NP-MRD: Showing NP-Card for 4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate (NP0063140)

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Record Information

Version

2.0

Created at

2022-04-28 07:37:01 UTC

Updated at

2022-04-28 07:37:02 UTC

NP-MRD ID

NP0063140

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate

Description

(4R)-3,7-dimethyl-1-[(5-methyl-2-oxo-2H-chromen-4-yl)oxy]octa-2,6-dien-4-yl acetate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate is found in Mutisia orbignyana. Based on a literature review very few articles have been published on (4R)-3,7-dimethyl-1-[(5-methyl-2-oxo-2H-chromen-4-yl)oxy]octa-2,6-dien-4-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282209372D          

 27 28  0  0  1  0            999 V2000
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    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
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 16 27  1  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
   -5.2217   -3.0888   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2026   -2.1187    0.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0349   -1.9699    1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4190   -1.3613   -0.7834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4593   -0.4478   -0.3145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7782    0.9536   -0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1253    1.3077   -0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942    2.3441    0.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6350    2.6850    1.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1366    3.1974    0.9823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0916   -0.8226   -0.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7721   -0.8433   -2.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1402   -1.1425    0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -1.5050   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247   -0.6900    0.0815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5254   -0.9734   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7783   -2.0501   -1.1716 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0514   -2.3185   -1.5630 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006   -3.2966   -2.3348 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.5771   -1.1549 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8797   -0.5611   -0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9744    0.1857    0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983    1.2629    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5289    1.5930    1.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157    0.8635    0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0498    1.1958    1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6156   -0.2080    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6315   -2.7487   -1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -4.1165   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0744   -3.1621    0.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.4728    0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550    1.6540   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8605    0.9652   -1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    0.7146   -0.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9503    1.9951    1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3816    2.6364    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6307    3.7243    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4185    2.6295    1.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4556    4.0719    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    3.5661    0.0629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -1.8517   -2.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -0.1245   -2.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6330   -0.4574   -2.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3665   -1.1300    1.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1730   -1.6009   -1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489   -2.5524   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9677   -2.6465   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9598   -0.0744   -0.3116 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6693    1.8249    1.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897    2.4385    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1680    2.1053    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034    0.4414    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3761    1.5567    0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  2  3
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 16  1  0
 27 21  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
  7 34  1  0
  6 32  1  0
  6 33  1  0
  5 31  1  1
  1 28  1  0
  1 29  1  0
  1 30  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 17 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
M  END


  Mrv1652304282209372D          

 27 28  0  0  1  0            999 V2000
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    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
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    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
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 16 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0063140

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@@H](OC(C)=O)C(\C)=C\COC1=CC(=O)OC2=CC=CC(C)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O5/c1-14(2)9-10-18(26-17(5)23)15(3)11-12-25-20-13-21(24)27-19-8-6-7-16(4)22(19)20/h6-9,11,13,18H,10,12H2,1-5H3/b15-11+/t18-/m1/s1

> <INCHI_KEY>
GYFARDLIBDGFNP-HAZIXKIPSA-N

> <FORMULA>
C22H26O5

> <MOLECULAR_WEIGHT>
370.445

> <EXACT_MASS>
370.178023937

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.97239280944802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4R)-3,7-dimethyl-1-[(5-methyl-2-oxo-2H-chromen-4-yl)oxy]octa-2,6-dien-4-yl acetate

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
3.887336203000001

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.87723559591334

> <JCHEM_POLAR_SURFACE_AREA>
61.830000000000005

> <JCHEM_REFRACTIVITY>
106.8211

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4R)-3,7-dimethyl-1-[(5-methyl-2-oxochromen-4-yl)oxy]octa-2,6-dien-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  15.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001  16.170   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.334  16.170   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  11.550   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4                                                       
CONECT   13    8   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   17   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   16                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
(4R)-3,7-Dimethyl-1-[(5-methyl-2-oxo-2H-chromen-4-yl)oxy]octa-2,6-dien-4-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₆O₅

Average Mass

370.4450 Da

Monoisotopic Mass

370.17802 Da

IUPAC Name

(2E,4R)-3,7-dimethyl-1-[(5-methyl-2-oxo-2H-chromen-4-yl)oxy]octa-2,6-dien-4-yl acetate

Traditional Name

(2E,4R)-3,7-dimethyl-1-[(5-methyl-2-oxochromen-4-yl)oxy]octa-2,6-dien-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@@H](OC(C)=O)C(\C)=C\COC1=CC(=O)OC2=CC=CC(C)=C12

InChI Identifier

InChI=1S/C22H26O5/c1-14(2)9-10-18(26-17(5)23)15(3)11-12-25-20-13-21(24)27-19-8-6-7-16(4)22(19)20/h6-9,11,13,18H,10,12H2,1-5H3/b15-11+/t18-/m1/s1

InChI Key

GYFARDLIBDGFNP-HAZIXKIPSA-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
Mutisia orbignyana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Coumarin
Aromatic monoterpenoid
Benzopyran
Bicyclic monoterpenoid
1-benzopyran
Monoterpenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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	5.11	ALOGPS
logP	3.89	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.82 m³·mol⁻¹	ChemAxon
Polarizability	40.97 Å³	ChemAxon
Number of Rings	2	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

162946861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate (NP0063140)

MOL for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

3D MOL for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

3D SDF for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

3D-SDF for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

PDB for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

3D PDB for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

SMILES for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

INCHI for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

Structure for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)

3D Structure for NP0063140 (4-[4-Hydroxygeranyloxy]-5-methylcoumarin acetate)