NP-MRD: Showing NP-Card for (1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one (NP0195183)

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Record Information

Version

2.0

Created at

2022-09-04 12:59:29 UTC

Updated at

2022-09-04 12:59:29 UTC

NP-MRD ID

NP0195183

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one

Description

(1S,11S,13S,14R,15R,19R)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]Henicosa-2,4(8),9-trien-16-one belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane. (1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one is found in Pericampylus glaucus. Based on a literature review very few articles have been published on (1S,11S,13S,14R,15R,19R)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]Henicosa-2,4(8),9-trien-16-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214592D          

 31 36  0  0  1  0            999 V2000
   -2.0572    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6639   -0.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392   -0.7054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3560   -1.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924   -2.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8347   -0.8278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1812   -1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5939   -1.1571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2944   -1.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -0.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -0.3794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0120    0.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -0.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6581    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949    0.7286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1262    0.9466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    0.1403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0354    0.5560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8682    0.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    0.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473   -0.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0312   -1.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2336   -1.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6521   -0.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216   -1.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645   -0.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0713   -0.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 20  1  0  0  0  0
 16 20  1  0  0  0  0
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 18 23  1  0  0  0  0
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  7 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
   -0.4042    4.5081   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5485    3.1646   -0.6265 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5550    2.6046   -0.0459 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2986    1.7931   -1.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989    2.0884   -1.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896    0.6395   -1.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2017   -0.2846   -0.4371 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9411   -1.1901   -0.8307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0121   -0.9608    0.2172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3927   -1.0285   -0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6142   -2.3673   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8970   -2.7417   -1.5854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295   -3.1938   -0.8791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7021    0.3022    0.8363 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5616    1.3629    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3140    0.3963    0.7643 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1664   -0.4027    1.9974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    0.0210    1.9362 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6582    1.3177    1.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578    1.6987    1.1042 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2499    2.2541    2.1740 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3099    3.3362    2.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999   -0.9147    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -1.6016    1.1102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -2.4754    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -2.6287   -1.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9115   -1.9065   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608   -1.0456   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596   -3.5508   -1.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010   -3.6778   -1.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023   -3.2961    0.0012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3044    4.9737   -1.3095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471    4.7676   -1.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2332    5.0665    0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2716    3.4039    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007    1.0070   -2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0961    0.0693   -2.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -2.2490   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3815   -0.8764   -1.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9363   -1.8058    0.9519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2123   -1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -0.9269    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9238   -2.5210   -2.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7510   -2.2534   -1.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0429   -3.8329   -1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3528    2.2364    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976    1.0404    0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437    1.5772   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783   -1.4752    1.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    0.0015    2.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1233   -0.0998    2.9310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3217    3.6840    3.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4272    4.2045    2.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171    3.1503    3.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -1.5197    2.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -2.0562   -2.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6914   -2.8875   -1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4942   -4.6867   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  4  5  2  0
  4  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  9 14  1  0
 14 15  1  0
 16 14  1  6
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 17 18  1  0
 18 19  1  0
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 18 23  1  0
 23 24  2  0
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 25 26  2  0
 26 29  1  0
 29 30  1  0
 30 31  1  0
 26 27  1  0
 27 28  2  0
 20  3  1  0
 28 23  1  0
 16  7  1  0
 20 16  1  0
 31 25  1  0
 28  7  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  1
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
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 12 43  1  0
 12 44  1  0
 12 45  1  0
 15 46  1  0
 15 47  1  0
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 17 49  1  0
 17 50  1  0
 18 51  1  1
 22 52  1  0
 22 53  1  0
 22 54  1  0
 24 55  1  0
 30 57  1  0
 30 58  1  0
 27 56  1  0
M  END


  Mrv1652309042214592D          

 31 36  0  0  1  0            999 V2000
   -2.0572    0.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6639   -0.6834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8392   -0.7054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3560   -1.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924   -2.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -1.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8347   -0.8278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1812   -1.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5939   -1.1571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2944   -1.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7226   -1.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -0.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029   -0.3794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0120    0.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3919   -0.1063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6581    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949    0.7286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1262    0.9466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3228    0.1403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0354    0.5560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8682    0.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658    0.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473   -0.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0312   -1.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2336   -1.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6521   -0.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216   -1.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3645   -0.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0713   -0.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
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  9 14  1  0  0  0  0
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  7 16  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0195183

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C(=O)C[C@]23C[C@H](CC(C)=O)N(C)[C@@]22C[C@H](O[C@@]12OC)C1=CC2=C(OCO2)C=C31

> <INCHI_IDENTIFIER>
InChI=1S/C23H27NO7/c1-12(25)5-13-8-21-9-16(26)20(27-3)23(28-4)22(21,24(13)2)10-19(31-23)14-6-17-18(7-15(14)21)30-11-29-17/h6-7,13,19-20H,5,8-11H2,1-4H3/t13-,19-,20+,21-,22-,23-/m0/s1

> <INCHI_KEY>
SOMHCTSZFQAYCX-UCAREMGMSA-N

> <FORMULA>
C23H27NO7

> <MOLECULAR_WEIGHT>
429.469

> <EXACT_MASS>
429.178752213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.398688894260154

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,11S,13S,14R,15R,19R)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1^{11,14}.0^{1,13}.0^{2,10}.0^{4,8}]henicosa-2,4(8),9-trien-16-one

> <JCHEM_LOGP>
1.6698278853333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.827086997492632

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.047316930058223

> <JCHEM_PKA_STRONGEST_BASIC>
6.94880337650482

> <JCHEM_POLAR_SURFACE_AREA>
83.53000000000002

> <JCHEM_REFRACTIVITY>
107.9264

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,11S,13S,14R,15R,19R)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1^{11,14}.0^{1,13}.0^{2,10}.0^{4,8}]henicosa-2,4(8),9-trien-16-one

> <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      -3.840   0.078   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.106  -1.276   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.566  -1.317   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.664  -2.988   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.479  -4.295   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.038  -3.054   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.558  -1.545   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.338  -2.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.109  -2.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.416  -2.974   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.775  -2.248   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.082  -3.061   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.825  -0.709   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -0.752  -0.708   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.889   0.330   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.732  -0.198   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.228   1.514   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.231   1.360   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.236   1.767   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.603   0.262   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.933   1.038   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.926   2.578   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.487   0.246   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.976   0.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.062  -0.453   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.658  -1.939   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.169  -2.333   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.084  -1.240   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.947  -2.782   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.147  -1.817   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.600  -0.377   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   16   28                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17   20                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19    3   16   21                                             
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   18   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23    7                                                  
CONECT   29   26   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₇NO₇

Average Mass

429.4690 Da

Monoisotopic Mass

429.17875 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C(=O)C[C@]23C[C@H](CC(C)=O)N(C)[C@@]22C[C@H](O[C@@]12OC)C1=CC2=C(OCO2)C=C31

InChI Identifier

InChI=1S/C23H27NO7/c1-12(25)5-13-8-21-9-16(26)20(27-3)23(28-4)22(21,24(13)2)10-19(31-23)14-6-17-18(7-15(14)21)30-11-29-17/h6-7,13,19-20H,5,8-11H2,1-4H3/t13-,19-,20+,21-,22-,23-/m0/s1

InChI Key

SOMHCTSZFQAYCX-UCAREMGMSA-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
Pericampylus glaucus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hasubanan alkaloids. These are alkaloids with a structure based on the hasubanan skeleton, a tetracyclic propellane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Hasubanan alkaloids

Sub Class

Not Available

Direct Parent

Hasubanan alkaloids

Alternative Parents

Substituents

Hasubanan skeleton
Phenanthrene
Tetralin
Indole or derivatives
Benzodioxole
Ketal
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Beta-aminoketone
Tetrahydrofuran
Pyrrolidine
Cyclic ketone
Tertiary aliphatic amine
Tertiary amine
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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

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

163001429

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one (NP0195183)

MOL for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

3D MOL for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

3D SDF for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

3D-SDF for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

PDB for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

3D PDB for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

SMILES for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

INCHI for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

Structure for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)

3D Structure for NP0195183 ((1s,11s,13s,14r,15r,19r)-14,15-dimethoxy-20-methyl-19-(2-oxopropyl)-5,7,21-trioxa-20-azahexacyclo[11.4.3.1¹¹,¹⁴.0¹,¹³.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9-trien-16-one)