NP-MRD: Showing NP-Card for 3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid (NP0221771)

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Record Information

Version

2.0

Created at

2022-09-05 23:25:55 UTC

Updated at

2022-09-05 23:25:55 UTC

NP-MRD ID

NP0221771

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid

Description

3-(8-{[2,2-Dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl)octanoic acid belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. 3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid is found in Calophyllum verticillatum. 3-(8-{[2,2-Dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl)octanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251513552D          

 40 42  0  0  0  0            999 V2000
    0.6039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -4.2355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -7.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859   -8.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -9.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6747   -9.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5314  -10.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4499   -9.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859   -7.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9612   -7.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3098   -8.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0575   -7.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8328   -8.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9760   -9.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4648   -7.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7089   -7.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3545   -6.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -6.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -6.3789    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32 36  1  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 23 39  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END


  Mrv1533004251513552D          

 40 42  0  0  0  0            999 V2000
    0.6039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -4.2355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -7.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3164   -9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039  -10.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -9.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -9.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859   -8.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0427   -9.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6747   -9.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5314  -10.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4499   -9.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1859   -7.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9612   -7.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3098   -8.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0575   -7.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8328   -8.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9760   -9.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4648   -7.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7089   -7.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3545   -6.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5444   -6.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -6.3789    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 32 36  1  0  0  0  0
 30 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 23 39  1  0  0  0  0
 11 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0221771

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(CC(O)=O)C1=C(O)C2=C(OC(C)C(C)C2=O)C(CC=C(C)C)(CC2CC(C(C)=C)C2(C)C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H50O6/c1-10-11-12-13-23(16-26(35)36)27-30(38)28-29(37)21(6)22(7)40-32(28)34(31(27)39,15-14-19(2)3)18-24-17-25(20(4)5)33(24,8)9/h14,21-25,38H,4,10-13,15-18H2,1-3,5-9H3,(H,35,36)

> <INCHI_KEY>
NHTHKMPWHMRXHW-UHFFFAOYSA-N

> <FORMULA>
C34H50O6

> <MOLECULAR_WEIGHT>
554.768

> <EXACT_MASS>
554.36073933

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
63.109984215848385

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl)octanoic acid

> <ALOGPS_LOGP>
5.58

> <JCHEM_LOGP>
7.316724597

> <ALOGPS_LOGS>
-5.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.5166707550793666

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.860896336230371

> <JCHEM_PKA_STRONGEST_BASIC>
-4.865680345019287

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
161.18

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.03e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       1.127  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.437 -10.574   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.977 -10.574   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.747 -11.907   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287 -11.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.057 -10.574   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.287  -9.240   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.747  -9.240   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.057  -7.906   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.057 -13.241   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.287 -14.575   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.747 -14.575   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.057 -15.908   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.597 -15.908   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.367 -17.242   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.597 -18.576   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.367 -19.909   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.057 -18.576   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.287 -19.909   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.287 -17.242   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.747 -17.242   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.367 -14.575   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.547 -15.565   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.280 -17.081   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.459 -18.071   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.192 -19.588   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.906 -17.544   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.547 -13.585   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.994 -14.112   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.645 -15.507   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.041 -14.856   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.488 -15.383   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.755 -16.900   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.668 -14.393   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.390 -13.461   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.595 -12.502   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.083 -11.952   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.597 -13.241   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      10.367 -11.907   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   39                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21                                                            
CONECT   23   15   24   29   39                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   23   30                                                       
CONECT   30   29   31   36                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   32   30   37   38                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   23   11   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

View in JSmol

Synonyms

Value	Source
3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl)octanoate	Generator

Chemical Formula

C₃₄H₅₀O₆

Average Mass

554.7680 Da

Monoisotopic Mass

554.36074 Da

IUPAC Name

3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-3,4,7,8-tetrahydro-2H-1-benzopyran-6-yl)octanoic acid

Traditional Name

3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(CC(O)=O)C1=C(O)C2=C(OC(C)C(C)C2=O)C(CC=C(C)C)(CC2CC(C(C)=C)C2(C)C)C1=O

InChI Identifier

InChI=1S/C34H50O6/c1-10-11-12-13-23(16-26(35)36)27-30(38)28-29(37)21(6)22(7)40-32(28)34(31(27)39,15-14-19(2)3)18-24-17-25(20(4)5)33(24,8)9/h14,21-25,38H,4,10-13,15-18H2,1-3,5-9H3,(H,35,36)

InChI Key

NHTHKMPWHMRXHW-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 verticillatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Medium-chain fatty acid
Branched fatty acid
Dihydropyranone
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Vinylogous ester
Vinylogous acid
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Enol
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.58	ALOGPS
logP	7.32	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	161.18 m³·mol⁻¹	ChemAxon
Polarizability	63.11 Å³	ChemAxon
Number of Rings	3	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

13915585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid (NP0221771)

MOL for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

3D MOL for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

3D SDF for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

3D-SDF for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

PDB for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

3D PDB for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

SMILES for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

INCHI for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

Structure for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)

3D Structure for NP0221771 (3-(8-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl)octanoic acid)