NP-MRD: Showing NP-Card for (+)-Caseargrewiin B (NP0078376)

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Record Information

Version

1.0

Created at

2022-04-28 23:28:10 UTC

Updated at

2022-04-28 23:28:10 UTC

NP-MRD ID

NP0078376

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Caseargrewiin B

Description

(1S,3R,5R,6aS,7R,8S,9R,10R,10aS)-1,3-bis(acetyloxy)-10-hydroxy-9-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-5-yl butanoate belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. Based on a literature review very few articles have been published on (1S,3R,5R,6aS,7R,8S,9R,10R,10aS)-1,3-bis(acetyloxy)-10-hydroxy-9-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[4,4a-c]furan-5-yl butanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292201282D          

 48 51  0  0  1  0            999 V2000
   -0.6900   -0.3982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7008   -1.2231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.0018   -0.1074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2754    0.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2967    1.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2997    2.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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  8  9  2  0  0  0  0
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  3 29  1  1  0  0  0
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M  END

     RDKit          3D

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  6 57  1  0
  5 54  1  0
  5 55  1  0
  4 52  1  0
  4 53  1  0
  2 51  1  0
  1 49  1  0
  1 50  1  0
M  END


  Mrv1652304292201282D          

 48 51  0  0  1  0            999 V2000
   -0.6900   -0.3982    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7008   -1.2231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0082   -1.6450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7280   -1.2419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7388   -0.4169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0018   -0.1074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2754    0.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4587   -0.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1677   -0.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1569   -1.2606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4370   -1.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595   -1.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3569   -2.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5364   -2.4676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8543   -3.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025   -3.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1687   -4.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2977    0.7953    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4784    0.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1330    0.1431    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8031    0.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855    0.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1083    0.9348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255    1.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353    1.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026    2.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3231    2.7506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7475    2.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3925   -2.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3838   -3.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710   -4.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3671   -5.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -5.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468   -2.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011   -1.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6476    0.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4727   -0.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -1.0562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0807    0.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676    0.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4756    0.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626    0.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8706    0.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6917    1.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9047    1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2967    1.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2997    2.2895    0.0000 O   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
  6  7  1  6  0  0  0
  5  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  1  0  0  0
 10 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  3 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
  3 35  1  6  0  0  0
  2 36  1  6  0  0  0
  1 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 42 47  1  0  0  0  0
 45 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0078376

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC(C)=O)C3=C1)[C@@H](O)[C@H](OC(=O)\C=C\C1=CC=C(O)C=C1)[C@@H](C)[C@]2(C)CCC(=C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C37H46O11/c1-8-10-30(41)46-27-19-28-34(44-23(5)38)48-35(45-24(6)39)37(28)29(20-27)36(7,18-17-21(3)9-2)22(4)32(33(37)43)47-31(42)16-13-25-11-14-26(40)15-12-25/h9,11-16,19,22,27,29,32-35,40,43H,2-3,8,10,17-18,20H2,1,4-7H3/b16-13+/t22-,27+,29+,32-,33+,34+,35-,36+,37-/m1/s1

> <INCHI_KEY>
DVWYIRXXTSVCNI-MRSWUMJYSA-N

> <FORMULA>
C37H46O11

> <MOLECULAR_WEIGHT>
666.764

> <EXACT_MASS>
666.304012301

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
70.83348271957149

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5R,6aS,7R,8S,9R,10R,10aS)-1,3-bis(acetyloxy)-10-hydroxy-9-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,7H,8H,9H,10H-naphtho[1,8a-c]furan-5-yl butanoate

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
5.748041120666666

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.481867969645453

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.398563412151695

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4628466324693497

> <JCHEM_POLAR_SURFACE_AREA>
154.89000000000001

> <JCHEM_REFRACTIVITY>
174.9688

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R,6aS,7R,8S,9R,10R,10aS)-1,3-bis(acetyloxy)-10-hydroxy-9-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6aH,8H,9H,10H-naphtho[1,8a-c]furan-5-yl butanoate

> <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      -1.288  -0.743   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.308  -2.283   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.015  -3.071   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.359  -2.318   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.379  -0.778   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.003  -0.200   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.514   1.492   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.723  -0.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.046  -0.813   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.026  -2.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.682  -3.106   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.524  -3.018   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.266  -4.445   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.735  -4.606   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.195  -5.723   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.725  -7.293   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.782  -8.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.422   1.485   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.893   1.666   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.248   0.267   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.499   0.527   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.400   1.856   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.936   1.745   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.728   3.241   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.613   2.684   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.738   4.261   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.470   5.135   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.129   4.923   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.733  -4.686   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.716  -6.389   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.228  -7.989   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.746  -7.732   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.685  -9.450   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.667 -10.636   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.021  -4.395   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.802  -3.049   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.076   0.017   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.616  -0.468   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -4.950  -1.972   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.751   0.573   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -7.220   0.110   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -8.355   1.151   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.823   0.689   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -10.958   1.730   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -10.624   3.233   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -9.156   3.695   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -8.021   2.654   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -11.759   4.274   0.000  0.00  0.00           O+0
CONECT    1    2    6   37                                                  
CONECT    2    1    3   36                                                  
CONECT    3    2    4   29   35                                             
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8   20                                             
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    8   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19    5   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   18   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    3   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35    3                                                            
CONECT   36    2                                                            
CONECT   37    1   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46   42                                                       
CONECT   48   45                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  102    0
END

View in JSmol

Synonyms

Value	Source
(1S,3R,5R,6AS,7R,8S,9R,10R,10as)-1,3-bis(acetyloxy)-10-hydroxy-9-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-7,8-dimethyl-7-(3-methylidenepent-4-en-1-yl)-1H,3H,5H,6H,6ah,7H,8H,9H,10H-naphtho[4,4a-c]furan-5-yl butanoic acid	Generator

Chemical Formula

C₃₇H₄₆O₁₁

Average Mass

666.7640 Da

Monoisotopic Mass

666.30401 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCC(=O)O[C@@H]1C[C@@H]2[C@@]3([C@H](OC(C)=O)O[C@H](OC(C)=O)C3=C1)[C@@H](O)[C@H](OC(=O)\C=C\C1=CC=C(O)C=C1)[C@@H](C)[C@]2(C)CCC(=C)C=C

InChI Identifier

InChI=1S/C37H46O11/c1-8-10-30(41)46-27-19-28-34(44-23(5)38)48-35(45-24(6)39)37(28)29(20-27)36(7,18-17-21(3)9-2)22(4)32(33(37)43)47-31(42)16-13-25-11-14-26(40)15-12-25/h9,11-16,19,22,27,29,32-35,40,43H,2-3,8,10,17-18,20H2,1,4-7H3/b16-13+/t22-,27+,29+,32-,33+,34+,35-,36+,37-/m1/s1

InChI Key

DVWYIRXXTSVCNI-MRSWUMJYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Tetracarboxylic acid or derivatives
Naphthofuran
Coumaric acid ester
Cinnamic acid ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.29	ALOGPS
logP	5.75	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.4	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	154.89 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	174.97 m³·mol⁻¹	ChemAxon
Polarizability	70.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

163103901

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Caseargrewiin B (NP0078376)

MOL for NP0078376 ((+)-Caseargrewiin B)

3D MOL for NP0078376 ((+)-Caseargrewiin B)

3D SDF for NP0078376 ((+)-Caseargrewiin B)

3D-SDF for NP0078376 ((+)-Caseargrewiin B)

PDB for NP0078376 ((+)-Caseargrewiin B)

3D PDB for NP0078376 ((+)-Caseargrewiin B)

SMILES for NP0078376 ((+)-Caseargrewiin B)

INCHI for NP0078376 ((+)-Caseargrewiin B)

Structure for NP0078376 ((+)-Caseargrewiin B)

3D Structure for NP0078376 ((+)-Caseargrewiin B)