NP-MRD: Showing NP-Card for methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate (NP0145653)

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Record Information

Version

2.0

Created at

2022-09-02 00:53:56 UTC

Updated at

2022-09-02 00:53:56 UTC

NP-MRD ID

NP0145653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate

Description

Methyl 3-[(2R,3S,4S,8S,11S,13R,16S,17R,19R)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]Nonadecan-3-yl]propanoate belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring. methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate is found in Daphniphyllum calycinum. Based on a literature review very few articles have been published on methyl 3-[(2R,3S,4S,8S,11S,13R,16S,17R,19R)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]Nonadecan-3-yl]propanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022202532D          

 28 33  0  0  1  0            999 V2000
    2.2400   -3.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801   -3.5564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3746   -2.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1607   -2.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -1.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1640   -0.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1633   -0.1163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9236   -0.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143    0.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1091    0.7334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1735    1.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    0.5168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1535    0.3265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980   -0.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -1.1569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8238   -1.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -1.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2063   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -0.4484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8570    0.1972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7042    0.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4540    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266    0.7260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167    0.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5512   -0.0641    0.0000 C   0  0  1  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 15 27  1  0  0  0  0
 12 27  1  0  0  0  0
 28 26  1  6  0  0  0
 22 28  1  0  0  0  0
  7 28  1  0  0  0  0
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
    5.5922    0.0922    0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4261    0.6895   -0.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693    1.5215    0.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    1.7445    1.5385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3692    2.1397   -0.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0399    1.7785    0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3445    0.4994   -0.0297 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8704   -0.7055    0.6783 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6471   -0.5079    1.9110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2488   -1.5653    2.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2149   -1.7305    2.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1566   -1.7036    1.0994 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1814   -3.1364    0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2485   -3.0735   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346   -2.0041   -0.8988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4605   -2.5969   -1.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0434   -0.8243   -1.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0199    0.1899   -1.4684 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2163   -0.1799   -2.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298    1.4828   -2.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422    2.0436   -1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194    1.9645    0.0821 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1549    1.6803    0.5605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1663    2.3213   -0.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2492    0.1479    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314   -0.2520    0.5524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5199   -1.5689    0.5476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0060    0.7746    0.6571 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9748   -0.5773   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4513   -0.4476    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3967    0.8833    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    2.2662   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4912    3.2353    0.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9353    2.0637    1.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462    2.5707   -0.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5302   -1.2405   -0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4963    0.4589    2.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7406   -0.7267    1.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4117   -1.2148    3.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -2.5249    2.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7764   -0.9269    3.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298   -2.7471    2.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2458   -3.3044    0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796   -3.8201    1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -4.1021   -0.9895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -3.0453   -1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3533   -2.7074   -2.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0623   -0.3198   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9243   -1.1603   -2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -1.1851   -2.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3057    0.4626   -3.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1333   -0.1873   -1.7056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8864    1.1637   -3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2144    2.2387   -2.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855    3.1279   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7000    1.6254   -1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4464    2.9226    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    2.0114    1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9536    2.7900    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6099    1.6496   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859    3.1573   -0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587   -0.1816    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153   -0.2018   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1914   -2.2546    1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8428    1.0268    1.7328 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
  3  5  1  0
  5  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 28  1  0
 26 27  1  0
 18  7  1  0
 28 22  1  0
 28  7  1  0
 12  8  1  0
 27 12  1  0
 27 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  6
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  1
 23 58  1  1
 24 59  1  0
 24 60  1  0
 24 61  1  0
 25 62  1  0
 25 63  1  0
 28 65  1  1
 27 64  1  1
M  END


  Mrv1652309022202532D          

 28 33  0  0  1  0            999 V2000
    2.2400   -3.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801   -3.5564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3746   -2.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1607   -2.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7183   -2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2377   -1.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1640   -0.4810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1633   -0.1163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9236   -0.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4143    0.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9452    0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1091    0.7334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1735    1.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6010    0.5168    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1535    0.3265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980   -0.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -1.1569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8238   -1.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4333   -1.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2063   -1.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -0.4484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8570    0.1972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7042    0.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4540    0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6266    0.7260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1167    0.9681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5512   -0.0641    0.0000 C   0  0  1  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 15 27  1  0  0  0  0
 12 27  1  0  0  0  0
 28 26  1  6  0  0  0
 22 28  1  0  0  0  0
  7 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0145653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC[C@]12[C@H]3CCC[C@]33CC[C@]4(O)C[C@@]1(C)CC[C@H]1[C@@H](C)CN([C@@H]21)[C@H]34

> <INCHI_IDENTIFIER>
InChI=1S/C24H37NO3/c1-15-13-25-19-16(15)6-9-21(2)14-23(27)12-11-22(20(23)25)8-4-5-17(22)24(19,21)10-7-18(26)28-3/h15-17,19-20,27H,4-14H2,1-3H3/t15-,16-,17-,19+,20+,21+,22-,23-,24+/m0/s1

> <INCHI_KEY>
KBAUUVAWMSDEEE-UYHKVTJQSA-N

> <FORMULA>
C24H37NO3

> <MOLECULAR_WEIGHT>
387.564

> <EXACT_MASS>
387.277344055

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
44.22870712362794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[(2R,3S,4S,8S,11S,13R,16S,17R,19R)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0^{2,16}.0^{3,13}.0^{4,8}.0^{8,19}]nonadecan-3-yl]propanoate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.1232573383333353

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.224916577475621

> <JCHEM_PKA_STRONGEST_BASIC>
12.091396282802899

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
107.4904

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[(2R,3S,4S,8S,11S,13R,16S,17R,19R)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0^{2,16}.0^{3,13}.0^{4,8}.0^{8,19}]nonadecan-3-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.181  -7.238   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.763  -6.639   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.566  -5.055   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.033  -4.587   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.341  -3.939   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.444  -2.342   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.306  -0.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.171  -0.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.591  -0.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.507   0.429   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.631   1.715   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.070   1.369   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.191   2.973   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.687   2.857   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.122   0.965   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.287   0.610   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.676  -1.167   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.540  -2.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.538  -3.512   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.809  -3.093   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.252  -2.415   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.411  -0.837   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.466   0.368   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.048   0.359   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.714   1.732   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       1.170   1.355   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -0.218   1.807   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.029  -0.120   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   18   28                                             
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13   27                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   27                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17    7   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26   15   12                                                  
CONECT   28   26   22    7                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 3-[(2R,3S,4S,8S,11S,13R,16S,17R,19R)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0,.0,.0,.0,]nonadecan-3-yl]propanoic acid	Generator

Chemical Formula

C₂₄H₃₇NO₃

Average Mass

387.5640 Da

Monoisotopic Mass

387.27734 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)CC[C@]12[C@H]3CCC[C@]33CC[C@]4(O)C[C@@]1(C)CC[C@H]1[C@@H](C)CN([C@@H]21)[C@H]34

InChI Identifier

InChI=1S/C24H37NO3/c1-15-13-25-19-16(15)6-9-21(2)14-23(27)12-11-22(20(23)25)8-4-5-17(22)24(19,21)10-7-18(26)28-3/h15-17,19-20,27H,4-14H2,1-3H3/t15-,16-,17-,19+,20+,21+,22-,23-,24+/m0/s1

InChI Key

KBAUUVAWMSDEEE-UYHKVTJQSA-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
Daphniphyllum calycinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolidines

Sub Class

Not Available

Direct Parent

Quinolidines

Alternative Parents

Substituents

Quinolidine
Indolizidine
Indole or derivatives
Azepane
Fatty acid ester
Piperidine
N-alkylpyrrolidine
Fatty acyl
Pyrrolidine
Tertiary alcohol
Methyl ester
Cyclic alcohol
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid ester
1,2-aminoalcohol
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Amine
Organooxygen compound
Organonitrogen 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	3.15	ALOGPS
logS	-4.2	ALOGPS

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

163050052

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate (NP0145653)

MOL for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

3D MOL for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

3D SDF for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

3D-SDF for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

PDB for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

3D PDB for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

SMILES for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

INCHI for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

Structure for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)

3D Structure for NP0145653 (methyl 3-[(2r,3s,4s,8s,11s,13r,16s,17r,19r)-11-hydroxy-13,17-dimethyl-1-azahexacyclo[9.7.1.0²,¹⁶.0³,¹³.0⁴,⁸.0⁸,¹⁹]nonadecan-3-yl]propanoate)