NP-MRD: Showing NP-Card for (-)-Annomosin A (NP0080450)

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Record Information

Version

1.0

Created at

2022-04-29 01:28:24 UTC

Updated at

2022-04-29 01:28:24 UTC

NP-MRD ID

NP0080450

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Annomosin A

Description

[(1S,4S,5R,9S,10R,13R,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecane-14-carboxylate belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. (-)-Annomosin A is found in Annona squamosa . Based on a literature review very few articles have been published on [(1S,4S,5R,9S,10R,13R,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]Hexadecane-14-carboxylate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304292203282D          

 45 52  0  0  1  0            999 V2000
    1.7112   -6.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748   -7.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2845   -6.7736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3307   -5.9498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0672   -5.5780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7574   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1346   -4.7352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3928   -4.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3345   -4.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -5.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2092   -3.0503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9498   -3.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9289   -4.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.7987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1152   -3.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1145   -2.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -1.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -1.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    0.0070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3457    0.7650    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9484    1.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    1.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9686    0.3416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3571   -0.2946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8863    0.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175   -1.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -0.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7889    0.1795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3313    0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1408    0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4079   -0.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8655   -0.7600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4678   -1.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7349   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -2.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232   -0.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510    0.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8080   -5.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1911   -7.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127   -7.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403   -6.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  1  0  0  0
  8 11  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 15 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 22 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
 37 38  2  0  0  0  0
 31 39  1  1  0  0  0
 26 40  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  6  0  0  0
  5 42  1  1  0  0  0
  3 43  1  1  0  0  0
 43 44  2  0  0  0  0
  3 45  1  6  0  0  0
M  END


  Mrv1652304292203282D          

 45 52  0  0  1  0            999 V2000
    1.7112   -6.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748   -7.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2845   -6.7736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3307   -5.9498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0672   -5.5780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7574   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1346   -4.7352    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3928   -4.2488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3345   -4.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3694   -5.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -3.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2092   -3.0503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9498   -3.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9289   -4.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3835   -2.7987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1152   -3.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1145   -2.0188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954   -1.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6555   -1.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9274    0.0070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3457    0.7650    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9484    1.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    1.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9686    0.3416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3571   -0.2946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8863    0.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6976   -1.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175   -1.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -0.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7889    0.1795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3313    0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1408    0.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4079   -0.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8655   -0.7600    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4678   -1.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7349   -1.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751   -2.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5222    0.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232   -0.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510    0.4793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8080   -5.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1911   -7.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0127   -7.3727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403   -6.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  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
  4 10  1  1  0  0  0
  8 11  1  6  0  0  0
 12 11  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 15 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 22 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
 37 38  2  0  0  0  0
 31 39  1  1  0  0  0
 26 40  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  6  0  0  0
  5 42  1  1  0  0  0
  3 43  1  1  0  0  0
 43 44  2  0  0  0  0
  3 45  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0080450

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(CCC[C@@]2(C)[C@@H]3CC[C@@H]4C[C@@]3(C[C@H]4C(=O)OC[C@]3(O)C[C@]45C[C@H]3CC[C@H]4[C@]3(C)CCC[C@@](C)(C=O)[C@H]3CC5)CC[C@H]12)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H60O5/c1-34(23-41)13-5-15-36(3)29(34)11-17-38-19-26(7-9-31(36)38)28(21-38)33(43)45-25-40(44)22-39-18-12-30-35(2,24-42)14-6-16-37(30,4)32(39)10-8-27(40)20-39/h23-24,26-32,44H,5-22,25H2,1-4H3/t26-,27-,28-,29-,30-,31+,32+,34+,35+,36-,37-,38-,39+,40-/m1/s1

> <INCHI_KEY>
SAUDOPUDLXLFLB-LCHKIAMOSA-N

> <FORMULA>
C40H60O5

> <MOLECULAR_WEIGHT>
620.915

> <EXACT_MASS>
620.444075032

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
0.0

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,4S,5R,9S,10R,13R,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-14-carboxylate

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
7.231799996000001

> <ALOGPS_LOGS>
-6.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.752200230639342

> <JCHEM_PKA_STRONGEST_BASIC>
-3.344587619118351

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
174.74630000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.32e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,4S,5R,9S,10R,13R,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-14-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       3.194 -12.793   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.820 -13.487   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.531 -12.644   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.617 -11.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.992 -10.412   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.281 -11.256   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.118  -8.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.733  -7.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.624  -8.730   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.689 -10.271   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.572  -6.895   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.257  -5.694   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.640  -6.528   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.601  -8.134   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.716  -5.224   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.215  -6.554   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.214  -3.768   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.298  -3.475   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.224  -2.606   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.721  -1.150   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.731   0.013   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.512   1.428   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.637   2.591   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.190   2.220   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.541   0.638   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.400  -0.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.521   0.481   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.036  -2.009   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.566  -2.299   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.571  -1.122   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.073   0.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.085   1.495   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.596   1.199   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.095  -0.258   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.082  -1.419   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.207  -2.471   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.839  -2.939   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.034  -3.911   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.575   1.792   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.843  -1.180   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.469   0.895   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.375  -9.735   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.357 -13.902   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.890 -13.762   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.009 -12.611   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   43   45                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   42                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11   16                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15    8                                                       
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   40   41                                             
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27   28   40                                             
CONECT   27   26   22                                                       
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   25   32   39                                             
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   30   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37                                                            
CONECT   39   31                                                            
CONECT   40   26   21                                                       
CONECT   41   21                                                            
CONECT   42    5                                                            
CONECT   43    3   44                                                       
CONECT   44   43                                                            
CONECT   45    3                                                            
MASTER        0    0    0    0    0    0    0    0   45    0  104    0
END

View in JSmol

Synonyms

Value	Source
[(1S,4S,5R,9S,10R,13R,14S)-5-Formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0,.0,]hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0,.0,]hexadecane-14-carboxylic acid	Generator

Chemical Formula

C₄₀H₆₀O₅

Average Mass

620.9150 Da

Monoisotopic Mass

620.44408 Da

IUPAC Name

[(1S,4S,5R,9S,10R,13R,14S)-5-formyl-14-hydroxy-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-14-yl]methyl (1R,4S,5R,9S,10R,13R,14R)-5-formyl-5,9-dimethyltetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-14-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@]1(CCC[C@@]2(C)[C@@H]3CC[C@@H]4C[C@@]3(C[C@H]4C(=O)OC[C@]3(O)C[C@]45C[C@H]3CC[C@H]4[C@]3(C)CCC[C@@](C)(C=O)[C@H]3CC5)CC[C@H]12)C=O

InChI Identifier

InChI=1S/C40H60O5/c1-34(23-41)13-5-15-36(3)29(34)11-17-38-19-26(7-9-31(36)38)28(21-38)33(43)45-25-40(44)22-39-18-12-30-35(2,24-42)14-6-16-37(30,4)32(39)10-8-27(40)20-39/h23-24,26-32,44H,5-22,25H2,1-4H3/t26-,27-,28-,29-,30-,31+,32+,34+,35+,36-,37-,38-,39+,40-/m1/s1

InChI Key

SAUDOPUDLXLFLB-LCHKIAMOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Annona squamosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.32	ALOGPS
logP	7.23	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	13.75	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	174.75 m³·mol⁻¹	ChemAxon
Polarizability	0 Å³	ChemAxon
Number of Rings	8	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

162853155

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Annomosin A (NP0080450)

MOL for NP0080450 ((-)-Annomosin A)

3D MOL for NP0080450 ((-)-Annomosin A)

3D SDF for NP0080450 ((-)-Annomosin A)

3D-SDF for NP0080450 ((-)-Annomosin A)

PDB for NP0080450 ((-)-Annomosin A)

3D PDB for NP0080450 ((-)-Annomosin A)

SMILES for NP0080450 ((-)-Annomosin A)

INCHI for NP0080450 ((-)-Annomosin A)

Structure for NP0080450 ((-)-Annomosin A)

3D Structure for NP0080450 ((-)-Annomosin A)