NP-MRD: Showing NP-Card for Daphniphylline (NP0333817)

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Record Information

Version

2.0

Created at

2024-09-09 20:40:40 UTC

Updated at

2024-09-09 20:40:41 UTC

NP-MRD ID

NP0333817

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daphniphylline

Description

Isolated from the bract of Hibiscus sabdariffa (roselle) [DFC] One of the main alkaloids from Daphniphyllum macropodum and Daphniphyllum teijsmanniand is also isolated from the bark of Daphniphyllum gracile and from the dried calyx and bract of Hibiscus sabdariffa (Daphniphyllaceae, Malvaceae) [CCD]. Daphniphylline is found in herbs and spices.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05242323122D          

 44 50  0  0  1  0            999 V2000
    4.6349    0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900    1.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -3.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -1.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922   -6.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303   -0.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    1.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3799   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7904   -5.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -1.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -5.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2725    0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -4.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8311    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4382   -3.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    0.0949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2684   -0.2064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7229   -2.4702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9856   -0.9785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9098   -4.3112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4159   -0.1511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0842   -3.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224   -3.8956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9867   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -5.6646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8299   -0.1888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8235   -1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585    0.3763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847   -3.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071   -3.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383   -4.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -2.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -5.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037   -0.7240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0545   -0.4566    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5459   -2.5282    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -1.8014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0855   -4.3457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146    0.6179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
 28  4  1  6  0  0  0
  5 29  1  0  0  0  0
 30  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
 24  8  1  0  0  0  0
  9 15  1  0  0  0  0
 21  9  1  0  0  0  0
 10 13  1  0  0  0  0
 22 10  1  0  0  0  0
 11 14  1  0  0  0  0
 25 11  1  0  0  0  0
 31 12  1  0  0  0  0
 13 29  1  0  0  0  0
 30 14  1  0  0  0  0
 31 15  1  0  0  0  0
 23 16  1  0  0  0  0
 16 32  1  0  0  0  0
 21 17  1  0  0  0  0
 17 33  1  0  0  0  0
 28 18  1  0  0  0  0
 18 36  1  0  0  0  0
 22 19  1  1  0  0  0
 20 34  2  0  0  0  0
 20 37  1  0  0  0  0
 21 39  1  1  0  0  0
 21 29  1  0  0  0  0
 22 40  1  6  0  0  0
 22 26  1  0  0  0  0
 23 41  1  6  0  0  0
 23 27  1  0  0  0  0
 23 37  1  0  0  0  0
 24 42  1  1  0  0  0
 24 31  1  0  0  0  0
 24 32  1  0  0  0  0
 25 43  1  6  0  0  0
 25 28  1  0  0  0  0
 25 38  1  0  0  0  0
 26 44  1  6  0  0  0
 26 32  1  0  0  0  0
 26 33  1  0  0  0  0
 28 27  1  1  0  0  0
 27 35  2  0  0  0  0
 29 32  1  0  0  0  0
 30 36  1  0  0  0  0
 30 38  1  0  0  0  0
 31 33  1  1  0  0  0
M  END


  Mrv2104 05242323122D          

 44 50  0  0  1  0            999 V2000
    4.6349    0.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900    1.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7995   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586   -3.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676   -1.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5922   -6.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4303   -0.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    1.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3799   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7904   -5.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5960   -1.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -5.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2725    0.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1847   -1.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7410    0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -4.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8311    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4382   -3.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    0.0949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2684   -0.2064    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7229   -2.4702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9856   -0.9785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9098   -4.3112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4159   -0.1511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0842   -3.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224   -3.8956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9867   -0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766   -5.6646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8299   -0.1888    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8235   -1.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585    0.3763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3847   -3.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9071   -3.2699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383   -4.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -2.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -5.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2037   -0.7240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0545   -0.4566    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5459   -2.5282    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433   -1.8014    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0855   -4.3457    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146    0.6179    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
 28  4  1  6  0  0  0
  5 29  1  0  0  0  0
 30  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
 24  8  1  0  0  0  0
  9 15  1  0  0  0  0
 21  9  1  0  0  0  0
 10 13  1  0  0  0  0
 22 10  1  0  0  0  0
 11 14  1  0  0  0  0
 25 11  1  0  0  0  0
 31 12  1  0  0  0  0
 13 29  1  0  0  0  0
 30 14  1  0  0  0  0
 31 15  1  0  0  0  0
 23 16  1  0  0  0  0
 16 32  1  0  0  0  0
 21 17  1  0  0  0  0
 17 33  1  0  0  0  0
 28 18  1  0  0  0  0
 18 36  1  0  0  0  0
 22 19  1  1  0  0  0
 20 34  2  0  0  0  0
 20 37  1  0  0  0  0
 21 39  1  1  0  0  0
 21 29  1  0  0  0  0
 22 40  1  6  0  0  0
 22 26  1  0  0  0  0
 23 41  1  6  0  0  0
 23 27  1  0  0  0  0
 23 37  1  0  0  0  0
 24 42  1  1  0  0  0
 24 31  1  0  0  0  0
 24 32  1  0  0  0  0
 25 43  1  6  0  0  0
 25 28  1  0  0  0  0
 25 38  1  0  0  0  0
 26 44  1  6  0  0  0
 26 32  1  0  0  0  0
 26 33  1  0  0  0  0
 28 27  1  1  0  0  0
 27 35  2  0  0  0  0
 29 32  1  0  0  0  0
 30 36  1  0  0  0  0
 30 38  1  0  0  0  0
 31 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0333817

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](CC12[C@]3([H])CCC[C@]33CC[C@]4([H])CN3[C@@]1([H])[C@]([H])(CCC24C)C(C)C)(OC(C)=O)C(=O)[C@@]1(C)CO[C@]2(C)CC[C@]1([H])O2

> <INCHI_IDENTIFIER>
InChI=1S/C32H49NO5/c1-19(2)22-10-13-29(5)21-9-15-31-12-7-8-24(31)32(29,26(22)33(31)17-21)16-23(37-20(3)34)27(35)28(4)18-36-30(6)14-11-25(28)38-30/h19,21-26H,7-18H2,1-6H3/t21-,22-,23+,24-,25+,26+,28+,29?,30+,31+,32?/m1/s1

> <INCHI_KEY>
LFLWRPZTBUUBEQ-NZOOTUQVSA-N

> <FORMULA>
C32H49NO5

> <MOLECULAR_WEIGHT>
527.746

> <EXACT_MASS>
527.361073682

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
34.40382056357906

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(1S,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7S,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate

> <JCHEM_LOGP>
5.201202998999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.609441745231372

> <JCHEM_PKA_STRONGEST_BASIC>
12.345458017272037

> <JCHEM_POLAR_SURFACE_AREA>
65.07000000000001

> <JCHEM_REFRACTIVITY>
144.82489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(1S,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7S,10S,13S,14R)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-MAY-23         0                                  
HETATM    1  C   UNK     0       8.652   0.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.701   2.214   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.492  -7.163   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.976  -6.147   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.553  -2.109   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.839 -11.904   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.803  -1.681   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.418  -2.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.488   1.878   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.309  -1.925   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.475  -9.571   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.110  -0.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.846  -2.567   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.528 -10.696   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.509   0.838   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.078  -3.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.250   1.825   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.465  -7.828   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.151   0.741   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.818  -5.779   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.434   0.177   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.101  -0.385   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.216  -4.611   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.840  -1.826   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.698  -8.048   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.510  -0.282   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.890  -5.996   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.029  -7.272   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.709  -1.091   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.063 -10.574   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.549  -0.352   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.404  -1.950   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       3.283   0.702   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      -0.718  -5.671   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.427  -6.104   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.925  -9.298   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.680  -4.503   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.565  -9.606   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0       2.247  -1.351   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.568  -0.852   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.752  -4.719   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.948  -3.363   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.160  -8.112   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.067   1.153   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   28                                                            
CONECT    5   29                                                            
CONECT    6   30                                                            
CONECT    7    8   12                                                       
CONECT    8    7   24                                                       
CONECT    9   15   21                                                       
CONECT   10   13   22                                                       
CONECT   11   14   25                                                       
CONECT   12    7   31                                                       
CONECT   13   10   29                                                       
CONECT   14   11   30                                                       
CONECT   15    9   31                                                       
CONECT   16   23   32                                                       
CONECT   17   21   33                                                       
CONECT   18   28   36                                                       
CONECT   19    1    2   22                                                  
CONECT   20    3   34   37                                                  
CONECT   21    9   17   39   29                                             
CONECT   22   10   19   40   26                                             
CONECT   23   16   41   27   37                                             
CONECT   24    8   42   31   32                                             
CONECT   25   11   43   28   38                                             
CONECT   26   22   44   32   33                                             
CONECT   27   23   28   35                                                  
CONECT   28    4   18   25   27                                             
CONECT   29    5   13   21   32                                             
CONECT   30    6   14   36   38                                             
CONECT   31   12   15   24   33                                             
CONECT   32   16   24   26   29                                             
CONECT   33   17   26   31                                                  
CONECT   34   20                                                            
CONECT   35   27                                                            
CONECT   36   18   30                                                       
CONECT   37   20   23                                                       
CONECT   38   25   30                                                       
CONECT   39   21                                                            
CONECT   40   22                                                            
CONECT   41   23                                                            
CONECT   42   24                                                            
CONECT   43   25                                                            
CONECT   44   26                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₉NO₅

Average Mass

527.7460 Da

Monoisotopic Mass

527.36107 Da

IUPAC Name

(2S)-1-[(1S,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7S,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate

Traditional Name

(2S)-1-[(1S,4S,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7S,10S,13S,14R)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@](CC12[C@]3([H])CCC[C@]33CC[C@]4([H])CN3[C@@]1([H])[C@]([H])(CCC24C)C(C)C)(OC(C)=O)C(=O)[C@@]1(C)CO[C@]2(C)CC[C@]1([H])O2

InChI Identifier

InChI=1S/C32H49NO5/c1-19(2)22-10-13-29(5)21-9-15-31-12-7-8-24(31)32(29,26(22)33(31)17-21)16-23(37-20(3)34)27(35)28(4)18-36-30(6)14-11-25(28)38-30/h19,21-26H,7-18H2,1-6H3/t21-,22-,23+,24-,25+,26+,28+,29?,30+,31+,32?/m1/s1

InChI Key

LFLWRPZTBUUBEQ-NZOOTUQVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as daphniphylline-type alkaloids. These are alkaloids (or derivatives thereof) from the genus Daphniphyllum, possessing 22 carbon polycyclic fused ring systems with or without the C8 side chain. The C8 unit consists of 6-oxabicyclo[3.2.1]Octane or 2,8-dioxabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Daphniphylline-type alkaloids

Sub Class

Not Available

Direct Parent

Daphniphylline-type alkaloids

Alternative Parents

Substituents

Daphniphylline-type alkaloid
Diterpenoid
Azaspirodecane
Indolizidine
Indole or derivatives
Ketal
Alpha-acyloxy ketone
Oxepane
Azepane
N-alkylpyrrolidine
Piperidine
Monosaccharide
Meta-dioxane
Tetrahydrofuran
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Ketone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	5.2	ChemAxon
pKa (Strongest Acidic)	17.61	ChemAxon
pKa (Strongest Basic)	12.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	144.82 m³·mol⁻¹	ChemAxon
Polarizability	34.4 Å³	ChemAxon
Number of Rings	7	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang SP, Zhang H, Zhang CR, Cheng HD, Yue JM: Alkaloids from Daphniphyllum longeracemosum. J Nat Prod. 2006 Jan;69(1):79-82. doi: 10.1021/np0503449. [PubMed:16441073 ]
Guo LD, Chen Y, Xu J: Total Synthesis of Daphniphyllum Alkaloids: From Bicycles to Diversified Caged Structures. Acc Chem Res. 2020 Nov 17;53(11):2726-2737. doi: 10.1021/acs.accounts.0c00532. Epub 2020 Oct 14. [PubMed:33074659 ]
Kobayashi J, Kubota T: The Daphniphyllum alkaloids. Nat Prod Rep. 2009 Jul;26(7):936-62. doi: 10.1039/b813006j. Epub 2009 May 8. [PubMed:19554242 ]
Dutta M, Hazra A, Bhattacharya E, Bose R, Mandal Biswas S: Characterization and metabolomic profiling of two pigment producing fungi from infected fruits of Indian Gooseberry. Arch Microbiol. 2023 Mar 25;205(4):141. doi: 10.1007/s00203-023-03483-2. [PubMed:36964798 ]

Showing NP-Card for Daphniphylline (NP0333817)

MOL for NP0333817 (Daphniphylline)

3D MOL for NP0333817 (Daphniphylline)

3D SDF for NP0333817 (Daphniphylline)

3D-SDF for NP0333817 (Daphniphylline)

PDB for NP0333817 (Daphniphylline)

3D PDB for NP0333817 (Daphniphylline)

SMILES for NP0333817 (Daphniphylline)

INCHI for NP0333817 (Daphniphylline)

Structure for NP0333817 (Daphniphylline)

3D Structure for NP0333817 (Daphniphylline)