NP-MRD: Showing NP-Card for (1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol (NP0285034)

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Record Information

Version

2.0

Created at

2022-09-09 13:01:01 UTC

Updated at

2022-09-09 13:01:01 UTC

NP-MRD ID

NP0285034

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

Description

Oprea1_251672 belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. (1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol is found in Sarcocapnos crassifolia. Based on a literature review very few articles have been published on Oprea1_251672.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215012D          

 26 31  0  0  1  0            999 V2000
    2.7198    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0339    0.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    1.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    2.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    2.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3479    1.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227    0.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6111    1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6235    1.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856    2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8906    1.8294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0716    1.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334    2.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    2.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    2.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424    3.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    3.2481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5564    3.9082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    2.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    0.8240    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  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  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
  8 12  1  0  0  0  0
 13  5  1  6  0  0  0
 13 14  1  0  0  0  0
 14  2  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  END

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
   -0.3785    1.7916    1.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700    0.9750    0.7353 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6420    1.5229    0.3270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4536    0.3745   -0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8621   -0.7695   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6460   -1.8477   -1.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -1.7419   -0.9645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -0.6075   -0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8272    0.4440   -0.0605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7122    1.4236    0.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0121    0.8898    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666   -0.2607   -0.3140 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927   -0.9113   -0.6807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2818    0.4375   -0.4041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7365    0.2721   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5440    1.3865   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9000    1.3341   -0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5089    0.1212    0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7259   -1.0194    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3329   -0.9545   -0.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5794   -2.2265   -0.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.9595    0.2650 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5487   -3.1406    0.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9001    0.3217    0.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0828    1.6708    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9203    2.2694   -0.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    1.8681    2.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4803    2.8540    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248    1.3112    1.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    2.1868   -0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1289    2.1057    1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389   -2.7620   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6235   -2.5833   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8051    1.5942    0.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    0.5504    1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1582   -1.2634   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0868    1.0755   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1087    2.3887   -0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1727   -1.9827    0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926   -2.8562    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6968   -2.7771   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0731   -1.6284    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047   -3.8990    0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1485    1.8877    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9529    2.1342   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  5 13  1  0
 13 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 26  1  0
 26 25  1  0
 25 24  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14  2  1  0
  9  4  1  0
 14 13  1  0
 12  8  1  0
 15 20  1  0
 24 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  6 32  1  0
  7 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  6
 22 42  1  1
 23 43  1  0
 21 40  1  0
 21 41  1  0
 19 39  1  0
 25 44  1  0
 25 45  1  0
 16 38  1  0
 14 37  1  6
M  END


  Mrv1652309092215012D          

 26 31  0  0  1  0            999 V2000
    2.7198    0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    1.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0339    0.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    1.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    2.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996    3.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    2.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3479    1.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227    0.8589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6111    1.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6235    1.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856    2.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8906    1.8294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0716    1.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334    2.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    2.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    2.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424    3.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    3.2481    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5564    3.9082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    2.0515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    0.8240    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  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  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
  8 12  1  0  0  0  0
 13  5  1  6  0  0  0
 13 14  1  0  0  0  0
 14  2  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC2=C(C=CC3=C2OCO3)[C@H]2[C@H](O)CC3=CC4=C(OCO4)C=C3[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18+,19-/m1/s1

> <INCHI_KEY>
GHKISGDRQRSCII-MDASCCDHSA-N

> <FORMULA>
C20H19NO5

> <MOLECULAR_WEIGHT>
353.374

> <EXACT_MASS>
353.126322716

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.233977200374746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12R,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

> <JCHEM_LOGP>
2.054744725000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.643888937563766

> <JCHEM_PKA_STRONGEST_BASIC>
5.563674481820404

> <JCHEM_POLAR_SURFACE_AREA>
60.390000000000015

> <JCHEM_REFRACTIVITY>
93.0082

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12R,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       5.077   0.767   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.001   1.999   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.530   1.815   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.454   3.047   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.849   4.463   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.773   5.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.302   5.511   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.907   4.095   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.983   2.863   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.869   1.603   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.341   2.057   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.364   3.597   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.320   4.647   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.396   3.415   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.867   3.599   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.943   2.367   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.414   2.551   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.809   3.967   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.733   5.199   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.262   5.015   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.186   6.247   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.715   6.063   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.639   7.295   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.725   3.829   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.068   2.328   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.254   1.538   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8                                                       
CONECT   13    5   14   22                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   13   23                                                  
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   17                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉NO₅

Average Mass

353.3740 Da

Monoisotopic Mass

353.12632 Da

IUPAC Name

(1S,12R,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

Traditional Name

(1S,12R,13R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol

CAS Registry Number

Not Available

SMILES

CN1CC2=C(C=CC3=C2OCO3)[C@H]2[C@H](O)CC3=CC4=C(OCO4)C=C3[C@@H]12

InChI Identifier

InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18+,19-/m1/s1

InChI Key

GHKISGDRQRSCII-MDASCCDHSA-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
Sarcocapnos crassifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Hexahydrobenzophenanthridine alkaloids

Direct Parent

Hexahydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Hexahydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Tetralin
Benzodioxole
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Acetal
Azacycle
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.05	ChemAxon
pKa (Strongest Acidic)	14.64	ChemAxon
pKa (Strongest Basic)	5.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.39 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.01 m³·mol⁻¹	ChemAxon
Polarizability	37.23 Å³	ChemAxon
Number of Rings	6	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

5745883

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol (NP0285034)

MOL for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

3D MOL for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

3D SDF for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

3D-SDF for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

PDB for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

3D PDB for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

SMILES for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

INCHI for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

Structure for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)

3D Structure for NP0285034 ((1s,12r,13r)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-ol)