NP-MRD: Showing NP-Card for Cornutin A (NP0074699)

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Record Information

Version

2.0

Created at

2022-04-28 19:59:59 UTC

Updated at

2022-04-28 19:59:59 UTC

NP-MRD ID

NP0074699

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cornutin A

Description

(1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-11'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0⁵,¹³]Tridecane]-12'-yl acetate belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Cornutin A is found in Cornutia grandifolia var.intermedia and Cornutia pyramidata. Based on a literature review very few articles have been published on (1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-11'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0⁵,¹³]Tridecane]-12'-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222002D          

 32 36  0  0  1  0            999 V2000
    2.8934    0.2835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3028    0.8595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.6360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3051   -0.1635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8957   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899   -0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -1.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -0.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797    0.1890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1238    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    1.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1215    2.0115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9157    2.2350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5063    1.6590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3005    1.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040    2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9134    3.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192    3.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    3.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7321    4.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309    2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274    1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -0.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598   -0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077    0.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214    0.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4694    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 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
  2 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 12 23  1  6  0  0  0
 11 24  1  6  0  0  0
  9 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  2  0  0  0  0
  2 30  1  6  0  0  0
  1 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  6  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
   -3.7057    2.7153   -2.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1340    2.2907   -1.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5783    2.7040   -0.3891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0787    1.4128   -1.4813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562    0.9423   -0.2796 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0067    1.2653   -0.3701 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2658    2.7262   -0.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236    0.7811    0.8616 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1808    1.4077    2.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505    1.2565    0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9272    0.4847   -0.2861 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3522    0.9530   -0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2484    0.7298    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4181    1.3441    0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2232    1.8910   -0.6992 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0254    1.6990   -1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -0.8394    0.1068 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6907   -1.4286    0.1006 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8884   -2.7978    0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5119   -3.3195    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -4.1548    1.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5362   -2.7029    0.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5987   -3.1400   -1.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6099   -3.4927   -0.1894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -1.2870    0.6352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4497   -1.4501    1.9747 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6334   -0.7097    0.9147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6091   -0.5579   -0.2759 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9518   -0.8058    0.1164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9269   -1.3334   -0.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2884   -1.5341   -0.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143   -1.6193   -1.8819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6915    3.1843   -2.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8948    1.8194   -3.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577    3.3973   -3.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975    1.4253    0.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4158    0.7016   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    3.1698   -1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199    2.8343   -1.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3711    3.3182    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9391    2.0434    2.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6954    2.0342    1.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811    0.6193    2.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1507    2.3538    0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6337    1.1065    1.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    0.6349   -1.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0361    0.1688    1.7235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3419    1.3580    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853    2.0472   -2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3240   -1.6309   -0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3719   -2.6174    1.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4539   -3.4865    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166   -4.0424   -1.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -2.7351   -2.0823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7704   -1.6770    2.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173   -2.2477    1.7911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0370   -0.5158    2.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909   -0.9718    1.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4617   -0.8670   -1.3507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9735   -0.7014   -0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2182   -1.6255    0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904   -2.5284   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 25  1  0
 25 26  1  1
 25 27  1  0
 27 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 18 17  1  0
 17 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  1
 11 12  1  0
 12 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
  8  6  1  0
 13 12  1  0
 22 25  1  0
 22 24  1  1
  8 27  1  0
  7 38  1  0
  7 39  1  0
  7 40  1  0
  6 37  1  6
  5 36  1  1
  1 33  1  0
  1 34  1  0
  1 35  1  0
 28 59  1  6
 31 60  1  0
 31 61  1  0
 31 62  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  1
 18 50  1  6
 19 51  1  0
 19 52  1  0
 23 53  1  0
 23 54  1  0
 11 46  1  6
 10 44  1  0
 10 45  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 16 49  1  0
 14 48  1  0
 13 47  1  0
M  END


  Mrv1652304282222002D          

 32 36  0  0  1  0            999 V2000
    2.8934    0.2835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3028    0.8595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5086    0.6360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3051   -0.1635    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8957   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6899   -0.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -1.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5109   -0.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0797    0.1890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1238    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    1.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1215    2.0115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9157    2.2350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5063    1.6590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3005    1.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5040    2.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9134    3.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1192    3.0345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286    3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    3.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7321    4.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309    2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3274    1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8738   -0.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1598   -0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9842   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077    0.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5214    0.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    1.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4694    0.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929    0.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 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
  2 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 13 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 12 23  1  6  0  0  0
 11 24  1  6  0  0  0
  9 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 25 29  2  0  0  0  0
  2 30  1  6  0  0  0
  1 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074699

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]2(C)[C@H]3[C@H](CC(=O)[C@]22CO2)O[C@@H](C[C@@]13C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O8/c1-12-19(30-13(2)25)21(31-14(3)26)23(5)20-16(8-18(27)24(23)11-29-24)32-17(9-22(12,20)4)15-6-7-28-10-15/h6-7,10,12,16-17,19-21H,8-9,11H2,1-5H3/t12-,16+,17+,19-,20+,21+,22+,23+,24-/m1/s1

> <INCHI_KEY>
PQQMXLRTXXSPHK-TZHGYNAJSA-N

> <FORMULA>
C24H30O8

> <MOLECULAR_WEIGHT>
446.496

> <EXACT_MASS>
446.194067926

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.86783859376619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-12'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0^{5,13}]tridecane]-11'-yl acetate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.089889216333331

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.421214404685298

> <JCHEM_PKA_STRONGEST_BASIC>
-2.850713548139971

> <JCHEM_POLAR_SURFACE_AREA>
104.57000000000001

> <JCHEM_REFRACTIVITY>
109.2342

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-12'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0^{5,13}]tridecane]-11'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.401   0.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.299   1.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.816   1.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.436  -0.305   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.539  -1.380   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.021  -0.963   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.124  -2.038   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.954  -0.722   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.149   0.353   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.231   1.845   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.714   2.262   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.094   3.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.576   4.172   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.678   3.097   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.161   3.514   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.541   5.006   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.023   5.424   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.438   6.082   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.956   5.664   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.853   6.740   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.371   6.322   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.233   8.232   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.991   4.830   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.611   3.338   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.631  -0.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.165  -1.509   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.704  -1.448   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.121   0.035   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.840   0.890   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.781   2.022   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.476   1.632   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.893   0.149   0.000  0.00  0.00           O+0
CONECT    1    2    6   31   32                                             
CONECT    2    1    3   14   30                                             
CONECT    3    2    4   11                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11                                                       
CONECT   11   10    3   12   24                                             
CONECT   12   11   13   23                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   13   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   12                                                            
CONECT   24   11                                                            
CONECT   25    9   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25                                                       
CONECT   30    2                                                            
CONECT   31    1   32                                                       
CONECT   32   31    1                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
(1's,2R,5's,7's,9's,10's,11'r,12'r,13's)-11'-(Acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0,]tridecane]-12'-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₀O₈

Average Mass

446.4960 Da

Monoisotopic Mass

446.19407 Da

IUPAC Name

(1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-12'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0^{5,13}]tridecane]-11'-yl acetate

Traditional Name

(1'S,2R,5'S,7'S,9'S,10'S,11'R,12'R,13'S)-12'-(acetyloxy)-7'-(furan-3-yl)-1',9',10'-trimethyl-3'-oxo-6'-oxaspiro[oxirane-2,2'-tricyclo[7.3.1.0^{5,13}]tridecane]-11'-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]2(C)[C@H]3[C@H](CC(=O)[C@]22CO2)O[C@@H](C[C@@]13C)C1=COC=C1

InChI Identifier

InChI=1S/C24H30O8/c1-12-19(30-13(2)25)21(31-14(3)26)23(5)20-16(8-18(27)24(23)11-29-24)32-17(9-22(12,20)4)15-6-7-28-10-15/h6-7,10,12,16-17,19-21H,8-9,11H2,1-5H3/t12-,16+,17+,19-,20+,21+,22+,23+,24-/m1/s1

InChI Key

PQQMXLRTXXSPHK-TZHGYNAJSA-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
Cornutia grandifolia var.intermedia	Plant	KNApSAcK
Cornutia pyramidata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Dicarboxylic acid or derivatives
Heteroaromatic compound
Furan
Ketone
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	2.74	ALOGPS
logP	2.09	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	16.42	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	104.57 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.23 m³·mol⁻¹	ChemAxon
Polarizability	45.87 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162822505

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cornutin A (NP0074699)

MOL for NP0074699 (Cornutin A)

3D MOL for NP0074699 (Cornutin A)

3D SDF for NP0074699 (Cornutin A)

3D-SDF for NP0074699 (Cornutin A)

PDB for NP0074699 (Cornutin A)

3D PDB for NP0074699 (Cornutin A)

SMILES for NP0074699 (Cornutin A)

INCHI for NP0074699 (Cornutin A)

Structure for NP0074699 (Cornutin A)

3D Structure for NP0074699 (Cornutin A)