NP-MRD: Showing NP-Card for (+)-Oxymaistemonine (NP0070270)

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Record Information

Version

2.0

Created at

2022-04-28 15:34:15 UTC

Updated at

2022-04-28 15:34:15 UTC

NP-MRD ID

NP0070270

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Oxymaistemonine

Description

(1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-5H-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0¹,⁵]Tridecan]-4'-ene-3',5-dione belongs to the class of organic compounds known as azepanes. These are organic compounds containing a saturated seven member heterocycle, with one nitrogen atom. (+)-Oxymaistemonine is found in Stemona mairei. Based on a literature review very few articles have been published on (1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-5H-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0¹,⁵]Tridecan]-4'-ene-3',5-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217342D          

 31 35  0  0  1  0            999 V2000
    1.7944    0.5685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5632   -0.2235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999   -0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -0.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0561    0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4958    1.2921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3194    1.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8141    1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    2.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277    0.9194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3710    1.0551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8460    0.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187    0.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -0.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5705   -0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388   -0.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    2.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0886    2.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.6881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8975   -0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -1.5127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9516   -1.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204   -2.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252   -3.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -2.7941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6173   -2.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -3.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 20  1  0  0  0  0
  6 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 22 25  1  1  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  1  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -3.2732   -1.2733   -1.9158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.9886   -1.3059 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129   -1.1049    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521   -2.2482    0.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1191   -3.6174    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -1.9995    2.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320   -2.8327    3.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -0.6551    2.2838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5103   -0.0411    1.0360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7119    0.8362    1.1057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668    0.4829    1.4350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    2.1636    0.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    3.3212    0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    2.1630    0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2760    3.4126    0.0482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8313    4.5257    0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    3.5003   -1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5190    2.0716   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6487    1.3044   -1.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4000    0.3749   -0.4463 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6956   -0.0777    0.0524 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7292   -1.5690    0.1657 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1225   -2.0290    0.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5934   -2.9170   -0.6095 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6744   -2.2317   -1.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3629   -3.1311   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831   -4.1038   -2.1839 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978   -2.0973   -1.1364 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9556    0.6505    1.3282 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5728    0.9421    1.8467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653    0.8309    0.6536 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0758   -0.6021   -1.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2477   -1.0479   -2.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5551   -2.3383   -1.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5974   -4.3716    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1969   -3.8699    0.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -3.6881   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9525    4.0142   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3118    3.8178    1.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2527    2.9544    0.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7941    3.3928    0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1554    5.2520    0.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786    4.1571   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    3.8613   -1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4992    1.7031   -1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5376    2.1873   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0633    0.7181   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998    1.9923   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5226    0.2047   -0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485   -1.9572    0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1276   -2.6622    1.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -1.1909    0.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0161   -3.8831   -0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8306   -1.1955   -0.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6634   -2.7331   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175   -2.1088   -2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293    0.0564    2.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5389    1.5928    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155    1.9378    2.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.1437    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  9  8  1  1
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 29  1  0
 29 30  1  0
 31 30  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
  9  3  1  0
 31  9  1  0
 28 22  1  0
 31 14  1  0
 31 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  5 36  1  0
  5 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  6
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  6
 29 57  1  0
 29 58  1  0
 30 59  1  0
 30 60  1  0
 22 50  1  1
 23 51  1  0
 23 52  1  0
 24 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
M  END


  Mrv1652304282217342D          

 31 35  0  0  1  0            999 V2000
    1.7944    0.5685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5632   -0.2235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999   -0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0793   -0.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0561    0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4958    1.2921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3194    1.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8141    1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5949    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    2.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6277    0.9194    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3710    1.0551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8460    0.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187    0.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -0.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5705   -0.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388   -0.6562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769   -0.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8260   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052    2.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0886    2.0497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.6881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8975   -0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190    0.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2698   -1.5127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9516   -1.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7204   -2.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2252   -3.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958   -2.7941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6173   -2.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4312   -3.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  1 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 20  1  0  0  0  0
  6 21  1  1  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  1 24  1  0  0  0  0
 22 25  1  1  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0070270

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)O[C@]11C(=O)C(C)=C2[C@H](O)CCCN3[C@@H](CC[C@@]123)[C@@H]1C[C@H](C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H29NO7/c1-11-10-16(30-20(11)27)14-7-8-22-17(15(25)6-5-9-24(14)22)12(2)18(26)23(22)19(29-4)13(3)21(28)31-23/h11,14-16,25H,5-10H2,1-4H3/t11-,14-,15+,16-,22-,23+/m0/s1

> <INCHI_KEY>
ZNAQDRGQMUIKMM-HVQWUZEESA-N

> <FORMULA>
C23H29NO7

> <MOLECULAR_WEIGHT>
431.485

> <EXACT_MASS>
431.194402278

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19249711709487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-5H-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.7226332263333335

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.4973563950151

> <JCHEM_PKA_STRONGEST_BASIC>
8.720622154277173

> <JCHEM_POLAR_SURFACE_AREA>
102.37

> <JCHEM_REFRACTIVITY>
110.42719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.350   1.061   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.918  -0.417   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.493  -1.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.148  -0.252   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.105   1.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.926   2.412   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.463   2.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.386   3.553   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.844   3.055   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.599   4.510   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.905   1.716   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.293   1.970   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.179   0.711   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.808   0.777   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.256  -0.522   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.798  -0.024   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.246  -1.225   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.010  -0.033   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.142  -2.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.996   5.108   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.165   3.826   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.191  -1.284   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.409  -0.342   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.889   1.108   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.237  -2.824   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.510  -3.691   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.078  -5.169   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.020  -6.387   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.539  -5.216   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.019  -3.766   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.672  -6.488   0.000  0.00  0.00           C+0
CONECT    1    2    7   11   24                                             
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    1    8                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    1   12   16                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   15                                                            
CONECT   20    8                                                            
CONECT   21    6                                                            
CONECT   22    2   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23    1                                                       
CONECT   25   22   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₉NO₇

Average Mass

431.4850 Da

Monoisotopic Mass

431.19440 Da

IUPAC Name

(1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-5H-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione

Traditional Name

(1'S,2S,6'R,11'S)-6'-hydroxy-3-methoxy-4,4'-dimethyl-11'-[(2S,4S)-4-methyl-5-oxooxolan-2-yl]-10'-azaspiro[furan-2,2'-tricyclo[8.3.0.0^{1,5}]tridecan]-4'-ene-3',5-dione

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)O[C@]11C(=O)C(C)=C2[C@H](O)CCCN3[C@@H](CC[C@@]123)[C@@H]1C[C@H](C)C(=O)O1

InChI Identifier

InChI=1S/C23H29NO7/c1-11-10-16(30-20(11)27)14-7-8-22-17(15(25)6-5-9-24(14)22)12(2)18(26)23(22)19(29-4)13(3)21(28)31-23/h11,14-16,25H,5-10H2,1-4H3/t11-,14-,15+,16-,22-,23+/m0/s1

InChI Key

ZNAQDRGQMUIKMM-HVQWUZEESA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 mairei	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azepanes. These are organic compounds containing a saturated seven member heterocycle, with one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azepanes

Sub Class

Not Available

Direct Parent

Azepanes

Alternative Parents

Substituents

Alpha-acyloxy ketone
Azepane
N-alkylpyrrolidine
Gamma butyrolactone
Dicarboxylic acid or derivatives
2-furanone
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Pyrrolidine
Dihydrofuran
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	1.07	ALOGPS
logP	1.72	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.5	ChemAxon
pKa (Strongest Basic)	8.72	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	110.43 m³·mol⁻¹	ChemAxon
Polarizability	44.19 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

162826510

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Oxymaistemonine (NP0070270)

MOL for NP0070270 ((+)-Oxymaistemonine)

3D MOL for NP0070270 ((+)-Oxymaistemonine)

3D SDF for NP0070270 ((+)-Oxymaistemonine)

3D-SDF for NP0070270 ((+)-Oxymaistemonine)

PDB for NP0070270 ((+)-Oxymaistemonine)

3D PDB for NP0070270 ((+)-Oxymaistemonine)

SMILES for NP0070270 ((+)-Oxymaistemonine)

INCHI for NP0070270 ((+)-Oxymaistemonine)

Structure for NP0070270 ((+)-Oxymaistemonine)

3D Structure for NP0070270 ((+)-Oxymaistemonine)