NP-MRD: Showing NP-Card for [(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol (NP0313041)

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Record Information

Version

2.0

Created at

2022-09-11 10:19:08 UTC

Updated at

2022-09-11 10:19:08 UTC

NP-MRD ID

NP0313041

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol

Description

Holarrhimine belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton. [(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol is found in Holarrhena pubescens. [(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol was first documented in 2020 (PMID: 32962166). Based on a literature review very few articles have been published on Holarrhimine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112212192D          

 24 27  0  0  1  0            999 V2000
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9959   -3.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -5.1065   -0.0024   -1.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.7988   -0.2759 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1670    2.1375   -0.7790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3830    0.2974    0.4917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5774   -0.9975    1.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770   -1.5912    1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2924   -0.4848    0.9983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0531   -0.8253    0.5216 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8070   -1.5258    1.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -1.5711    1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -0.8729    0.4140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435   -1.0117    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685    0.3275    0.3657 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3878    0.3398    0.1871 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3721    1.2533   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9088    1.4005   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    0.1044   -0.4348 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0198   -0.5189   -1.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264    0.4079    0.2143 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0961    1.4650   -0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3672    1.5491   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0467    0.2096   -0.1518 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9408   -0.5471   -1.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2841   -1.8690   -1.3724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8461    0.4334   -2.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8908   -1.0610   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2398    0.0608   -1.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500    1.0226    0.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6243    2.3317   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3279    2.8682   -0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225    1.0622    1.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2599   -1.6997    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9821   -0.8427    2.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610   -2.5361    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -1.8333    2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2154    0.2455    1.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1171   -1.5162   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -1.0131    2.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4522   -2.5903    1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8546   -2.2770    1.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264   -1.3339   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7666   -1.8051    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906    0.7560    1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6954    0.4652   -0.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8628   -0.4655    0.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428    2.2402   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5484    0.8522   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7661    1.8822    0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837    2.1086   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5384    0.0886   -2.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818   -0.6694   -2.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5902   -1.5193   -1.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    0.8563    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2835    1.3830   -1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5354    2.4683   -0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6087    2.1644    0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8187    2.1007   -1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097   -0.0164   -2.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -0.4802   -1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340   -2.2042   -2.1795 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  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 23 24  1  0
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  1
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  1
  8 37  1  6
  9 38  1  0
  9 39  1  0
 10 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  1
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
M  END


  Mrv1652309112212192D          

 24 27  0  0  1  0            999 V2000
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9959   -3.9415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313041

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](N)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](N)CC[C@]4(C)[C@H]3CC[C@]12CO

> <INCHI_IDENTIFIER>
InChI=1S/C21H36N2O/c1-13(22)17-5-6-19-16-4-3-14-11-15(23)7-9-20(14,2)18(16)8-10-21(17,19)12-24/h3,13,15-19,24H,4-12,22-23H2,1-2H3/t13-,15-,16+,17+,18-,19-,20-,21-/m0/s1

> <INCHI_KEY>
ZCBATDUBXUJVRC-LQOGWUMHSA-N

> <FORMULA>
C21H36N2O

> <MOLECULAR_WEIGHT>
332.532

> <EXACT_MASS>
332.282763787

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
40.69089006927777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,5S,10R,11S,14S,15R)-5-amino-14-[(1S)-1-aminoethyl]-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methanol

> <JCHEM_LOGP>
1.879322901

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.090032040256418

> <JCHEM_PKA_STRONGEST_BASIC>
10.592806774323241

> <JCHEM_POLAR_SURFACE_AREA>
72.27

> <JCHEM_REFRACTIVITY>
99.87449999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,5S,10R,11S,14S,15R)-5-amino-14-[(1S)-1-aminoethyl]-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.363  -7.289   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      16.362  -3.071   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.459  -7.358   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18   19                                             
CONECT   18   17                                                            
CONECT   19   17    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    4    7   23                                             
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₆N₂O

Average Mass

332.5320 Da

Monoisotopic Mass

332.28276 Da

IUPAC Name

[(1S,2R,5S,10R,11S,14S,15R)-5-amino-14-[(1S)-1-aminoethyl]-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methanol

Traditional Name

[(1S,2R,5S,10R,11S,14S,15R)-5-amino-14-[(1S)-1-aminoethyl]-2-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-15-yl]methanol

CAS Registry Number

Not Available

SMILES

C[C@H](N)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](N)CC[C@]4(C)[C@H]3CC[C@]12CO

InChI Identifier

InChI=1S/C21H36N2O/c1-13(22)17-5-6-19-16-4-3-14-11-15(23)7-9-20(14,2)18(16)8-10-21(17,19)12-24/h3,13,15-19,24H,4-12,22-23H2,1-2H3/t13-,15-,16+,17+,18-,19-,20-,21-/m0/s1

InChI Key

ZCBATDUBXUJVRC-LQOGWUMHSA-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
Holarrhena pubescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Pregnane steroids

Alternative Parents

Substituents

Pregnane-skeleton
Pregnane-type alkaloid
Steroidal alkaloid
18-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Azasteroid
Alkaloid or derivatives
Organic nitrogen compound
Primary amine
Primary alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Amine
Organic oxygen compound
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	1.88	ChemAxon
pKa (Strongest Acidic)	15.09	ChemAxon
pKa (Strongest Basic)	10.59	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	72.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.87 m³·mol⁻¹	ChemAxon
Polarizability	40.69 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

20038374

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15559632

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zahara K, Panda SK, Swain SS, Luyten W: Metabolic Diversity and Therapeutic Potential of Holarrhena pubescens: An Important Ethnomedicinal Plant. Biomolecules. 2020 Sep 18;10(9). pii: biom10091341. doi: 10.3390/biom10091341. [PubMed:32962166 ]
LOTUS database [Link]

Showing NP-Card for [(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol (NP0313041)

MOL for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

3D MOL for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

3D SDF for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

3D-SDF for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

PDB for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

3D PDB for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

SMILES for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

INCHI for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

Structure for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)

3D Structure for NP0313041 ([(1s,3as,3br,7s,9ar,9bs,11ar)-7-amino-1-[(1s)-1-aminoethyl]-9a-methyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11a-yl]methanol)