NP-MRD: Showing NP-Card for Quassin (NP0137062)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-30 16:40:34 UTC

Updated at

2022-05-30 16:40:34 UTC

NP-MRD ID

NP0137062

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quassin

Description

Quassin, also known as nigakilactone D, belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring. Quassin is an extremely weak basic (essentially neutral) compound (based on its pKa). Quassin is a bitter tasting compound. Outside of the human body,. Bitter constituent of Quassia amara (Surinam quassia) and Picrasma excelsa (Jamaican quassiawood) Quassin is a white bitter, crystalline substance extracted from the quassia tree. Quassin is found in Picrasma crenata, Picrasma javanica, Picrasma quassioides, Quassia africana and Quassia amara. Quassin is a white bitter, crystalline substance extracted from the quassia tree.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061309132D          

 28 31  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   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
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    3.5724    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  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.7145    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
    1.4289    3.3000    0.0000 C   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
    1.4289    2.4750    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 20  2  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  1  0  0  0  0
 28 15  1  0  0  0  0
 28 16  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -4.9184   -2.7372    1.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5614   -2.5214    1.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9759   -1.2909    1.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.2155    0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1159    1.0592    0.5408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8054    1.6361   -0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    1.0002    0.5043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9172    2.2412    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499    2.0502    0.6079 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2729    3.1694    0.5762 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283    3.0583    0.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    4.0053    1.6158 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3481    1.8199    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3435    0.6652    0.7618 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.6290    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3576   -0.7702    1.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723   -1.6554    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209   -2.9214    0.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803   -3.3390   -1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0439   -1.5410   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4928   -2.5769   -0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332   -0.2401   -0.5124 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0909   -0.2600   -0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9228   -0.4648   -1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5476   -1.3027    0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8538   -2.1660    1.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1749    0.9253   -0.1206 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7323    1.6235   -1.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1754   -2.6995    0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5595   -2.0878    1.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1630   -3.8012    1.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7860   -0.3219    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122    1.7787    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1706    2.3417   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7023    2.2723   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2449    0.8939   -1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3176    0.8752    1.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    2.3683   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    3.0924    0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3533    1.6798    1.6622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8246    1.8457   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1663    1.6557    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0248    0.8038    1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5770   -1.8374    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3521   -0.1847    2.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0972   -0.2994    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1234   -4.3442   -0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000   -3.3533   -1.9315 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209   -2.6219   -1.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -0.1604   -1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465   -1.0246   -1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0040    0.4329   -2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3120   -1.1808   -2.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193    1.4604   -2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7997    2.7000   -1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980    1.0939   -1.7932 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 27  1  0
 27 28  1  6
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  2  0
 25  3  1  0
 23  7  1  0
 27  9  1  0
 27 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  1
  6 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  1
  8 38  1  0
  8 39  1  0
  9 40  1  1
 13 41  1  0
 13 42  1  0
 14 43  1  1
 16 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  6
 28 54  1  0
 28 55  1  0
 28 56  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
M  END


  Mrv0541 05061309132D          

 28 31  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   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
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    3.5724    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  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    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
    0.7145    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
    1.4289    3.3000    0.0000 C   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
    1.4289    2.4750    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   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    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  1  1  0  0  0  0
 10  7  1  0  0  0  0
 11  2  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  9  1  0  0  0  0
 13 11  1  0  0  0  0
 14  7  2  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 21  3  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 21 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 16  2  0  0  0  0
 24 17  2  0  0  0  0
 25 20  2  0  0  0  0
 26  5  1  0  0  0  0
 26 14  1  0  0  0  0
 27  6  1  0  0  0  0
 27 18  1  0  0  0  0
 28 15  1  0  0  0  0
 28 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137062

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C)C2CC3OC(=O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3

> <INCHI_KEY>
IOSXSVZRTUWBHC-UHFFFAOYSA-N

> <FORMULA>
C22H28O6

> <MOLECULAR_WEIGHT>
388.4541

> <EXACT_MASS>
388.188588628

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.99780541870241

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.235244382666666

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.076212391719164

> <JCHEM_PKA_STRONGEST_BASIC>
-4.595373576144004

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
104.20339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.30e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quassin

> <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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   11                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   10   14                                                       
CONECT    8   12   15                                                       
CONECT    9   13   16                                                       
CONECT   10    1    7   12                                                  
CONECT   11    2   13   18                                                  
CONECT   12    8   10   22                                                  
CONECT   13    9   11   21                                                  
CONECT   14    7   20   26                                                  
CONECT   15    8   21   28                                                  
CONECT   16    9   23   28                                                  
CONECT   17   18   19   24                                                  
CONECT   18   11   17   27                                                  
CONECT   19   17   21   22                                                  
CONECT   20   14   22   25                                                  
CONECT   21    3   13   15   19                                             
CONECT   22    4   12   19   20                                             
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   20                                                            
CONECT   26    5   14                                                       
CONECT   27    6   18                                                       
CONECT   28   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Nigakilactone D	HMDB
Quassin	MeSH

Chemical Formula

C₂₂H₂₈O₆

Average Mass

388.4541 Da

Monoisotopic Mass

388.18859 Da

IUPAC Name

4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

Traditional Name

quassin

CAS Registry Number

Not Available

SMILES

COC1=CC(C)C2CC3OC(=O)CC4C(C)=C(OC)C(=O)C(C34C)C2(C)C1=O

InChI Identifier

InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3

InChI Key

IOSXSVZRTUWBHC-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
Picrasma crenata	LOTUS Database	35616633
Picrasma javanica	LOTUS Database	35616633
Picrasma quassioides	LOTUS Database	35616633
Quassia africana	LOTUS Database	35616633
Quassia amara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quassinoids. These are a group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Quassinoids

Alternative Parents

Substituents

C-20 quassinoid skeleton
Quassinoid
Naphthopyran
Naphthalene
Delta valerolactone
Cyclohexenone
Delta_valerolactone
Pyran
Oxane
Carboxylic acid ester
Ketone
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.73	ALOGPS
logP	2.24	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.08	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.2 m³·mol⁻¹	ChemAxon
Polarizability	41 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