NP-MRD: Showing NP-Card for methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate (NP0145191)

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Record Information

Version

2.0

Created at

2022-09-02 00:20:07 UTC

Updated at

2022-09-02 00:20:07 UTC

NP-MRD ID

NP0145191

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate

Description

Furanogermenone belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Furanogermenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Furanogermenone has been detected, but not quantified in, gingers. methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate is found in Annona mucosa. This could make furanogermenone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241211002D          

 26 29  0  0  0  0            999 V2000
   -1.0717    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 23  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
    6.1503   -0.6374    0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251   -1.1672    0.5498 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7904   -0.3792    0.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887    0.7955   -0.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4754   -0.8491   -0.1127 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389   -2.2355    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -2.7936   -0.5348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231   -1.9033   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3578   -2.4648   -0.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471   -1.6530   -0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7246   -2.1505    0.1642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9732   -3.5380    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -0.2556    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4601    0.4587    0.1865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2204    0.6162   -1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.2950   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679   -0.5136   -0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4318   -0.0132   -0.6189 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6589    1.3980   -0.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353    2.2211   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508    3.6002    0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    4.4448    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6619    3.9542    0.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    4.7846    0.5730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    2.5777    0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    1.7450    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7197   -0.6810   -0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0440    0.3955    1.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7073   -1.2147    1.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337   -2.8094   -0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0903   -2.2785    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2916   -2.9525   -1.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232   -3.7783   -0.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993   -3.5389   -0.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0092   -3.7392    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -4.0803    0.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8662   -3.9014   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0252    1.3365   -0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760    0.9889   -1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5769   -0.3661   -1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4777    0.0058   -1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516    1.4185    0.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758    1.9511   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737    3.9559    0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2042    5.5144    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1946    5.1567   -0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9364    2.2803    0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 16  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
 13 10  1  0
 10 11  1  0
 11 12  1  0
 10  9  2  0
 18  5  1  0
 26 20  1  0
  9  8  1  0
 16 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
 18 41  1  6
 19 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
  9 34  1  0
M  END


  Mrv0541 02241211002D          

 26 29  0  0  0  0            999 V2000
   -1.0717    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3582    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3567    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  2  0  0  0  0
  3 19  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 20  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 23  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0145191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1CCC2=C3C1CC1=CC=C(O)C=C1C3=C(OC)C(OC)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO5/c1-24-16-9-12-6-7-21(20(23)26-3)15-8-11-4-5-13(22)10-14(11)18(17(12)15)19(16)25-2/h4-5,9-10,15,22H,6-8H2,1-3H3

> <INCHI_KEY>
ILKYEDYPZACASH-UHFFFAOYSA-N

> <FORMULA>
C20H21NO5

> <MOLECULAR_WEIGHT>
355.3844

> <EXACT_MASS>
355.141972787

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.158587541294196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaene-10-carboxylate

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.928689648333333

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.231227342319988

> <JCHEM_PKA_STRONGEST_BASIC>
-4.60598031433208

> <JCHEM_POLAR_SURFACE_AREA>
68.23000000000002

> <JCHEM_REFRACTIVITY>
96.82839999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.001   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.335   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.335  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.001  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.669  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.669  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.666  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.666   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.669   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.669   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.666   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.001   3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.001   1.540   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      -4.667   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.667   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.667  -3.850   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.002   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.002   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.335   0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.667   1.540   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.335  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.002   0.770   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   20                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    5    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13    4   12   14                                                  
CONECT   14    1   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   23                                                  
CONECT   18    2   21                                                       
CONECT   19    3   22                                                       
CONECT   20    7                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23   17   24   25                                                  
CONECT   24   23   26                                                       
CONECT   25   23                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
(+)-Romucosine C	HMDB
Methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-10-carboxylic acid	Generator

Chemical Formula

C₂₀H₂₁NO₅

Average Mass

355.3844 Da

Monoisotopic Mass

355.14197 Da

IUPAC Name

methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaene-10-carboxylate

Traditional Name

methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaene-10-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1CCC2=C3C1CC1=CC=C(O)C=C1C3=C(OC)C(OC)=C2

InChI Identifier

InChI=1S/C20H21NO5/c1-24-16-9-12-6-7-21(20(23)26-3)15-8-11-4-5-13(22)10-14(11)18(17(12)15)19(16)25-2/h4-5,9-10,15,22H,6-8H2,1-3H3

InChI Key

ILKYEDYPZACASH-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
Rollinia mucosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Heteroaromatic compound
Furan
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

germacrane sesquiterpenoid (CHEBI:81126 )

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	2.83	ALOGPS
logP	2.93	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.23	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.83 m³·mol⁻¹	ChemAxon
Polarizability	38.16 Å³	ChemAxon
Number of Rings	4	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

HMDB0036766

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439596

PDB ID

Not Available

ChEBI ID

81126

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate (NP0145191)

MOL for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D MOL for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D SDF for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D-SDF for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

PDB for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D PDB for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

SMILES for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

INCHI for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

Structure for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)

3D Structure for NP0145191 (methyl 4-hydroxy-15,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-10-carboxylate)