NP-MRD: Showing NP-Card for (1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol (NP0190071)

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Record Information

Version

2.0

Created at

2022-09-04 06:40:57 UTC

Updated at

2022-09-04 06:40:57 UTC

NP-MRD ID

NP0190071

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol

Description

(1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol is found in Delphinium cossonianum.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309042208402D          

 24 30  0  0  1  0            999 V2000
   -1.0137   -0.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -0.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.3584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4727    1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150    0.5743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0153    0.9479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8479    0.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    1.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    0.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8024    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -0.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695   -0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -0.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8219   -1.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    0.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6923    0.1443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7603    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4727   -0.9138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4938   -1.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.7475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1283   -1.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -0.1849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4049    0.3006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  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  6  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
  3 17  1  0  0  0  0
 18 16  1  6  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  6  0  0  0
 18 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23  7  1  6  0  0  0
 24 23  1  1  0  0  0
  9 24  1  0  0  0  0
 15 24  1  0  0  0  0
M  END


  Mrv1652309042208402D          

 24 30  0  0  1  0            999 V2000
   -1.0137   -0.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512   -0.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0506    0.3584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4727    1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2150    0.5743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0153    0.9479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8479    0.7974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5547    1.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    0.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8024    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6038   -0.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695   -0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2476   -0.4261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8219   -1.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    0.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6923    0.1443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7603    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1918   -0.4206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4727   -0.9138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4938   -1.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.7475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1283   -1.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -0.1849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4049    0.3006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  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  6  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
  3 17  1  0  0  0  0
 18 16  1  6  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  6  0  0  0
 18 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23  7  1  6  0  0  0
 24 23  1  1  0  0  0
  9 24  1  0  0  0  0
 15 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0190071

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CN3[C@@H]4[C@H]1[C@@]1([C@H]3[C@H]3C[C@H]5C[C@@H]1[C@]3([C@H]4O)[C@H](O)C5=C)[C@H](O)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H27NO3/c1-8-9-5-10-15-20-11(6-9)19(10,16(8)23)17(24)13-14(20)18(2,7-21(13)15)4-3-12(20)22/h9-17,22-24H,1,3-7H2,2H3/t9-,10+,11+,12+,13?,14+,15+,16+,17-,18+,19-,20-/m0/s1

> <INCHI_KEY>
UINWMICHSUQODN-VTFHALEGSA-N

> <FORMULA>
C20H27NO3

> <MOLECULAR_WEIGHT>
329.44

> <EXACT_MASS>
329.199093733

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.05577670620124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,8R,9S,11R,13R,14R,15R,16R,17R,18S)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-2,13,15-triol

> <JCHEM_LOGP>
-0.22634074600000081

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.26862261858576

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.679649327518188

> <JCHEM_PKA_STRONGEST_BASIC>
8.933527648008004

> <JCHEM_POLAR_SURFACE_AREA>
63.93000000000001

> <JCHEM_REFRACTIVITY>
87.8862

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,8R,9S,11R,13R,14R,15R,16R,17R,18S)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-2,13,15-triol

> <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      -1.892  -1.465   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.469  -0.877   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.094   0.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.882   1.913   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.268   1.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.762   1.769   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.316   1.488   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.635   2.429   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.757   1.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.965   2.265   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.594  -0.045   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.596  -1.262   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.062  -0.795   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.268  -2.115   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.758   0.519   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.159   0.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.419   0.234   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.225  -0.785   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.882  -1.706   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.922  -3.245   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.740  -1.395   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.973  -2.918   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.024  -0.345   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.356   0.561   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   24                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6   16   24                                             
CONECT   16   15   17   18                                                  
CONECT   17   16    3                                                       
CONECT   18   16    5   19   21                                             
CONECT   19   18    2   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    7   24                                                  
CONECT   24   23    9   15                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇NO₃

Average Mass

329.4400 Da

Monoisotopic Mass

329.19909 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CN3[C@@H]4[C@H]1[C@@]1([C@H]3[C@H]3C[C@H]5C[C@@H]1[C@]3([C@H]4O)[C@H](O)C5=C)[C@H](O)CC2

InChI Identifier

InChI=1S/C20H27NO3/c1-8-9-5-10-15-20-11(6-9)19(10,16(8)23)17(24)13-14(20)18(2,7-21(13)15)4-3-12(20)22/h9-17,22-24H,1,3-7H2,2H3/t9-,10+,11+,12+,13?,14+,15+,16+,17-,18+,19-,20-/m0/s1

InChI Key

UINWMICHSUQODN-VTFHALEGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Delphinium cossonianum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol (NP0190071)

MOL for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

3D MOL for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

3D SDF for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

3D-SDF for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

PDB for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

3D PDB for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

SMILES for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

INCHI for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

Structure for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)

3D Structure for NP0190071 ((1s,2r,5s,8r,9s,11r,13r,14r,15r,16r,17r,18s)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]nonadecane-2,13,15-triol)