NP-MRD: Showing NP-Card for 2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid (NP0215828)

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Record Information

Version

2.0

Created at

2022-09-05 15:34:37 UTC

Updated at

2022-09-05 15:34:37 UTC

NP-MRD ID

NP0215828

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid

Description

Salvipalestinoic acid, also known as salvipalestinoate, belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position. 2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid is found in Salvia palaestina. Based on a literature review very few articles have been published on Salvipalestinoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052217342D          

 27 29  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  7 27  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -5.1202   -1.6224    0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3508   -0.9564   -0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129   -1.9376   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9800   -0.5315   -0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978    0.3377   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2685    0.6957   -2.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1878    0.8443   -1.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3800    0.4950   -0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284   -0.3363    0.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1257   -0.8370    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4680   -1.6541    1.7016 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -0.6502    1.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127   -1.7156    2.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0431    0.3880    2.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303    0.9156    0.9422 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2139    0.3518    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1268    0.8037   -0.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -1.1386    1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274    0.8865    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908    1.7085    2.9616 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809    0.4953    2.7322 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0771    0.9315   -0.2895 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7261    0.1716   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938    2.3729   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4961    2.1884   -2.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    2.4387   -3.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8193    1.7168   -2.3659 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9846   -2.7312    0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2081   -1.0958    1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2203   -1.5843    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9369   -0.0470   -0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2819   -2.3127   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760   -1.3359   -2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0518   -2.7442   -1.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512    0.9594   -3.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2420   -2.1504    1.9616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -0.0394    2.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5100    1.2115    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9904    2.0101    1.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3045    0.0180   -0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1892    0.9511    0.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9027    1.8047   -0.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484   -1.4877    2.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -1.5564    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -1.6624    0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879   -0.4012    3.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -0.7623   -1.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097    0.8449   -1.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9230   -0.0599   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165    2.9181   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    2.8907   -0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19 21  1  0
 19 20  2  0
 15 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
  9 10  2  0
 10 11  1  0
 10  4  1  0
 27  7  1  0
 22  8  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  1
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 21 46  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 11 36  1  0
M  END


  Mrv1652309052217342D          

 27 29  0  0  1  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  7 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215828

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C(O)C2=C3C(C(=O)C[C@@H](C(C)(C)C(O)=O)[C@]3(C)CC(=O)O2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-8(2)12-15(23)13-9(21)6-10(19(3,4)18(25)26)20(5)7-11(22)27-17(14(13)20)16(12)24/h8,10,23-24H,6-7H2,1-5H3,(H,25,26)/t10-,20-/m0/s1

> <INCHI_KEY>
QQOYFHLAUCOYFF-FVINQWEUSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.405

> <EXACT_MASS>
376.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.32526278350288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(5S,6R)-10,12-dihydroxy-5-methyl-3,8-dioxo-11-(propan-2-yl)-2-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid

> <JCHEM_LOGP>
4.271349557333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.896359792030117

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4385570381016746

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7713139022360815

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000001

> <JCHEM_REFRACTIVITY>
96.14859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(5S,6R)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.771   0.976   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.231   3.644   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   27                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15    8   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    7                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
Salvipalestinoate	Generator

Chemical Formula

C₂₀H₂₄O₇

Average Mass

376.4050 Da

Monoisotopic Mass

376.15220 Da

IUPAC Name

2-[(5S,6R)-10,12-dihydroxy-5-methyl-3,8-dioxo-11-(propan-2-yl)-2-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid

Traditional Name

2-[(5S,6R)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C1=C(O)C2=C3C(C(=O)C[C@@H](C(C)(C)C(O)=O)[C@]3(C)CC(=O)O2)=C1O

InChI Identifier

InChI=1S/C20H24O7/c1-8(2)12-15(23)13-9(21)6-10(19(3,4)18(25)26)20(5)7-11(22)27-17(14(13)20)16(12)24/h8,10,23-24H,6-7H2,1-5H3,(H,25,26)/t10-,20-/m0/s1

InChI Key

QQOYFHLAUCOYFF-FVINQWEUSA-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
Salvia palaestina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3,4-dihydrocoumarins. These are 3,4-dihydrogenated coumarins. Coumarin is a bicyclic compound that are 1-benzopyran carrying an oxo group at the 2-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

3,4-dihydrocoumarins

Sub Class

Not Available

Direct Parent

3,4-dihydrocoumarins

Alternative Parents

Substituents

3,4-dihydrocoumarin
Chromane
Benzopyran
1-benzopyran
Tetralin
Cumene
Aryl alkyl ketone
Aryl ketone
Phenol
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous acid
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	4.27	ChemAxon
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.15 m³·mol⁻¹	ChemAxon
Polarizability	38.33 Å³	ChemAxon
Number of Rings	3	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

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

101713163

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid (NP0215828)

MOL for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

3D MOL for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

3D SDF for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

3D-SDF for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

PDB for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

3D PDB for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

SMILES for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

INCHI for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

Structure for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)

3D Structure for NP0215828 (2-[(5s,6r)-10,12-dihydroxy-11-isopropyl-5-methyl-3,8-dioxo-2-oxatricyclo[7.3.1.0⁵,¹³]trideca-1(13),9,11-trien-6-yl]-2-methylpropanoic acid)