NP-MRD: Showing NP-Card for (1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione (NP0259010)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 00:43:51 UTC

Updated at

2022-09-08 00:43:51 UTC

NP-MRD ID

NP0259010

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione

Description

(1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]Icosane-3,15,17-trione belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. (1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione is found in Delphinium verdunense. Based on a literature review very few articles have been published on (1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]Icosane-3,15,17-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082202432D          

 27 32  0  0  1  0            999 V2000
   -0.9534    0.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1328    0.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    0.6431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5962    1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9526    1.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.8975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0326    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748    1.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    0.6395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6059   -0.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0202   -1.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539    0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    0.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040    0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654    0.0241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3690   -0.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5812   -0.3111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9835   -0.9364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0232   -1.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479   -0.3883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0867    0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    0.2369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7017   -1.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3798   -2.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4859   -1.1514    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  1  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22  2  1  6  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  4 24  1  0  0  0  0
 17 24  1  0  0  0  0
 18 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 27  1  0  0  0  0
M  END

     RDKit          3D

 52 57  0  0  0  0  0  0  0  0999 V2000
    4.9273   -0.3298   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6781   -0.0297   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0526    0.2459    1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5651    0.2008    1.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8538    0.3494    2.3624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403   -0.3950    3.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2374    1.1553    2.7222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2564    1.5072    1.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    2.1398    2.4286 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915    1.3083    0.4146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6757    0.5141    0.0203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8362    0.8885    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    1.0387   -1.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479    1.4360   -2.0520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7564    2.3689   -2.7996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6715    0.5385   -1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903    0.6517   -0.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3204   -0.7542    0.3350 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1186   -1.0865    0.3431 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8008   -1.1230   -0.9733 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6803   -2.2388   -0.9382 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    0.0670   -1.2026 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0159    1.3785   -0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0166    1.2004    0.0767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2706   -1.5040   -0.3377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2503   -2.8775    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5772   -0.9666    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456   -0.5428   -1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -0.3892    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -0.5402    1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021    1.2466    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5693    2.3271   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7964    0.5033    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7141    0.4676    1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196    1.9933    0.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6762    0.2855   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7392    1.9475   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    0.7449   -2.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0779   -0.4858   -1.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6388   -0.7122    1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2939   -1.9665    0.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1676   -1.2972   -1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2050   -3.0625   -1.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.0387   -2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6796    1.8454   -1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853    2.1141   -0.6049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8619    2.1689    0.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538   -2.7373    1.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -3.4644   -0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2623   -3.3282   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -1.4123    0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791   -1.3509   -0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 27  1  0
 27 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 17 16  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4  5  1  1
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 18 25  1  0
  4 19  1  0
 10 11  1  0
 24 17  1  0
 10 17  1  0
  2 22  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  1
 19 41  1  1
 20 42  1  6
 21 43  1  0
 22 44  1  6
 23 45  1  0
 23 46  1  0
 24 47  1  1
  3 30  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
 10 32  1  6
M  END


  Mrv1652309082202432D          

 27 32  0  0  1  0            999 V2000
   -0.9534    0.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1328    0.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4850    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    0.6431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5962    1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9526    1.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    1.8975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0326    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748    1.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    0.6395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6059   -0.3024    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0202   -1.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -0.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6539    0.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3537    0.6022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8040    0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654    0.0241    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3690   -0.6731    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5812   -0.3111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9835   -0.9364    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0232   -1.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3479   -0.3883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0867    0.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042    0.2369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7017   -1.4511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3798   -2.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4859   -1.1514    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
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  1  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22  2  1  6  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  4 24  1  0  0  0  0
 17 24  1  0  0  0  0
 18 25  1  1  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 11 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0259010

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C[C@]2(C)CC(=O)C[C@@]34[C@@H]1[C@H]1[C@H](O)[C@H]5C[C@@H]3[C@@]1(CC5=C)C(=O)OC(=O)[C@H]24

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO5/c1-9-5-20-12-4-11(9)14(24)13(20)16-21(12)7-10(23)6-19(2,8-22(16)3)15(21)17(25)27-18(20)26/h11-16,24H,1,4-8H2,2-3H3/t11-,12+,13+,14+,15+,16-,19-,20+,21+/m0/s1

> <INCHI_KEY>
NRVPTPWNYPSGNM-PBNMYXCRSA-N

> <FORMULA>
C21H25NO5

> <MOLECULAR_WEIGHT>
371.433

> <EXACT_MASS>
371.173272909

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.134080445955156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0^{1,8}.0^{5,18}.0^{9,14}.0^{14,19}]icosane-3,15,17-trione

> <JCHEM_LOGP>
0.06744793699999951

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.516761013093756

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.538432992882555

> <JCHEM_PKA_STRONGEST_BASIC>
7.923798038086924

> <JCHEM_POLAR_SURFACE_AREA>
83.91

> <JCHEM_REFRACTIVITY>
94.61089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0^{1,8}.0^{5,18}.0^{9,14}.0^{14,19}]icosane-3,15,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.780   0.725   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.248   0.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.905   1.653   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.467   1.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.980   2.731   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.778   3.694   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.327   3.542   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.661   2.695   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.860   3.662   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.213   1.194   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.731  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.504  -1.896   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.216  -1.154   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.687   0.309   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.994   1.124   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.101   0.537   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.349   0.045   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.422  -1.256   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.952  -0.581   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.836  -1.748   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.910  -3.286   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.649  -0.725   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.029   0.056   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.741   0.442   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       5.043  -2.709   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       4.442  -4.127   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.507  -2.149   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19   24                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   17                                                  
CONECT   11   10   12   13   27                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   10   18   24                                             
CONECT   18   17   19   25                                                  
CONECT   19   18    4   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    2   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    4   17                                                  
CONECT   25   18   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   11                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₅

Average Mass

371.4330 Da

Monoisotopic Mass

371.17327 Da

IUPAC Name

(1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0^{1,8}.0^{5,18}.0^{9,14}.0^{14,19}]icosane-3,15,17-trione

Traditional Name

(1R,5R,8S,9S,10R,11S,14R,18R,19S)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0^{1,8}.0^{5,18}.0^{9,14}.0^{14,19}]icosane-3,15,17-trione

CAS Registry Number

Not Available

SMILES

CN1C[C@]2(C)CC(=O)C[C@@]34[C@@H]1[C@H]1[C@H](O)[C@H]5C[C@@H]3[C@@]1(CC5=C)C(=O)OC(=O)[C@H]24

InChI Identifier

InChI=1S/C21H25NO5/c1-9-5-20-12-4-11(9)14(24)13(20)16-21(12)7-10(23)6-19(2,8-22(16)3)15(21)17(25)27-18(20)26/h11-16,24H,1,4-8H2,2-3H3/t11-,12+,13+,14+,15+,16-,19-,20+,21+/m0/s1

InChI Key

NRVPTPWNYPSGNM-PBNMYXCRSA-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
Delphinium verdunense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Piperidine
Carboxylic acid anhydride
Cyclic alcohol
Amino acid or derivatives
Ketone
Lactone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Cyclic ketone
Carboxylic acid derivative
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Amine
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
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	0.067	ChemAxon
pKa (Strongest Acidic)	14.54	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.91 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.61 m³·mol⁻¹	ChemAxon
Polarizability	38.13 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

163058839

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione (NP0259010)

MOL for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

3D MOL for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

3D SDF for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

3D-SDF for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

PDB for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

3D PDB for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

SMILES for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

INCHI for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

Structure for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)

3D Structure for NP0259010 ((1r,5r,8s,9s,10r,11s,14r,18r,19s)-10-hydroxy-5,7-dimethyl-12-methylidene-16-oxa-7-azahexacyclo[9.7.2.0¹,⁸.0⁵,¹⁸.0⁹,¹⁴.0¹⁴,¹⁹]icosane-3,15,17-trione)