)	4.64	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	171.91 m³·mol⁻¹	ChemAxon
Polarizability	72.25 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00058695

Chemspider ID

8803224

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10627861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid (NP0185468)

MOL for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D MOL for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D SDF for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D-SDF for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

PDB for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D PDB for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

SMILES for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

INCHI for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

Structure for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)

3D Structure for NP0185468 (3-[(3s,3ar,4r,5ar,6s,7s,9ar,9br)-3-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-(prop-1-en-2-yl)-4-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid)