NP-MRD: Showing NP-Card for 5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one (NP0288717)

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Record Information

Version

2.0

Created at

2022-09-09 18:32:28 UTC

Updated at

2022-09-09 18:32:28 UTC

NP-MRD ID

NP0288717

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one

Description

5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]Tetradec-8-en-6-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively. 5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one is found in Stemona japonica. Based on a literature review very few articles have been published on 5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]Tetradec-8-en-6-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092220322D          

 28 32  0  0  1  0            999 V2000
   -2.4764    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708    0.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -0.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809    0.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6191    1.0960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3330    1.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8833    0.8559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6394    0.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8074   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -0.4928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8045   -0.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3160    0.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805    0.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275   -0.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741    0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848   -0.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9330    1.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4877    1.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129    1.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035    1.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1191    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3557    0.9007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4455    1.7208    0.0000 C   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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  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  0  0  0  0
  8 14  1  1  0  0  0
  5 14  1  0  0  0  0
 12 15  1  6  0  0  0
  6 15  1  1  0  0  0
 10 16  1  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  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  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 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
    4.7008   -2.8450    0.7477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7524   -1.6411    0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4729   -0.5440    1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6635    0.7105    1.6779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746    1.2557    0.3618 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4734    2.5450    0.4757 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2034    1.9783    1.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0174    0.6969    0.3688 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1947    0.5111   -0.4386 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4440    1.4679   -1.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3924    2.3524   -1.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8620    2.3824   -1.7588 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3292    0.9501   -1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482    0.4718   -0.3152 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2753    3.1703   -0.7258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645    1.1956   -1.9298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3293    0.3012   -1.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3429   -0.4939   -1.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0112   -0.5485   -2.4853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0168   -1.4942   -2.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8723   -1.8745   -3.2122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9402   -2.0249   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8281   -3.0756   -0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9607   -1.4573   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5414   -1.6628    0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3101   -1.1616    2.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5145    0.4741    0.2008 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0277    1.8165    0.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6928   -2.5126    0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2658   -3.5718    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7631   -3.3462    1.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -1.9697    1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5599   -1.4187   -0.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4100   -0.3269    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754   -0.9538    2.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7878    0.4395    2.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3092    1.4266    2.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1435    1.4350   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    3.2528    1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    2.6923    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.8807    2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9738   -0.1028    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787   -0.4938   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0806    3.1268   -2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132    2.8053   -2.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    0.9339   -1.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    0.3018   -2.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3013   -3.6639   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1722   -3.7319    0.2217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381   -2.6201    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4004   -0.0485    2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284   -1.4907    3.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3436   -1.5743    1.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -0.3271    0.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8008    2.6372    0.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1640    1.7968    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596    1.9678    1.8020 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 27  1  0
 27 28  1  0
 27 17  1  0
 17 16  1  0
 16 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 17 18  2  0
 18 19  1  0
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 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 14  5  1  0
 24 18  1  0
 15  6  1  0
 14  8  1  0
 10  9  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  6
  6 39  1  1
  7 40  1  0
  7 41  1  0
  8 42  1  1
  9 43  1  6
 27 54  1  1
 28 55  1  0
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 11 44  1  0
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 13 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
M  END


  Mrv1652309092220322D          

 28 32  0  0  1  0            999 V2000
   -2.4764    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708    0.0150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477    0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -0.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3809    0.3819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6191    1.0960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3330    1.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8833    0.8559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6394    0.4913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8074   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171   -0.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -0.4928    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8045   -0.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3160    0.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3805    0.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6275   -0.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9664    0.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7741    0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3848   -0.0407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010    0.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532    0.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9330    1.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4877    1.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1129    1.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7035    1.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1191    2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3557    0.9007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4455    1.7208    0.0000 C   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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  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  0  0  0  0
  8 14  1  1  0  0  0
  5 14  1  0  0  0  0
 12 15  1  6  0  0  0
  6 15  1  1  0  0  0
 10 16  1  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  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  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 27  1  0  0  0  0
  9 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0288717

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC[C@@H]1[C@@H]2C[C@H]3[C@H]4[C@@H](C)\C(OC4=C[C@H](CN13)O2)=C1\OC(=O)C(C)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO5/c1-5-6-7-14-16-9-15-18-11(2)20(21-19(25-4)12(3)22(24)28-21)27-17(18)8-13(26-16)10-23(14)15/h8,11,13-16,18H,5-7,9-10H2,1-4H3/b21-20-/t11-,13-,14-,15+,16+,18-/m1/s1

> <INCHI_KEY>
OWMYSJJZAWEDSL-OACUIUPYSA-N

> <FORMULA>
C22H29NO5

> <MOLECULAR_WEIGHT>
387.476

> <EXACT_MASS>
387.204573038

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.97925768655896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0^{3,12}.0^{4,8}]tetradec-8-en-6-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
1.8037835269999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.63491977118652

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
107.9269

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0^{3,12}.0^{4,8}]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one

> <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      -4.623   0.826   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.305   0.028   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.956   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.639  -0.029   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.711   0.713   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.156   2.046   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.488   2.814   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.515   1.598   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.927   0.917   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -0.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.139  -1.755   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.693  -0.920   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.502  -1.032   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.457   0.278   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       2.577   1.189   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.771  -0.758   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.404   0.646   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.912   0.959   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.052  -0.076   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.389   0.688   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.793   0.056   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.075   2.196   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.110   3.336   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.544   2.364   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.780   3.701   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.556   5.031   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.264   1.681   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.432   3.212   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    8    5                                                  
CONECT   15   12    6                                                       
CONECT   16   10   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   17    9   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉NO₅

Average Mass

387.4760 Da

Monoisotopic Mass

387.20457 Da

IUPAC Name

5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0^{3,12}.0^{4,8}]tetradec-8-en-6-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one

Traditional Name

5-[(1S,3S,4R,5R,6Z,10R,13R)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0^{3,12}.0^{4,8}]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one

CAS Registry Number

Not Available

SMILES

CCCC[C@@H]1[C@@H]2C[C@H]3[C@H]4[C@@H](C)\C(OC4=C[C@H](CN13)O2)=C1\OC(=O)C(C)=C1OC

InChI Identifier

InChI=1S/C22H29NO5/c1-5-6-7-14-16-9-15-18-11(2)20(21-19(25-4)12(3)22(24)28-21)27-17(18)8-13(26-16)10-23(14)15/h8,11,13-16,18H,5-7,9-10H2,1-4H3/b21-20-/t11-,13-,14-,15+,16+,18-/m1/s1

InChI Key

OWMYSJJZAWEDSL-OACUIUPYSA-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
Stemona japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazepines

Sub Class

1,4-oxazepines

Direct Parent

1,4-oxazepines

Alternative Parents

Substituents

Azepine
Para-oxazepine
N-alkylpyrrolidine
Oxazinane
Morpholine
2-furanone
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Pyrrolidine
Enol ester
Dihydrofuran
Tertiary aliphatic amine
Tertiary amine
Lactone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	1.8	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.93 m³·mol⁻¹	ChemAxon
Polarizability	42.98 Å³	ChemAxon
Number of Rings	5	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

162905500

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one (NP0288717)

MOL for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

3D MOL for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

3D SDF for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

3D-SDF for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

PDB for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

3D PDB for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

SMILES for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

INCHI for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

Structure for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)

3D Structure for NP0288717 (5-[(1s,3s,4r,5r,6z,10r,13r)-13-butyl-5-methyl-7,14-dioxa-12-azatetracyclo[8.3.1.0³,¹².0⁴,⁸]tetradec-8-en-6-ylidene]-4-methoxy-3-methylfuran-2-one)