NP-MRD: Showing NP-Card for Peregrinine (NP0074284)

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Record Information

Version

2.0

Created at

2022-04-28 19:26:42 UTC

Updated at

2022-04-28 19:26:42 UTC

NP-MRD ID

NP0074284

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Peregrinine

Description

(1S,2R,3R,4S,5S,6S,8S,9R,10R,13R,16S,17R,18R)-4-hydroxy-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadec-11-en-18-yl acetate belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Peregrinine is found in Marrubium velutinum. Based on a literature review very few articles have been published on (1S,2R,3R,4S,5S,6S,8S,9R,10R,13R,16S,17R,18R)-4-hydroxy-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadec-11-en-18-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282221262D          

 31 36  0  0  1  0            999 V2000
    0.6564   -1.0270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0108   -1.0264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6083   -1.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    0.3484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3864    0.3404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0942   -0.0351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8888    0.5185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5896    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.6359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9425   -0.1538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4107   -0.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -0.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4822    0.0658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0347    0.8560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3135    1.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158   -1.6347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -2.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073   -0.1864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7844   -0.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6710    0.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -1.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186   -2.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1890   -1.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9485   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535   -2.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369   -2.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 13 17  1  6  0  0  0
 17 18  1  0  0  0  0
 11 19  1  1  0  0  0
 19 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 21 24  1  1  0  0  0
 24 25  1  0  0  0  0
  6 26  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  5 31  1  1  0  0  0
M  END

     RDKit          3D

 66 71  0  0  0  0  0  0  0  0999 V2000
    5.6420    0.5313    1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2940    0.5333    1.6921 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4956    0.4077    0.5238 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7141   -0.9114    0.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -0.5966    0.2228 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8262   -0.2227   -1.0648 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4560   -1.1474   -1.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    0.4612    1.1181 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8362    1.4360    1.7476 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5240    1.0537    2.8326 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6885    1.6051    0.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5616    1.9308   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2849    1.4195    0.0669 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7422    0.6576   -0.5963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5125    1.5975   -1.4437 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7476    1.9704   -2.5308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540    3.3633   -2.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8944    1.1467   -1.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6526    0.9664   -0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9752   -0.2690    0.0527 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7989   -0.8025    1.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133   -1.2149   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426   -1.4222   -1.4911 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4784   -0.6723   -1.2318 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2649   -1.4227   -0.0939 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9420   -1.3106    0.8500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7836   -2.4171    0.4692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1302   -3.4553    1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046   -4.5659    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6885   -3.4645    2.4572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5864    0.0252    0.5472 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8514   -0.4554    0.8933 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1910    0.4741    2.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9335    1.3888    0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    0.3438   -0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -1.0685    1.8971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2658   -1.7870    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6848   -0.6586   -2.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8694   -2.0640   -2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332   -1.5397   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2062    0.1965    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    2.4116    1.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6086    1.8257    3.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3627    2.4760    0.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7495    1.9865   -1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730    3.0726   -0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2726    2.1499    0.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7138    2.5330   -0.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0658    3.6459   -3.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5810    3.7998   -2.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2627    3.8215   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208    2.0087   -2.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9175    0.2868   -2.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    1.8460    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7090    0.7484   -0.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5576   -0.0088    1.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3925   -1.6916    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2184   -0.9223    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6984   -1.6584   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0736   -0.5287   -2.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260   -2.4667   -0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7093   -1.5346    1.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9916   -4.4172    1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -4.5926   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6228   -5.5355    1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6833    0.7030    1.3917 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
  4  5  1  0
  5  6  1  6
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 24  1  0
 24 23  1  0
 23 22  2  0
 22 20  1  0
 20 21  1  1
 20 19  1  0
 19 18  1  0
 18 15  1  0
 15 16  1  0
 16 17  1  0
 20 31  1  0
 31 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 26 25  1  0
 11  3  1  0
 14 15  1  6
 25  5  1  0
 13  8  1  0
 31 14  1  0
 25 24  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  1
  9 42  1  1
 10 43  1  0
 11 44  1  1
 12 45  1  0
 12 46  1  0
 13 47  1  1
 24 60  1  6
 22 59  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 19 54  1  0
 19 55  1  0
 18 52  1  0
 18 53  1  0
 15 48  1  1
 17 49  1  0
 17 50  1  0
 17 51  1  0
 31 66  1  1
 26 62  1  1
 29 63  1  0
 29 64  1  0
 29 65  1  0
 25 61  1  6
M  END


  Mrv1652304282221262D          

 31 36  0  0  1  0            999 V2000
    0.6564   -1.0270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0108   -1.0264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6083   -1.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    0.3484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3864    0.3404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0942   -0.0351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8888    0.5185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5896    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.6359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9425   -0.1538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4107   -0.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483   -0.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4822    0.0658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0347    0.8560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3135    1.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7158   -1.6347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2618   -2.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073   -0.1864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3525    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7844   -0.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6710    0.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -1.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186   -2.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.6284    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1890   -1.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9485   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535   -2.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369   -2.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0777    1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  2  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 13 17  1  6  0  0  0
 17 18  1  0  0  0  0
 11 19  1  1  0  0  0
 19 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  5 23  1  0  0  0  0
 21 24  1  1  0  0  0
 24 25  1  0  0  0  0
  6 26  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  5 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0074284

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@]2(OC)[C@H]3[C@@H](O)[C@@H]1C[C@H]3[C@]13[C@@H]4N=C[C@](C)(CC[C@@H]1OC)[C@H]3[C@@H](OC(C)=O)[C@H]24

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO6/c1-11(26)31-19-17-21-24(15(29-4)6-7-22(2,10-25-21)20(19)24)13-8-12-14(28-3)9-23(17,30-5)16(13)18(12)27/h10,12-21,27H,6-9H2,1-5H3/t12-,13-,14+,15+,16-,17+,18+,19+,20-,21-,22+,23+,24+/m1/s1

> <INCHI_KEY>
VOXUPDHYBHIXPH-SHZWAQKYSA-N

> <FORMULA>
C24H35NO6

> <MOLECULAR_WEIGHT>
433.545

> <EXACT_MASS>
433.246437851

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.225  -1.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.020  -1.916   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.136  -2.146   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.510  -1.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.359   0.650   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.721   0.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.176  -0.066   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.659   0.968   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.967   2.178   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.730   1.187   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.493  -0.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.500  -1.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.890  -1.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.767   0.123   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.798   1.598   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.318   3.144   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.203  -3.051   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.222  -4.293   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.107  -0.348   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.125   0.858   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.464  -0.914   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.119   0.216   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.467  -0.851   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.603  -2.954   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.021  -4.119   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.538  -1.173   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.219  -2.274   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.770  -4.010   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.286  -4.421   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.869  -5.089   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.012   2.294   0.000  0.00  0.00           C+0
CONECT    1    2   13   26                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   23   31                                             
CONECT    6    5    7   26                                                  
CONECT    7    6    2    8   21                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12    1   14   17                                             
CONECT   14   13    8   15                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17                                                            
CONECT   19   11   20                                                       
CONECT   20   19                                                            
CONECT   21    7   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22    5                                                       
CONECT   24   21   25                                                       
CONECT   25   24                                                            
CONECT   26    6    1   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    5                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,3R,4S,5S,6S,8S,9R,10R,13R,16S,17R,18R)-4-Hydroxy-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadec-11-en-18-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₅NO₆

Average Mass

433.5450 Da

Monoisotopic Mass

433.24644 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@]2(OC)[C@H]3[C@@H](O)[C@@H]1C[C@H]3[C@]13[C@@H]4N=C[C@](C)(CC[C@@H]1OC)[C@H]3[C@@H](OC(C)=O)[C@H]24

InChI Identifier

InChI=1S/C24H35NO6/c1-11(26)31-19-17-21-24(15(29-4)6-7-22(2,10-25-21)20(19)24)13-8-12-14(28-3)9-23(17,30-5)16(13)18(12)27/h10,12-21,27H,6-9H2,1-5H3/t12-,13-,14+,15+,16-,17+,18+,19+,20-,21-,22+,23+,24+/m1/s1

InChI Key

VOXUPDHYBHIXPH-SHZWAQKYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Marrubium velutinum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azepines

Sub Class

Not Available

Direct Parent

Azepines

Alternative Parents

Substituents

Tetrahydropyridine
Azepine
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

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

163106324

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Peregrinine (NP0074284)

MOL for NP0074284 (Peregrinine)

3D MOL for NP0074284 (Peregrinine)

3D SDF for NP0074284 (Peregrinine)

3D-SDF for NP0074284 (Peregrinine)

PDB for NP0074284 (Peregrinine)

3D PDB for NP0074284 (Peregrinine)

SMILES for NP0074284 (Peregrinine)

INCHI for NP0074284 (Peregrinine)

Structure for NP0074284 (Peregrinine)

3D Structure for NP0074284 (Peregrinine)