NP-MRD: Showing NP-Card for [(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate (NP0260786)

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Record Information

Version

2.0

Created at

2022-09-08 03:02:46 UTC

Updated at

2022-09-08 03:02:46 UTC

NP-MRD ID

NP0260786

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate

Description

[(1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. [(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate is found in Hackelia velutina. Based on a literature review very few articles have been published on [(1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205022D          

 25 27  0  0  1  0            999 V2000
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6898   -2.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -4.0609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5640   -4.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -4.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6835   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682   -4.3158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286   -3.2762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9135   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  1  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  1  0  0  0
 11 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25  8  1  6  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
   -4.8111    2.1789   -0.8067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619    0.8926   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9194    0.3480   -2.1064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861    0.2236    0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7769   -0.9821   -0.0087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4205   -2.1102    0.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4423   -2.4406    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133   -1.5607    1.7227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4919   -0.5032    2.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9915    0.7195    1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099    0.5034    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4656    1.4442   -0.3625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6611    0.9628   -1.0706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713    0.6747   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9944    0.8480    0.7411 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572    0.1704   -1.2295 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8429    0.0080   -2.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -1.1756   -0.6419 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2891   -2.0297   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1443   -0.7728    0.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8576    0.4008    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8525    0.8541    0.8681 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2396    1.0418   -0.9454 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7897    2.4523   -0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3537   -0.8951    0.4546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1565    2.2262    0.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    3.0484   -1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7463    2.1464   -1.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7730   -1.2759   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -3.0277    0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4179   -1.8201    1.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051   -2.3703    2.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0639   -3.4929    1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8307   -0.7601    3.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -0.4148    2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495    1.6315    2.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659    2.4222    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2587    1.6179   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1387   -0.8735   -2.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2108   -1.6248   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8879   -1.9152    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5262   -3.1238   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -1.7606   -1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.0581   -1.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    3.1698   -0.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8300    2.6861   -1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216    2.5419    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -1.3418   -0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 16  1  0
 16 17  1  6
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 25  1  0
 16 18  1  0
 25 11  1  0
 25  8  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 18 40  1  6
 23 44  1  6
 24 45  1  0
 24 46  1  0
 24 47  1  0
 17 39  1  0
 12 37  1  0
 12 38  1  0
 10 36  1  0
  9 34  1  0
  9 35  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
  5 29  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
 25 48  1  6
M  END


  Mrv1652309082205022D          

 25 27  0  0  1  0            999 V2000
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6898   -2.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -4.0609    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5640   -4.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -4.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6835   -4.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4682   -4.3158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286   -3.2762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9135   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  1  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  1  0  0  0
 11 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25  8  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0260786

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1OC(=O)[C@H](C)[C@]1(O)C(=O)OCC1=CCN2CC[C@@H](OC(C)=O)[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO7/c1-9-15(20)24-10(2)17(9,22)16(21)23-8-12-4-6-18-7-5-13(14(12)18)25-11(3)19/h4,9-10,13-14,22H,5-8H2,1-3H3/t9-,10-,13+,14+,17+/m0/s1

> <INCHI_KEY>
MLBALSMBMWNBCE-KVZAPANVSA-N

> <FORMULA>
C17H23NO7

> <MOLECULAR_WEIGHT>
353.371

> <EXACT_MASS>
353.147452085

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.05855953957477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate

> <JCHEM_LOGP>
-0.17183931166666686

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.78998187778287

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.034827676683374

> <JCHEM_PKA_STRONGEST_BASIC>
8.217717003989849

> <JCHEM_POLAR_SURFACE_AREA>
102.37

> <JCHEM_REFRACTIVITY>
85.21610000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(7R,7aR)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.088  -4.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.388  -3.507   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.643  -2.362   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.894  -3.186   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.834   0.294   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.744  -4.331   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.190  -6.940   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.888  -4.584   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.251  -7.580   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.786  -8.056   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.497  -8.485   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.743  -7.580   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.207  -8.056   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.267  -6.116   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.172  -4.870   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23                                                            
CONECT   25   11    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
[(1R,7AR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylic acid	Generator

Chemical Formula

C₁₇H₂₃NO₇

Average Mass

353.3710 Da

Monoisotopic Mass

353.14745 Da

IUPAC Name

[(1R,7aR)-1-(acetyloxy)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate

Traditional Name

[(7R,7aR)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate

CAS Registry Number

Not Available

SMILES

C[C@@H]1OC(=O)[C@H](C)[C@]1(O)C(=O)OCC1=CCN2CC[C@@H](OC(C)=O)[C@@H]12

InChI Identifier

InChI=1S/C17H23NO7/c1-9-15(20)24-10(2)17(9,22)16(21)23-8-12-4-6-18-7-5-13(14(12)18)25-11(3)19/h4,9-10,13-14,22H,5-8H2,1-3H3/t9-,10-,13+,14+,17+/m0/s1

InChI Key

MLBALSMBMWNBCE-KVZAPANVSA-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
Hackelia velutina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Alkaloid or derivatives
Pyrrolizine
Gamma butyrolactone
N-alkylpyrrolidine
Pyrrolidine
Pyrroline
Tertiary alcohol
Tetrahydrofuran
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary amine
Tertiary aliphatic amine
Azacycle
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
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
logP	-0.17	ChemAxon
pKa (Strongest Acidic)	11.03	ChemAxon
pKa (Strongest Basic)	8.22	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	85.22 m³·mol⁻¹	ChemAxon
Polarizability	35.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

Chemspider ID

10182555

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14313391

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate (NP0260786)

MOL for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

3D MOL for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

3D SDF for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

3D-SDF for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

PDB for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

3D PDB for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

SMILES for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

INCHI for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

Structure for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)

3D Structure for NP0260786 ([(7r,7ar)-7-(acetyloxy)-5,6,7,7a-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r,4r)-3-hydroxy-2,4-dimethyl-5-oxooxolane-3-carboxylate)