NP-MRD: Showing NP-Card for 9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate (NP0209364)

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Record Information

Version

2.0

Created at

2022-09-05 06:44:22 UTC

Updated at

2022-09-05 06:44:23 UTC

NP-MRD ID

NP0209364

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate

Description

8-Angeloylegelolide belongs to the class of organic compounds known as cycloheptafurans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 8-Angeloylegelolide is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 8-angeloylegelolide has been detected, but not quantified in, herbs and spices. 9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate is found in Achillea millefolium. This could make 8-angeloylegelolide a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061310002D          

 25 27  0  0  0  0            999 V2000
    0.8210    4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    0.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305   -1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    3.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534    1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431    3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3265    0.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -0.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8409   -0.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881    2.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560    2.9069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157   -0.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -0.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19  5  1  0  0  0  0
 19  7  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    5.3197    0.4640   -1.8729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792    0.1814   -1.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -0.2078   -0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2177   -0.3484    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6490   -0.4840    0.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8542    1.7878 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -0.3637   -0.0858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1959   -0.6397    0.5152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5170   -1.7591   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4865   -1.3968   -1.1988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8129   -2.6958   -1.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9909   -0.5306   -2.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7700   -0.8742   -0.6053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0141   -1.0246   -1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8668   -0.4355   -0.3398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2786    0.0911    0.6880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043    0.8499    1.8324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -0.1629    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    0.2388    1.4927 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1024    1.4376    2.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8886    2.0010    2.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5990    2.6413    3.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0339    1.7147    1.3523 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0560    2.9789    0.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6423    0.6096    0.6271 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0830    0.6086   -1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5910   -0.2683   -2.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2118    1.4565   -2.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825    0.3018   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711   -0.9533    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5920    0.6879    0.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9887   -0.8458    1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4194   -0.9499    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679   -2.3841    0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -2.4764   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119   -2.5073   -2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8342   -3.0950   -2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3125   -3.4176   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -0.9582   -2.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2293   -1.5492   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4351    0.5876    2.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9873    0.6997    1.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7204    1.9465    1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5960   -0.5360    2.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0593    1.4727    1.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945    2.8248   -0.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0255    3.1004    0.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2839    3.8604    1.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0018    0.9627   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  6
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25  8  1  0
 18 13  1  0
 25 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  8 33  1  1
  9 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  1
 23 45  1  1
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  6
M  END


  Mrv0541 05061310002D          

 25 27  0  0  0  0            999 V2000
    0.8210    4.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751    2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    0.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8305   -1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660    3.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534    1.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3431    3.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3265    0.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -0.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8409   -0.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9881    2.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7560    2.9069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9461   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157   -0.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8651    1.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864   -0.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  6  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19  5  1  0  0  0  0
 19  7  1  0  0  0  0
 19 12  1  0  0  0  0
 20 17  2  0  0  0  0
 21 18  2  0  0  0  0
 22 19  1  0  0  0  0
 23  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209364

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)OC1CC(C)(O)C2=COC(C)=C2C2OC(=O)C(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O6/c1-6-9(2)17(20)24-13-7-19(5,22)12-8-23-11(4)15(12)16-14(13)10(3)18(21)25-16/h6,8,10,13-14,16,22H,7H2,1-5H3/b9-6+

> <INCHI_KEY>
UUYOHEAYCPQMKY-RMKNXTFCSA-N

> <FORMULA>
C19H24O6

> <MOLECULAR_WEIGHT>
348.3903

> <EXACT_MASS>
348.1572885

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.73519583597048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.5205686226666666

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.805730522526435

> <JCHEM_PKA_STRONGEST_BASIC>
-2.858443533347751

> <JCHEM_POLAR_SURFACE_AREA>
85.97000000000001

> <JCHEM_REFRACTIVITY>
90.65069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.533   8.307   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.074   5.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.616   1.186   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.150  -3.052   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.001   2.381   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.737   7.347   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.073   3.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.245   0.338   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.507   5.824   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.901   0.338   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.691  -1.610   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.803   0.879   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.686   2.381   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.343   0.879   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.843  -0.325   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.303  -0.325   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.711   4.864   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.970  -1.200   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.461   2.381   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.145   5.426   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.766  -2.160   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.803   3.882   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.176  -1.200   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.482   3.341   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.455  -1.610   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   19                                                            
CONECT    6    1    9                                                       
CONECT    7   13   19                                                       
CONECT    8   12   23                                                       
CONECT    9    2    6   17                                                  
CONECT   10    3   14   18                                                  
CONECT   11    4   15   23                                                  
CONECT   12    8   15   19                                                  
CONECT   13    7   14   24                                                  
CONECT   14   10   13   16                                                  
CONECT   15   11   12   16                                                  
CONECT   16   14   15   25                                                  
CONECT   17    9   20   24                                                  
CONECT   18   10   21   25                                                  
CONECT   19    5    7   12   22                                             
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23    8   11                                                       
CONECT   24   13   17                                                       
CONECT   25   16   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
8a-Angeloyloxy-3-oxaartabsin	HMDB
9-Hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₁₉H₂₄O₆

Average Mass

348.3903 Da

Monoisotopic Mass

348.15729 Da

IUPAC Name

9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2E)-2-methylbut-2-enoate

Traditional Name

9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)OC1CC(C)(O)C2=COC(C)=C2C2OC(=O)C(C)C12

InChI Identifier

InChI=1S/C19H24O6/c1-6-9(2)17(20)24-13-7-19(5,22)12-8-23-11(4)15(12)16-14(13)10(3)18(21)25-16/h6,8,10,13-14,16,22H,7H2,1-5H3/b9-6+

InChI Key

UUYOHEAYCPQMKY-RMKNXTFCSA-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
Achillea millefolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloheptafurans. These are organic heterocyclic compounds containing a cycloheptane derivative fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Cycloheptafurans

Sub Class

Not Available

Direct Parent

Cycloheptafurans

Alternative Parents

Not Available

Substituents

Not Available

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	2.69	ALOGPS
logP	2.52	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.65 m³·mol⁻¹	ChemAxon
Polarizability	36.74 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

HMDB0037773

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016915

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

131752230

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate (NP0209364)

MOL for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

PDB for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

Structure for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0209364 (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.0²,⁶]trideca-1(13),10-dien-7-yl (2e)-2-methylbut-2-enoate)