NP-MRD: Showing NP-Card for 5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one (NP0197531)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 15:48:46 UTC

Updated at

2022-09-04 15:48:46 UTC

NP-MRD ID

NP0197531

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one

Description

5,6-Dihydroxy-5,6-dimethyl-4-methylidene-7-(propan-2-yl)-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]Hexadec-1(15)-en-8-one belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. 5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one is found in Crotalaria aegyptiaca, Crotalaria globifera, Crotalaria recta, Crotalaria sessiliflora and Trichodesma incanum. Based on a literature review very few articles have been published on 5,6-dihydroxy-5,6-dimethyl-4-methylidene-7-(propan-2-yl)-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]Hexadec-1(15)-en-8-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042217482D          

 25 27  0  0  0  0            999 V2000
    4.7720   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -3.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7226   -2.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -2.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467   -1.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5989   -1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -1.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741   -1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517   -0.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4660   -0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -0.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -1.3623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2654   -2.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8257   -1.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0820   -2.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122   -2.3920    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 11 25  1  0  0  0  0
  5 25  1  0  0  0  0
  8 25  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -0.4295   -2.2960   -2.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3406   -1.9481   -0.8968 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9086   -1.8357   -0.4131 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5402   -2.1501    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -1.4491    0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949   -1.8664    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0210   -0.7154    0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2166    0.4470    0.8719 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638    1.4543   -0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518    2.0048   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374    0.7529   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6961    1.0465    0.5919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3685    0.8846   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    0.8533   -1.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    0.7609    0.0147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4279    2.0259   -0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8727    2.2046   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    3.2277    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3649   -0.4839   -0.5473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7800   -0.7455   -0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765   -0.3957   -1.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6070   -1.7310   -0.1739 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5406   -1.9694    1.3106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4827   -2.7839   -0.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8594    0.0228    1.0055 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4062   -2.4883   -2.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282   -2.3996   -2.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7654   -3.2362    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0804   -1.8500    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -2.8817    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6686   -0.6302   -0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895   -0.8583    1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9206    2.2894    0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434    1.0414   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    2.7364    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6344    2.3965   -1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589    0.1986   -0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340    0.4711    1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7390    2.1317    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8279    0.7491    1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3111    2.1349   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5134    2.0781   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0302    3.3110    0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734    1.7169    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335    3.0749    1.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445    3.4261   -0.4323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    4.1375    0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5595   -0.2391   -0.6383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.5922    1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0578   -1.8367   -0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2516   -0.5950   -2.3355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5766   -2.1853    1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -1.1401    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144   -2.9383    1.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2788   -3.6043   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.2667    2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  1  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 22  1  0
 22 23  1  0
 22 24  1  6
 22 19  1  0
 19 20  1  0
 19 21  1  6
  5 25  1  0
 19 15  1  0
 25 11  1  0
 25  8  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 16 41  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 15 40  1  1
 12 38  1  0
 12 39  1  0
 11 37  1  6
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
  7 31  1  0
  7 32  1  0
  6 30  1  0
  4 28  1  0
  4 29  1  0
  1 26  1  0
  1 27  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 20 48  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 25 56  1  1
M  END


  Mrv1652309042217482D          

 25 27  0  0  0  0            999 V2000
    4.7720   -3.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3616   -3.1433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7226   -2.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -2.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4990   -3.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7030   -3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632   -2.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467   -1.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5989   -1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -1.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741   -1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517   -0.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2802    0.2488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4660   -0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518   -0.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416    0.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8478   -0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -1.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -0.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4134   -1.3623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2654   -2.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8257   -1.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0820   -2.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122   -2.3920    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 11 25  1  0  0  0  0
  5 25  1  0  0  0  0
  8 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0197531

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1C(=O)CC2CCN3CC=C(COC(=C)C(C)(O)C1(C)O)C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H31NO4/c1-12(2)17-16(22)10-14-6-8-21-9-7-15(18(14)21)11-25-13(3)19(4,23)20(17,5)24/h7,12,14,17-18,23-24H,3,6,8-11H2,1-2,4-5H3

> <INCHI_KEY>
RXQLGDQKEYUJOR-UHFFFAOYSA-N

> <FORMULA>
C20H31NO4

> <MOLECULAR_WEIGHT>
349.471

> <EXACT_MASS>
349.225308482

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.59872821399318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dihydroxy-5,6-dimethyl-4-methylidene-7-(propan-2-yl)-3-oxa-13-azatricyclo[8.5.1.0^{13,16}]hexadec-1(15)-en-8-one

> <JCHEM_LOGP>
1.1696716733333343

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.194436600567908

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.610774264062094

> <JCHEM_PKA_STRONGEST_BASIC>
7.847281140072747

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
98.4744

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0^{13,16}]hexadec-1(15)-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       8.908  -6.296   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.715  -5.322   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.275  -5.867   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.082  -4.893   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.642  -5.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.798  -6.727   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.312  -6.323   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.238  -4.784   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.274  -3.584   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.118  -2.295   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.697  -2.945   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.245  -2.280   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.950  -0.911   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.256   0.464   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.470  -1.158   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.563  -0.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.171   1.416   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.049  -0.478   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.704  -2.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.654  -1.468   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.238  -2.543   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.962  -3.802   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.008  -2.671   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.486  -4.021   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.449  -4.465   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19    2   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   11    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₁NO₄

Average Mass

349.4710 Da

Monoisotopic Mass

349.22531 Da

IUPAC Name

5,6-dihydroxy-5,6-dimethyl-4-methylidene-7-(propan-2-yl)-3-oxa-13-azatricyclo[8.5.1.0^{13,16}]hexadec-1(15)-en-8-one

Traditional Name

5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0^{13,16}]hexadec-1(15)-en-8-one

CAS Registry Number

Not Available

SMILES

CC(C)C1C(=O)CC2CCN3CC=C(COC(=C)C(C)(O)C1(C)O)C23

InChI Identifier

InChI=1S/C20H31NO4/c1-12(2)17-16(22)10-14-6-8-21-9-7-15(18(14)21)11-25-13(3)19(4,23)20(17,5)24/h7,12,14,17-18,23-24H,3,6,8-11H2,1-2,4-5H3

InChI Key

RXQLGDQKEYUJOR-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
Crotalaria aegyptiaca	LOTUS Database	35616633
Crotalaria globifera	LOTUS Database	35616633
Crotalaria recta	LOTUS Database	35616633
Crotalaria sessiliflora	LOTUS Database	35616633
Trichodesma incanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
N-alkylpyrrolidine
Pyrrolidine
Pyrroline
Tertiary alcohol
1,2-diol
Ketone
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Amine
Carbonyl group
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	1.17	ChemAxon
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	98.47 m³·mol⁻¹	ChemAxon
Polarizability	38.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4479610

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5322016

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one (NP0197531)

MOL for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

3D MOL for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

3D SDF for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

3D-SDF for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

PDB for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

3D PDB for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

SMILES for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

INCHI for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

Structure for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)

3D Structure for NP0197531 (5,6-dihydroxy-7-isopropyl-5,6-dimethyl-4-methylidene-3-oxa-13-azatricyclo[8.5.1.0¹³,¹⁶]hexadec-1(15)-en-8-one)