NP-MRD: Showing NP-Card for (-)-stephanine (NP0030765)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 22:02:20 UTC

Updated at

2021-06-29 23:58:56 UTC

NP-MRD ID

NP0030765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-stephanine

Provided By

JEOL Database JEOL Logo

Description

Stephanine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. (-)-stephanine is found in Annona cacans, Mahnolia coco, Stephania abyssinica, Stephania abyssinica Walp. , Stephania bancroftii, Stephania bancroftii Bailey, Stephania brachyandra Diels, Stephania cephalantha, Stephania cepharantha Hayata , Stephania delavayi, Stephania dielsiana Y.C.Wu, Stephania epigaea H.S.Lo, Stephania glabra Miers , Stephania japonica, Stephania japonica Miers , Stephania kwangsiensis H.S.Lo., Stephania micrantha H.S.Lo.et.M.Yang, Stephania venosa, Stephania yunnanensis H.S Lo and Xylopia aethiopica. (-)-stephanine was first documented in 2014 (PMID: 24768769). Based on a literature review a small amount of articles have been published on Stephanine (PMID: 32824689) (PMID: 32256634) (PMID: 28703314) (PMID: 27916812).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100023D          

 42 46  0  0  0  0            999 V2000
    2.6995   -2.3295    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -1.7617    1.1346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   -0.8702    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447   -0.5633   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    0.3537   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.9873   -1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.7251   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -0.2482   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5794    0.5269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2275   -0.5776   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3021    0.7905   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.4030   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.6465   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    3.2378   -2.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    2.6449   -2.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    1.4023   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049    3.4495   -2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270    4.5849   -3.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3523    4.4525   -2.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281    0.7546   -0.8700 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6412   -0.7312   -0.5688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4808   -0.9389    0.3131 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4656   -2.3334    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -2.9599    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.9690    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -1.5551    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -1.0260   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.5821   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    1.6872   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930   -1.5666    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165    0.1518    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.3118   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732    3.1449   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    4.7171   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    5.4781   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.8653   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574    1.2774    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.2993   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -1.0882   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7094   -2.4972    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868   -3.0347   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -2.5960    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 20  1  0  0  0  0
 14 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
 11 10  1  0  0  0  0
  9  8  1  0  0  0  0
 16  7  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
  7  6  1  0  0  0  0
 13 14  2  0  0  0  0
  6  5  2  0  0  0  0
 12 11  2  0  0  0  0
  5  4  1  0  0  0  0
 10  9  1  0  0  0  0
  4  3  2  0  0  0  0
  3  8  1  0  0  0  0
 15 16  2  0  0  0  0
 10 32  1  6  0  0  0
 16 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
  8  7  2  0  0  0  0
 14 15  1  0  0  0  0
 13 33  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  6 29  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 23 42  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    2.6995   -2.3295    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -1.7617    1.1346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   -0.8702    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447   -0.5633   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    0.3537   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.9873   -1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.7251   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -0.2482   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5794    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -0.5776   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3021    0.7905   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.4030   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.6465   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    3.2378   -2.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    2.6449   -2.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    1.4023   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049    3.4495   -2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270    4.5849   -3.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523    4.4525   -2.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281    0.7546   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -0.7312   -0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808   -0.9389    0.3131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   -2.3334    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -2.9599    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.9690    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -1.5551    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -1.0260   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.5821   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    1.6872   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930   -1.5666    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165    0.1518    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.3118   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732    3.1449   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    4.7171   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    5.4781   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.8653   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574    1.2774    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.2993   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -1.0882   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7094   -2.4972    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868   -3.0347   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -2.5960    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 11 10  1  0
  9  8  1  0
 16  7  1  0
 22 21  1  0
 21 20  1  0
 22 10  1  0
  7  6  1  0
 13 14  2  0
  6  5  2  0
 12 11  2  0
  5  4  1  0
 10  9  1  0
  4  3  2  0
  3  8  1  0
 15 16  2  0
 10 32  1  6
 16 11  1  0
  3  2  1  0
  2  1  1  0
 12 13  1  0
 22 23  1  0
  8  7  2  0
 14 15  1  0
 13 33  1  0
 21 38  1  0
 21 39  1  0
 20 36  1  0
 20 37  1  0
 18 34  1  0
 18 35  1  0
  9 30  1  0
  9 31  1  0
  6 29  1  0
  5 28  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END


  Mrv1652306202100023D          

 42 46  0  0  0  0            999 V2000
    2.6995   -2.3295    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -1.7617    1.1346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   -0.8702    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447   -0.5633   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    0.3537   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.9873   -1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.7251   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -0.2482   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5794    0.5269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2275   -0.5776   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3021    0.7905   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.4030   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.6465   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    3.2378   -2.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    2.6449   -2.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    1.4023   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049    3.4495   -2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270    4.5849   -3.0992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3523    4.4525   -2.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281    0.7546   -0.8700 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6412   -0.7312   -0.5688 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4808   -0.9389    0.3131 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4656   -2.3334    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -2.9599    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.9690    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -1.5551    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -1.0260   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.5821   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    1.6872   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930   -1.5666    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165    0.1518    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.3118   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732    3.1449   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    4.7171   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    5.4781   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.8653   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574    1.2774    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.2993   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -1.0882   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7094   -2.4972    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868   -3.0347   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -2.5960    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 20  1  0  0  0  0
 14 19  1  0  0  0  0
 19 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 15  1  0  0  0  0
 11 10  1  0  0  0  0
  9  8  1  0  0  0  0
 16  7  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 22 10  1  0  0  0  0
  7  6  1  0  0  0  0
 13 14  2  0  0  0  0
  6  5  2  0  0  0  0
 12 11  2  0  0  0  0
  5  4  1  0  0  0  0
 10  9  1  0  0  0  0
  4  3  2  0  0  0  0
  3  8  1  0  0  0  0
 15 16  2  0  0  0  0
 10 32  1  6  0  0  0
 16 11  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 12 13  1  0  0  0  0
 22 23  1  0  0  0  0
  8  7  2  0  0  0  0
 14 15  1  0  0  0  0
 13 33  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  6 29  1  0  0  0  0
  5 28  1  0  0  0  0
  4 27  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 23 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C(OC([H])([H])[H])=C1[H])C([H])([H])[C@@]1([H])N(C([H])([H])[H])C([H])([H])C([H])([H])C3=C1C2=C1OC([H])([H])OC1=C3[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO3/c1-20-7-6-11-8-16-19(23-10-22-16)18-12-4-3-5-15(21-2)13(12)9-14(20)17(11)18/h3-5,8,14H,6-7,9-10H2,1-2H3/t14-/m1/s1

> <INCHI_KEY>
UEAPAHNNFSZHMW-CQSZACIVSA-N

> <FORMULA>
C19H19NO3

> <MOLECULAR_WEIGHT>
309.365

> <EXACT_MASS>
309.136493476

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.60417806532228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12R)-15-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaene

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
3.1669742296666668

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.112092924168462

> <JCHEM_POLAR_SURFACE_AREA>
30.93

> <JCHEM_REFRACTIVITY>
88.25640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12R)-15-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    2.6995   -2.3295    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -1.7617    1.1346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   -0.8702    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447   -0.5633   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    0.3537   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.9873   -1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.7251   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -0.2482   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5794    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -0.5776   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3021    0.7905   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.4030   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.6465   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    3.2378   -2.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    2.6449   -2.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    1.4023   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049    3.4495   -2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270    4.5849   -3.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523    4.4525   -2.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281    0.7546   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -0.7312   -0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808   -0.9389    0.3131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   -2.3334    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -2.9599    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.9690    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -1.5551    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -1.0260   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.5821   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    1.6872   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930   -1.5666    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165    0.1518    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.3118   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732    3.1449   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    4.7171   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    5.4781   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.8653   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574    1.2774    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.2993   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -1.0882   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7094   -2.4972    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868   -3.0347   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -2.5960    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 11 10  1  0
  9  8  1  0
 16  7  1  0
 22 21  1  0
 21 20  1  0
 22 10  1  0
  7  6  1  0
 13 14  2  0
  6  5  2  0
 12 11  2  0
  5  4  1  0
 10  9  1  0
  4  3  2  0
  3  8  1  0
 15 16  2  0
 10 32  1  6
 16 11  1  0
  3  2  1  0
  2  1  1  0
 12 13  1  0
 22 23  1  0
  8  7  2  0
 14 15  1  0
 13 33  1  0
 21 38  1  0
 21 39  1  0
 20 36  1  0
 20 37  1  0
 18 34  1  0
 18 35  1  0
  9 30  1  0
  9 31  1  0
  6 29  1  0
  5 28  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.700  -2.329   1.555  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.466  -1.762   1.135  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.500  -0.870   0.094  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.645  -0.563  -0.642  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.578   0.354  -1.687  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.373   0.987  -1.992  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.203   0.725  -1.262  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.277  -0.248  -0.234  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.996  -0.579   0.527  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.228  -0.578  -0.412  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.302   0.791  -1.104  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.560   1.403  -1.355  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.626   2.647  -1.991  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.445   3.238  -2.371  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.218   2.645  -2.151  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.089   1.402  -1.531  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.205   3.450  -2.593  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.927   4.585  -3.099  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.352   4.452  -2.978  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.828   0.755  -0.870  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.641  -0.731  -0.569  0.00  0.00           C+0
HETATM   22  N   UNK     0      -3.481  -0.939   0.313  0.00  0.00           N+0
HETATM   23  C   UNK     0      -3.466  -2.333   0.766  0.00  0.00           C+0
HETATM   24  H   UNK     0       3.130  -2.960   0.770  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.495  -2.969   2.419  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.405  -1.555   1.874  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.603  -1.026  -0.436  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.468   0.582  -2.268  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.367   1.687  -2.823  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.893  -1.567   0.985  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.117   0.152   1.337  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.065  -1.312  -1.216  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.573   3.145  -2.168  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.675   4.717  -4.158  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.608   5.478  -2.550  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.616   0.865  -1.625  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.157   1.277   0.037  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.528  -1.299  -1.502  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.559  -1.088  -0.085  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.709  -2.497   1.538  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.287  -3.035  -0.057  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.422  -2.596   1.234  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1                                                       
CONECT    3    4    8    2                                                  
CONECT    4    5    3   27                                                  
CONECT    5    6    4   28                                                  
CONECT    6    7    5   29                                                  
CONECT    7   16    6    8                                                  
CONECT    8    9    3    7                                                  
CONECT    9    8   10   30   31                                             
CONECT   10   11   22    9   32                                             
CONECT   11   10   12   16                                                  
CONECT   12   20   11   13                                                  
CONECT   13   14   12   33                                                  
CONECT   14   19   13   15                                                  
CONECT   15   17   16   14                                                  
CONECT   16    7   15   11                                                  
CONECT   17   18   15                                                       
CONECT   18   19   17   34   35                                             
CONECT   19   14   18                                                       
CONECT   20   12   21   36   37                                             
CONECT   21   22   20   38   39                                             
CONECT   22   21   10   23                                                  
CONECT   23   22   40   41   42                                             
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   13                                                            
CONECT   34   18                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
CONECT   37   20                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   23                                                            
CONECT   42   23                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

RDKit          3D

42 46  0  0  0  0  0  0  0  0999 V2000
    2.6995   -2.3295    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4660   -1.7617    1.1346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   -0.8702    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6447   -0.5633   -0.6421 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781    0.3537   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.9873   -1.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2034    0.7251   -1.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2765   -0.2482   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9958   -0.5794    0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2275   -0.5776   -0.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3021    0.7905   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.4030   -1.3547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    2.6465   -1.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    3.2378   -2.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    2.6449   -2.1514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0892    1.4023   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2049    3.4495   -2.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9270    4.5849   -3.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523    4.4525   -2.9781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8281    0.7546   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6412   -0.7312   -0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4808   -0.9389    0.3131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   -2.3334    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299   -2.9599    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4950   -2.9690    2.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -1.5551    1.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -1.0260   -0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.5821   -2.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672    1.6872   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8930   -1.5666    0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1165    0.1518    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0648   -1.3118   -1.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5732    3.1449   -2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    4.7171   -4.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    5.4781   -2.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6156    0.8653   -1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1574    1.2774    0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5283   -1.2993   -1.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5591   -1.0882   -0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7094   -2.4972    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2868   -3.0347   -0.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4216   -2.5960    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 20  1  0
 14 19  1  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 11 10  1  0
  9  8  1  0
 16  7  1  0
 22 21  1  0
 21 20  1  0
 22 10  1  0
  7  6  1  0
 13 14  2  0
  6  5  2  0
 12 11  2  0
  5  4  1  0
 10  9  1  0
  4  3  2  0
  3  8  1  0
 15 16  2  0
 10 32  1  6
 16 11  1  0
  3  2  1  0
  2  1  1  0
 12 13  1  0
 22 23  1  0
  8  7  2  0
 14 15  1  0
 13 33  1  0
 21 38  1  0
 21 39  1  0
 20 36  1  0
 20 37  1  0
 18 34  1  0
 18 35  1  0
  9 30  1  0
  9 31  1  0
  6 29  1  0
  5 28  1  0
  4 27  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 23 40  1  0
 23 41  1  0
 23 42  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₃

Average Mass

309.3650 Da

Monoisotopic Mass

309.13649 Da

IUPAC Name

(12R)-15-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaene

Traditional Name

(12R)-15-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaene

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C(OC([H])([H])[H])=C1[H])C([H])([H])[C@@]1([H])N(C([H])([H])[H])C([H])([H])C([H])([H])C3=C1C2=C1OC([H])([H])OC1=C3[H]

InChI Identifier

InChI=1S/C19H19NO3/c1-20-7-6-11-8-16-19(23-10-22-16)18-12-4-3-5-15(21-2)13(12)9-14(20)17(11)18/h3-5,8,14H,6-7,9-10H2,1-2H3/t14-/m1/s1

InChI Key

UEAPAHNNFSZHMW-CQSZACIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Annona cacans	Plant	KNApSAcK
Mahnolia coco	-	KNApSAcK
Stephania abyssinica	LOTUS Database	35616633
Stephania abyssinica Walp.	Plant	KNApSAcK
Stephania bancroftii	JEOL database	Blanchfield, J. T., et al., Phytochemistry 63, 711 (2003)
Stephania bancroftii Bailey	Plant	KNApSAcK
Stephania brachyandra Diels	Plant	KNApSAcK
Stephania cephalantha	LOTUS Database	35616633
Stephania cepharantha Hayata	Plant	KNApSAcK
Stephania delavayi	Plant	KNApSAcK
Stephania dielsiana Y.C.Wu	Plant	KNApSAcK
Stephania epigaea	Plant	KNApSAcK
Stephania glabra Miers	Plant	KNApSAcK
Stephania japonica	LOTUS Database	35616633
Stephania japonica Miers	Plant	KNApSAcK
Stephania kwangsiensis H.S.Lo.	Plant	KNApSAcK
Stephania micrantha H.S.Lo.et.M.Yang	Plant	KNApSAcK
Stephania venosa	LOTUS Database	35616633
Stephania yunnanensis H.S Lo	Plant	KNApSAcK
Xylopia aethiopica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Anisole
Aralkylamine
Alkyl aryl ether
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Oxacycle
Acetal
Ether
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Amine
Organooxygen compound
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
logP	2.68	ALOGPS
logP	3.17	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	7.11	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.93 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.26 m³·mol⁻¹	ChemAxon
Polarizability	34.6 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

141040

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160501

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Knockleby J, Pradines B, Gendrot M, Mosnier J, Nguyen TT, Trinh TT, Lee H, Le PM: Cytotoxic and Anti-Plasmodial Activities of Stephania dielsiana Y.C. Wu Extracts and the Isolated Compounds. Molecules. 2020 Aug 18;25(16). pii: molecules25163755. doi: 10.3390/molecules25163755. [PubMed:32824689 ]
Li S, Liu X, Chen X, Bi L: Research Progress on Anti-Inflammatory Effects and Mechanisms of Alkaloids from Chinese Medical Herbs. Evid Based Complement Alternat Med. 2020 Mar 18;2020:1303524. doi: 10.1155/2020/1303524. eCollection 2020. [PubMed:32256634 ]
Le PM, Srivastava V, Nguyen TT, Pradines B, Madamet M, Mosnier J, Trinh TT, Lee H: Stephanine from Stephania venosa (Blume) Spreng Showed Effective Antiplasmodial and Anticancer Activities, the Latter by Inducing Apoptosis through the Reverse of Mitotic Exit. Phytother Res. 2017 Sep;31(9):1357-1368. doi: 10.1002/ptr.5861. Epub 2017 Jul 13. [PubMed:28703314 ]
Wang H, Cheng X, Kong S, Yang Z, Wang H, Huang Q, Li J, Chen C, Ma Y: Synthesis and Structure-Activity Relationships of a Series of Aporphine Derivatives with Antiarrhythmic Activities and Acute Toxicity. Molecules. 2016 Nov 28;21(12). pii: molecules21121555. doi: 10.3390/molecules21121555. [PubMed:27916812 ]
Desgrouas C, Taudon N, Bun SS, Baghdikian B, Bory S, Parzy D, Ollivier E: Ethnobotany, phytochemistry and pharmacology of Stephania rotunda Lour. J Ethnopharmacol. 2014 Jul 3;154(3):537-63. doi: 10.1016/j.jep.2014.04.024. Epub 2014 Apr 25. [PubMed:24768769 ]
Blanchfield, J. T., et al. (2003). Blanchfield, J. T., et al., Phytochemistry 63, 711 (2003) . Phytochem..

Showing NP-Card for (-)-stephanine (NP0030765)

MOL for NP0030765 ((-)-stephanine)

3D MOL for NP0030765 ((-)-stephanine)

3D SDF for NP0030765 ((-)-stephanine)

3D-SDF for NP0030765 ((-)-stephanine)

PDB for NP0030765 ((-)-stephanine)

3D PDB for NP0030765 ((-)-stephanine)

SMILES for NP0030765 ((-)-stephanine)

INCHI for NP0030765 ((-)-stephanine)

Structure for NP0030765 ((-)-stephanine)

3D Structure for NP0030765 ((-)-stephanine)