NP-MRD: Showing NP-Card for Holarricine (NP0067709)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 12:32:53 UTC

Updated at

2022-04-28 12:32:53 UTC

NP-MRD ID

NP0067709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Holarricine

Description

(1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-ene-13,17-dione belongs to the class of organic compounds known as pregnane-type alkaloids. These are alkaloids with a structure based on the pregnane skeleton, which is characterized by the presence of monomethylamino or dimethylamino substituents either at C-3 and/or at the C-20 position in basic steroidal skeleton. Holarricine is found in Holarrhena antidysenterica . Based on a literature review very few articles have been published on (1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-ene-13,17-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214322D          

 26 29  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -2.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  1  0  0  0
  8 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 14 24  1  1  0  0  0
 24 25  1  0  0  0  0
  2 26  1  1  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -4.9194    0.0116    0.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3294    0.0137   -0.4935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4152   -0.5455   -1.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390   -0.7671   -0.8008 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7886   -0.1890   -2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0447   -0.6663   -3.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0796    1.0649   -1.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3940    0.7927   -0.4935 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1051    0.9357   -0.5871 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6260    0.9529   -1.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    0.7889   -1.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8202    0.4500   -0.8833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3002    0.3504   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -0.4460    0.0197 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4265    0.3591    1.1039 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093   -1.5336    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8848   -0.8900    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.1829    0.4279 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2415    1.4705    1.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560   -0.2157    0.1197 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0163   -0.6074    1.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3800   -0.4495    2.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3464   -1.2241    1.0158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0831   -1.1971    2.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3437    0.0822    2.7871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -0.6412   -0.2101 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7918   -0.9451    1.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0310    0.2674    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5155    0.8980    1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3149    1.0769   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2662   -0.0046   -1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1879   -0.4026   -2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4695   -1.8345   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436    1.9401   -1.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015    1.3036   -2.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7312    1.4139    0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    1.9128   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4601    1.9915   -2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2411    0.1544   -2.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    0.9807   -2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7531    1.3608   -1.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5666   -0.1320   -2.0405 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559   -0.9732   -0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2273   -0.0242    2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2424    1.3736    0.9952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4702   -2.2868    1.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676   -1.9884   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2485   -0.5008    2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1064   -1.6615    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792    1.7022    1.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9899    1.3736    2.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5778    2.3354    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8449   -1.0517   -0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0972   -2.3283    0.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244   -1.5820    3.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9032   -1.8986    2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6319    0.7142    2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1419   -1.1609   -1.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4 26  1  0
 26  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
  5  4  1  0
 20  9  1  0
 23 26  1  0
 18 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  3 32  1  0
  4 33  1  6
 26 58  1  6
  8 36  1  1
  7 34  1  0
  7 35  1  0
  9 37  1  1
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  6
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  6
 23 54  1  6
 24 55  1  0
 24 56  1  0
 25 57  1  0
M  END


  Mrv1652304282214322D          

 26 29  0  0  1  0            999 V2000
    6.1708   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5607    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6421   -1.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739   -2.2057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
  9 11  1  1  0  0  0
  8 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
  7 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 21 23  1  1  0  0  0
 14 24  1  1  0  0  0
 24 25  1  0  0  0  0
  2 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](N)[C@@H]1[C@H]2[C@H](CC1=O)[C@@H]1CC=C3C[C@@H](N)CC[C@]3(C)[C@H]1C(=O)[C@H]2CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H32N2O3/c1-10(22)17-16(25)8-14-13-4-3-11-7-12(23)5-6-21(11,2)19(13)20(26)15(9-24)18(14)17/h3,10,12-15,17-19,24H,4-9,22-23H2,1-2H3/t10-,12-,13-,14+,15-,17-,18-,19+,21-/m0/s1

> <INCHI_KEY>
QHVKOPHHINRKTD-QOICYWENSA-N

> <FORMULA>
C21H32N2O3

> <MOLECULAR_WEIGHT>
360.498

> <EXACT_MASS>
360.241292898

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.93888160302585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-13,17-dione

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
0.35371470266666655

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
16.916263095850827

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.247129665603701

> <JCHEM_PKA_STRONGEST_BASIC>
10.180620840615578

> <JCHEM_POLAR_SURFACE_AREA>
106.41

> <JCHEM_REFRACTIVITY>
101.2315

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-13,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.964  -2.398   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.047   1.738   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.452  -1.269   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.558  -2.907   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       4.932  -2.940   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.925  -4.117   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      13.558   1.312   0.000  0.00  0.00           N+0
CONECT    1    2   10                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10   11                                             
CONECT   10    9    1                                                       
CONECT   11    9                                                            
CONECT   12    8   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   24                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   15   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   14   25                                                       
CONECT   25   24                                                            
CONECT   26    2                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₂N₂O₃

Average Mass

360.4980 Da

Monoisotopic Mass

360.24129 Da

IUPAC Name

(1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-13,17-dione

Traditional Name

(1S,2R,5S,10S,11R,14S,15R,16R)-5-amino-14-[(1S)-1-aminoethyl]-16-(hydroxymethyl)-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-13,17-dione

CAS Registry Number

Not Available

SMILES

C[C@H](N)[C@@H]1[C@H]2[C@H](CC1=O)[C@@H]1CC=C3C[C@@H](N)CC[C@]3(C)[C@H]1C(=O)[C@H]2CO

InChI Identifier

InChI=1S/C21H32N2O3/c1-10(22)17-16(25)8-14-13-4-3-11-7-12(23)5-6-21(11,2)19(13)20(26)15(9-24)18(14)17/h3,10,12-15,17-19,24H,4-9,22-23H2,1-2H3/t10-,12-,13-,14+,15-,17-,18-,19+,21-/m0/s1

InChI Key

QHVKOPHHINRKTD-QOICYWENSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Holarrhena pubescens	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pregnane-type alkaloids. These are alkaloids with a structure based on the pregnane skeleton, which is characterized by the presence of monomethylamino or dimethylamino substituents either at C-3 and/or at the C-20 position in basic steroidal skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Pregnane-type alkaloids

Alternative Parents

Substituents

Pregnane-type alkaloid
Oxosteroid
16-oxosteroid
11-oxosteroid
Delta-5-steroid
Azasteroid
Alkaloid or derivatives
Cyclic ketone
Ketone
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	0.7	ALOGPS
logP	0.35	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	15.25	ChemAxon
pKa (Strongest Basic)	10.18	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.41 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.23 m³·mol⁻¹	ChemAxon
Polarizability	40.94 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163105654

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Holarricine (NP0067709)

MOL for NP0067709 (Holarricine)

3D MOL for NP0067709 (Holarricine)

3D SDF for NP0067709 (Holarricine)

3D-SDF for NP0067709 (Holarricine)

PDB for NP0067709 (Holarricine)

3D PDB for NP0067709 (Holarricine)

SMILES for NP0067709 (Holarricine)

INCHI for NP0067709 (Holarricine)

Structure for NP0067709 (Holarricine)

3D Structure for NP0067709 (Holarricine)