NP-MRD: Showing NP-Card for (+)-Caesaldekarin e (NP0070977)

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Record Information

Version

2.0

Created at

2022-04-28 16:22:52 UTC

Updated at

2022-04-28 16:22:52 UTC

NP-MRD ID

NP0070977

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Caesaldekarin e

Description

Caesaldekarine belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. (+)-Caesaldekarin e is found in Caesalpinia major and Caesalpinia crista . Based on a literature review very few articles have been published on caesaldekarine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218222D          

 30 33  0  0  1  0            999 V2000
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857    2.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1901    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022    1.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5830   -0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -0.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0584    0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  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  0  0  0  0
  8 11  1  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
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 11 23  1  0  0  0  0
 11 24  1  0  0  0  0
  8 25  1  6  0  0  0
  7 26  1  1  0  0  0
  3 27  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
    0.8689    5.0676   -0.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    3.6289   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0183    3.2842   -1.6470 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047    2.6240   -0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9030    1.2911   -0.1889 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7643    0.7289    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4954   -0.4325    0.3301 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5306   -0.9311    1.1311 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579   -0.9592    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8336   -1.5211    1.7624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1966   -0.4992   -0.3154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232   -1.4869   -0.0516 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1171   -2.2189   -1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370   -2.5597    1.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -1.0973   -0.2584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5961   -1.5075    0.8971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5827   -1.9031   -1.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584   -1.7138   -1.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4091   -0.5044   -0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5267    0.5378   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974    1.5943    0.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3135    1.6846    1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9750    2.5712    1.7980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2275    2.2205    1.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3972    1.0128    1.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1907    0.6608    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7093   -0.4026    0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6847   -1.4975   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1603    0.3532   -0.5864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3074    0.5082   -2.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7708    5.6976   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273    5.3458    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    5.3602   -1.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    1.2762   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889    0.4542    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5500    1.5071    1.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952   -0.0711   -0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0684   -2.5840    1.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8172   -0.9795    1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216   -1.4771    2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2204   -2.2886   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7513   -3.2491   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0352   -1.6561   -2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356   -3.4439    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094   -2.8268    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2885   -2.1753    2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8328   -0.7777    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2616   -2.9698   -1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -1.6399   -2.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646   -1.7652   -2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4158   -2.6498   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3720    2.4235    0.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9560    2.8248    2.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3050    0.4488    1.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5394   -2.3427    0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4366   -1.8605   -1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7167   -1.1232   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5786    0.1781   -2.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025    1.6365   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2708    0.1944   -2.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  2  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 29  1  0
 29 30  1  6
 29 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  1
 15 12  1  0
 12 13  1  6
 12 14  1  0
 19 27  1  0
 27 28  1  0
 27 26  2  0
 26 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
 12  7  1  0
 22 26  1  0
 15 29  1  0
 21 20  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
  7 37  1  6
  6 35  1  0
  6 36  1  0
  5 34  1  6
  1 31  1  0
  1 32  1  0
  1 33  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
 18 50  1  0
 18 51  1  0
 17 48  1  0
 17 49  1  0
 16 47  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 28 55  1  0
 28 56  1  0
 28 57  1  0
 25 54  1  0
 24 53  1  0
 21 52  1  0
M  END


  Mrv1652304282218222D          

 30 33  0  0  1  0            999 V2000
    3.6826    0.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978    2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6857    2.5951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1901    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0022    1.6241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6582    2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0092   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5830   -0.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -0.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0584    0.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  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  0  0  0  0
  8 11  1  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
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 11 23  1  0  0  0  0
 11 24  1  0  0  0  0
  8 25  1  6  0  0  0
  7 26  1  1  0  0  0
  3 27  1  0  0  0  0
  2 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070977

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@]2(C)C3=C(CC[C@@]2(O)C1(C)C)C(C)=C1C=COC1=C3

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O6/c1-13-16-7-9-24(27)22(4,5)20(29-14(2)25)12-21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10-11,20-21,27H,7,9,12H2,1-6H3/t20-,21+,23+,24-/m1/s1

> <INCHI_KEY>
VVJWDPJDEOTQOZ-AWAHEQQVSA-N

> <FORMULA>
C24H30O6

> <MOLECULAR_WEIGHT>
414.498

> <EXACT_MASS>
414.204238686

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.31756174787689

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,5R,7R)-3-(acetyloxy)-7-hydroxy-2,6,6,11-tetramethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraen-5-yl acetate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
3.329050144000001

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.77520634417316

> <JCHEM_PKA_STRONGEST_BASIC>
-2.872919374141507

> <JCHEM_POLAR_SURFACE_AREA>
85.97

> <JCHEM_REFRACTIVITY>
110.08279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,5R,7R)-3-(acetyloxy)-7-hydroxy-2,6,6,11-tetramethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraen-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.380  -2.127   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.896  -2.398   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.319   3.125   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.796   4.573   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.280   4.844   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.789   5.750   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.221   2.761   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.737   3.032   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.229   3.938   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.017  -1.913   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.088  -0.981   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.864  -1.856   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.842   1.676   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.928  -2.940   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.090   2.079   0.000  0.00  0.00           O+0
CONECT    1    2    6   30                                                  
CONECT    2    1    3   28                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   14   26                                             
CONECT    8    7    9   11   25                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   23   24                                             
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   11                                                            
CONECT   24   11                                                            
CONECT   25    8                                                            
CONECT   26    7                                                            
CONECT   27    3                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    1                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₆

Average Mass

414.4980 Da

Monoisotopic Mass

414.20424 Da

IUPAC Name

(2S,3S,5R,7R)-3-(acetyloxy)-7-hydroxy-2,6,6,11-tetramethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraen-5-yl acetate

Traditional Name

(2S,3S,5R,7R)-3-(acetyloxy)-7-hydroxy-2,6,6,11-tetramethyl-15-oxatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraen-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@]2(C)C3=C(CC[C@@]2(O)C1(C)C)C(C)=C1C=COC1=C3

InChI Identifier

InChI=1S/C24H30O6/c1-13-16-7-9-24(27)22(4,5)20(29-14(2)25)12-21(30-15(3)26)23(24,6)18(16)11-19-17(13)8-10-28-19/h8,10-11,20-21,27H,7,9,12H2,1-6H3/t20-,21+,23+,24-/m1/s1

InChI Key

VVJWDPJDEOTQOZ-AWAHEQQVSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Caesalpinia major	LOTUS Database	35616633
Guilandina crista	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Naphthofuran
Tetralin
Benzofuran
Dicarboxylic acid or derivatives
Cyclic alcohol
Heteroaromatic compound
Furan
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.16	ALOGPS
logP	3.33	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13.78	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	110.08 m³·mol⁻¹	ChemAxon
Polarizability	44.32 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

8773260

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10597887

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Caesaldekarin e (NP0070977)

MOL for NP0070977 ((+)-Caesaldekarin e)

3D MOL for NP0070977 ((+)-Caesaldekarin e)

3D SDF for NP0070977 ((+)-Caesaldekarin e)

3D-SDF for NP0070977 ((+)-Caesaldekarin e)

PDB for NP0070977 ((+)-Caesaldekarin e)

3D PDB for NP0070977 ((+)-Caesaldekarin e)

SMILES for NP0070977 ((+)-Caesaldekarin e)

INCHI for NP0070977 ((+)-Caesaldekarin e)

Structure for NP0070977 ((+)-Caesaldekarin e)

3D Structure for NP0070977 ((+)-Caesaldekarin e)