NP-MRD: Showing NP-Card for (1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate (NP0195182)

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Record Information

Version

2.0

Created at

2022-09-04 12:59:25 UTC

Updated at

2022-09-04 12:59:25 UTC

NP-MRD ID

NP0195182

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate

Description

Stemocurtisinol N-Oxide belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate is found in Stemona curtisii. Based on a literature review very few articles have been published on Stemocurtisinol N-Oxide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214592D          

 30 34  0  0  1  0            999 V2000
    3.5388    3.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938    2.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723    2.6892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8958    3.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0273    1.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5346    1.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666    0.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    0.3537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5165   -0.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    0.4699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6581    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3936    2.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    2.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1600    1.8847    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.3720    2.6820    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.0172    1.0865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4455    0.9476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1991    1.7349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2081    2.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    1.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1035    2.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284    2.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    3.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567    3.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5022    3.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    4.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400    3.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0527    3.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1276    4.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893    0.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16  8  1  1  0  0  0
 17 16  1  6  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  0  0  0  0
 10 30  1  0  0  0  0
M  CHG  2  14   1  15  -1
M  END

     RDKit          3D

 61 65  0  0  0  0  0  0  0  0999 V2000
   -4.3026    2.6244    0.7030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5576    1.8749   -0.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4405    0.4286   -0.5595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3791   -0.1035    0.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -0.2854   -0.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0103   -0.3897    1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -0.8522    1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637   -1.3168    0.4794 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2762   -1.8145    0.4838 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -1.7552   -0.9152 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3562   -2.5751   -1.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   -2.0118   -2.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9289   -0.6269   -2.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    0.0364   -1.0650 N   0  0  1  0  0  4  0  0  0  0  0  0
   -2.1328    1.3570   -1.4061 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.8024   -0.0293   -0.3428 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4158   -0.2652   -1.1262 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6711    0.2911   -0.4579 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3715    1.2853   -1.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -0.9142   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7245   -0.9317    0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5818   -2.0289    0.3339 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6936   -1.6234    1.0550 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6991   -2.3374    1.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5420   -0.2223    1.4289 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4640    0.6524    2.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3610    0.1766    0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    1.4533    1.0680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4152    1.9994    2.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -1.9701   -1.0637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    2.7683    0.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927    3.6754    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359    2.2568    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1454    2.4225   -1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6783    2.0687   -0.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8366    0.0598   -1.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7616   -0.9419    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4058   -1.3615   -0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3104    0.5180    1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7161   -1.1793    1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1434    0.0460    2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6796   -1.6368    2.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6233   -2.0623    0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6454   -3.4643   -1.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3414   -3.0946   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4051   -2.2019   -3.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4118   -2.6643   -2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -0.0010   -3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9795   -0.5672   -2.7537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6821    0.8562    0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4514    0.0443   -2.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294    0.7103    0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4051    0.9888   -1.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8292    1.2550   -2.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2864    2.3208   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247    0.6648    3.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4614    1.6788    1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4831    0.2544    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2649    2.0267    3.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0629    3.0395    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6113    1.3944    2.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 30  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 14  5  1  0
 27 21  1  0
 16  8  1  0
 17 10  1  0
 30 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  5 38  1  6
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  6
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 16 50  1  1
 17 51  1  6
 18 52  1  1
 19 53  1  0
 19 54  1  0
 19 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
M  CHG  2  14   1  15  -1
M  END


  Mrv1652309042214592D          

 30 34  0  0  1  0            999 V2000
    3.5388    3.5145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1938    2.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3723    2.6892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8958    3.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0273    1.9398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5346    1.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1666    0.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    0.3537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5165   -0.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2271    0.4699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6581    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3936    2.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394    2.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1600    1.8847    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.3720    2.6820    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.0172    1.0865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4455    0.9476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1991    1.7349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2081    2.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6258    1.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1035    2.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284    2.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1748    3.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567    3.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5022    3.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    4.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400    3.1984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0527    3.4448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1276    4.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8893    0.9621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16  8  1  1  0  0  0
 17 16  1  6  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 30  1  0  0  0  0
 10 30  1  0  0  0  0
M  CHG  2  14   1  15  -1
M  END
> <DATABASE_ID>
NP0195182

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](O)[C@@H]1CC[C@@H]2O[C@@]34CCC[N+]1([O-])[C@@H]2[C@H]3[C@H](C)\C(O4)=C1\OC(=O)C(C)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO7/c1-5-14(24)13-7-8-15-17-16-11(2)19(20-18(27-4)12(3)21(25)28-20)30-22(16,29-15)9-6-10-23(13,17)26/h11,13-17,24H,5-10H2,1-4H3/b20-19-/t11-,13-,14-,15-,16+,17-,22+,23?/m0/s1

> <INCHI_KEY>
GQHSQVDONZAQMO-UAMZZLTQSA-N

> <FORMULA>
C22H31NO7

> <MOLECULAR_WEIGHT>
421.49

> <EXACT_MASS>
421.210052342

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.93709868150931

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,6S,9S,10R,11R,12S)-6-[(1S)-1-hydroxypropyl]-13-[(2Z)-3-methoxy-4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0^{1,11}.0^{5,10}]pentadecan-5-ium-5-olate

> <JCHEM_LOGP>
0.6153376759999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.282653719535197

> <JCHEM_PKA_STRONGEST_BASIC>
2.865743840146137

> <JCHEM_POLAR_SURFACE_AREA>
97.28

> <JCHEM_REFRACTIVITY>
110.0469

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S,9S,10R,11R,12S)-6-[(1S)-1-hydroxypropyl]-13-[(2Z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0^{1,11}.0^{5,10}]pentadecan-5-ium-5-olate

> <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       6.606   6.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.962   5.161   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.428   5.020   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.539   6.277   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.784   3.621   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.731   2.361   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.044   0.935   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.449   0.660   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.964  -0.147   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.424   0.877   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.229   2.368   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.735   3.950   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.820   4.406   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.165   3.518   0.000  0.00  0.00           N+1
HETATM   15  O   UNK     0       2.561   5.006   0.000  0.00  0.00           O-1
HETATM   16  C   UNK     0       1.899   2.028   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.832   1.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.372   3.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.388   4.778   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.168   3.255   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.060   4.511   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.600   4.528   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.060   5.997   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.519   6.489   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.804   6.889   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.787   8.429   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.568   5.970   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.098   6.430   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.238   7.933   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.660   1.796   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17   30                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    5   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    8   17                                                  
CONECT   17   16   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   30                                                  
CONECT   21   20   22   27                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   21   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   20   10                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₇

Average Mass

421.4900 Da

Monoisotopic Mass

421.21005 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H](O)[C@@H]1CC[C@@H]2O[C@@]34CCC[N+]1([O-])[C@@H]2[C@H]3[C@H](C)\C(O4)=C1\OC(=O)C(C)=C1OC

InChI Identifier

InChI=1S/C22H31NO7/c1-5-14(24)13-7-8-15-17-16-11(2)19(20-18(27-4)12(3)21(25)28-20)30-22(16,29-15)9-6-10-23(13,17)26/h11,13-17,24H,5-10H2,1-4H3/b20-19-/t11-,13-,14-,15-,16+,17-,22+,23?/m0/s1

InChI Key

GQHSQVDONZAQMO-UAMZZLTQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stemona curtisii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Azepane
Ketal
2-furanone
Piperidine
Dihydrofuran
Enol ester
Trialkyl amine oxide
Oxolane
Vinylogous ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Lactone
Secondary alcohol
Trisubstituted n-oxide
Azacycle
Oxacycle
N-oxide
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Organic salt
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organic zwitterion
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

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

26376381

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53320016

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate (NP0195182)

MOL for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

3D MOL for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

3D SDF for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

3D-SDF for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

PDB for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

3D PDB for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

SMILES for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

INCHI for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

Structure for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)

3D Structure for NP0195182 ((1r,6s,9s,10r,11r,12s)-6-[(1s)-1-hydroxypropyl]-13-[(2z)-3-methoxy-4-methyl-5-oxofuran-2-ylidene]-12-methyl-14,15-dioxa-5-azatetracyclo[7.5.1.0¹,¹¹.0⁵,¹⁰]pentadecan-5-ium-5-olate)