NP-MRD: Showing NP-Card for Calophyllic acid (NP0057221)

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Record Information

Version

2.0

Created at

2022-04-28 02:43:07 UTC

Updated at

2022-04-28 02:43:07 UTC

NP-MRD ID

NP0057221

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Calophyllic acid

Description

Beta-[(2beta,3alpha,8,8-Tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-B']dipyran)-6-yl]-trans-cinnamic acid belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety. Calophyllic acid is found in Calophyllum inophyllum . Based on a literature review very few articles have been published on beta-[(2beta,3alpha,8,8-Tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-B']dipyran)-6-yl]-trans-cinnamic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204432D          

 31 34  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181    2.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 29  1  0  0  0  0
 28 30  1  6  0  0  0
 27 31  1  1  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -5.2767   -0.8713    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9071   -1.2916    1.1201 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0700   -0.1803    1.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7886   -0.1713    0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1055    1.0260    0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1706    1.0253   -0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7735   -0.1884   -0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1483   -0.2769   -0.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5571    0.2055   -2.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6807    0.8536   -3.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4639    0.9838   -2.9208 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2303    1.3904   -4.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0887   -0.9340   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6767   -1.3767    1.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931   -1.9984    2.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -2.2189    1.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2546   -1.8026    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036   -1.1707   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1072   -1.3807   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6382   -2.6274   -0.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -1.3544    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9267   -2.5900    0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3029   -3.6533    0.6299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -2.4846    0.3451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0194   -3.7749    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8276    2.2214   -0.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2696    3.4819   -0.1183 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1821    4.3431   -1.3847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1200    4.2382    0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0951    3.4386    0.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217    2.3005    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8983   -0.5832    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7457   -1.6800   -0.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1911    0.0193   -0.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9890   -1.5762    2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6381    0.1300   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    1.2976   -4.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6397   -1.2079    1.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1451   -2.3314    3.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4911   -2.7114    2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2997   -1.9724    0.2643 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8315   -0.8788   -1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.6654   -1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543   -2.2996   -0.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7210   -3.5381    1.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4906   -4.3362   -0.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -4.4544    1.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    4.2281   -2.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0647    5.3850   -1.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656    4.0910   -1.9236 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596    3.8799    0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7357    4.1056    1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    5.3324    0.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5710    4.3553    0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7366    2.2491    1.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 21 19  1  0
 19 20  1  0
 19  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  8 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  6  1  0
  6  5  2  0
  5 31  1  0
 31 30  2  0
 30 27  1  0
 27 28  1  6
 27 29  1  0
 27 26  1  0
 24  2  1  0
 18 13  1  0
 26  6  1  0
  5  4  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
 24 44  1  6
 25 45  1  0
 25 46  1  0
 25 47  1  0
 20 43  1  0
  9 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 31 55  1  0
 30 54  1  0
 28 48  1  0
 28 49  1  0
 28 50  1  0
 29 51  1  0
 29 52  1  0
 29 53  1  0
M  END


  Mrv1652304282204432D          

 31 34  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390    0.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1181    2.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 29  1  0  0  0  0
 28 30  1  6  0  0  0
 27 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0057221

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1OC2=C(C(=O)[C@H]1C)C(O)=C(\C(=C/C(O)=O)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O6/c1-13-14(2)30-23-16-10-11-25(3,4)31-24(16)19(22(29)20(23)21(13)28)17(12-18(26)27)15-8-6-5-7-9-15/h5-14,29H,1-4H3,(H,26,27)/b17-12-/t13-,14-/m0/s1

> <INCHI_KEY>
SSJOJPHKKKSPGS-RAKLLCQZSA-N

> <FORMULA>
C25H24O6

> <MOLECULAR_WEIGHT>
420.461

> <EXACT_MASS>
420.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.051227201576786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]-3-phenylprop-2-enoic acid

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
5.114222233

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.658884444618801

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.479910487944879

> <JCHEM_PKA_STRONGEST_BASIC>
-4.647644568823313

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
126.98649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]-3-phenylprop-2-enoic acid

> <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       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.566   0.047   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.566   1.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   6.105   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.184   7.438   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.746   3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.516   4.771   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.746   6.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.206   6.105   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.821   4.064   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9    5                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    4   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24    3                                                            
CONECT   25    2   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28    1                                                       
CONECT   30   28                                                            
CONECT   31   27                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
b-[(2b,3a,8,8-Tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran)-6-yl]-trans-cinnamate	Generator
b-[(2b,3a,8,8-Tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran)-6-yl]-trans-cinnamic acid	Generator
beta-[(2beta,3alpha,8,8-Tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran)-6-yl]-trans-cinnamate	Generator
Β-[(2β,3α,8,8-tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran)-6-yl]-trans-cinnamate	Generator
Β-[(2β,3α,8,8-tetramethyl-4-oxo-5-hydroxy-3,4-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran)-6-yl]-trans-cinnamic acid	Generator

Chemical Formula

C₂₅H₂₄O₆

Average Mass

420.4610 Da

Monoisotopic Mass

420.15729 Da

IUPAC Name

(2Z)-3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]-3-phenylprop-2-enoic acid

Traditional Name

(2Z)-3-[(4S,5S)-8-hydroxy-4,5,12,12-tetramethyl-6-oxo-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(10),2(7),8,13-tetraen-9-yl]-3-phenylprop-2-enoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1OC2=C(C(=O)[C@H]1C)C(O)=C(\C(=C/C(O)=O)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C25H24O6/c1-13-14(2)30-23-16-10-11-25(3,4)31-24(16)19(22(29)20(23)21(13)28)17(12-18(26)27)15-8-6-5-7-9-15/h5-14,29H,1-4H3,(H,26,27)/b17-12-/t13-,14-/m0/s1

InChI Key

SSJOJPHKKKSPGS-RAKLLCQZSA-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
Calophyllum inophyllum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranochromenes. These are organic heterocyclic compounds containing a pyran ring fused to a chromene (1-benzopyran) moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranochromenes

Alternative Parents

Substituents

Pyranochromene
Cinnamic acid
Cinnamic acid or derivatives
2,2-dimethyl-1-benzopyran
Chromone
Styrene
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
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	4.37	ALOGPS
logP	5.11	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.48	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	126.99 m³·mol⁻¹	ChemAxon
Polarizability	44.05 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

111307592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102193572

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Calophyllic acid (NP0057221)

MOL for NP0057221 (Calophyllic acid)

3D MOL for NP0057221 (Calophyllic acid)

3D SDF for NP0057221 (Calophyllic acid)

3D-SDF for NP0057221 (Calophyllic acid)

PDB for NP0057221 (Calophyllic acid)

3D PDB for NP0057221 (Calophyllic acid)

SMILES for NP0057221 (Calophyllic acid)

INCHI for NP0057221 (Calophyllic acid)

Structure for NP0057221 (Calophyllic acid)

3D Structure for NP0057221 (Calophyllic acid)