NP-MRD: Showing NP-Card for (2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate (NP0271883)

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Record Information

Version

2.0

Created at

2022-09-08 18:18:47 UTC

Updated at

2022-09-08 18:18:47 UTC

NP-MRD ID

NP0271883

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate

Description

[(2R,2''S,4'aR,5'S,5''S,8'aS)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a,8',8'a-hexahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review very few articles have been published on [(2R,2''S,4'aR,5'S,5''S,8'aS)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a,8',8'a-hexahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220182D          

 33 37  0  0  1  0            999 V2000
    0.6726    1.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9831    2.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    0.7763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6410    0.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -0.0737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9771    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2663    1.1700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    1.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060    0.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241    1.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988   -0.0862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0167    0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7275    0.0417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4841    0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6627    1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839    1.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8128    0.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1949   -0.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5489   -0.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7277   -0.8428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3090   -1.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152   -2.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5402   -2.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -2.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807   -0.4925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6735   -1.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9554   -1.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -1.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518   -0.4799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4269   -0.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    0.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 13 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 33  1  1  0  0  0
M  END

     RDKit          3D

 61 65  0  0  0  0  0  0  0  0999 V2000
    5.4934    1.6609    2.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698    1.7090    1.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1184    2.7740    0.4957 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5193    0.6355    0.8947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4339    0.7537   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480   -0.5821   -0.0464 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3244   -1.0152    1.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0010   -0.7945    2.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498   -1.7470    1.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045   -2.7006    2.4685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9887   -1.5015    0.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2837   -2.1868    0.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -0.4478   -0.3589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8522   -0.4508   -1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0373    1.0156   -1.6296 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4237    1.4864   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5549    0.7358   -1.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5991    1.6181   -1.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    2.8308   -1.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7974    2.7991   -1.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1497    1.7069   -0.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9940    0.8607    0.2949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2943    0.7672    0.9071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4959    1.0706    2.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8056    0.9904    2.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827    1.4338    2.9041 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716   -0.7161   -0.9475 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8849   -0.0363   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713   -0.4789   -2.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1245   -1.2326   -2.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8034   -1.5442   -0.6246 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1941   -2.6913    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462   -1.5279    0.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0817    1.6723    3.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585    2.5146    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0640    0.7201    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8065    1.6204    0.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9661    0.9486   -1.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3639   -2.6028    3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -2.8903    1.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5484   -2.7668   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1146   -1.4815    1.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6820   -1.0678   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7852   -0.8552   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    1.3168   -2.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6925   -0.3356   -1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6519    1.4169   -0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1266    3.6601   -1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234    1.1866    1.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6528    0.5031    3.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5261    0.3411    2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    1.9832    3.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5165   -1.8191   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.0689   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -0.2390   -2.9423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -1.1194   -3.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6285    0.4401   -3.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0959   -0.6478   -2.0227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4467   -2.2067   -2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833   -3.0535    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7577   -3.5023   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  1
  6 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 27 13  1  0
 13 14  1  0
 14 15  1  0
 15 21  1  0
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 16 20  2  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 13 11  1  1
 11 12  1  0
 11  9  2  0
  9 10  1  0
  9  7  1  0
  7  8  2  0
 31  6  1  0
 31 33  1  1
 22 13  1  0
 17 16  1  0
  7  6  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  5 38  1  0
 27 53  1  6
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
 32 60  1  0
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 14 43  1  0
 14 44  1  0
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 22 49  1  1
 25 50  1  0
 25 51  1  0
 25 52  1  0
 20 48  1  0
 18 47  1  0
 17 46  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 10 39  1  0
M  END


  Mrv1652309082220182D          

 33 37  0  0  1  0            999 V2000
    0.6726    1.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4923    1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9831    2.1961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    0.7763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6410    0.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9699   -0.0737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9771    0.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2663    1.1700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7024    1.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4060    0.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241    1.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988   -0.0862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0167    0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7275    0.0417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4841    0.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6627    1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839    1.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8128    0.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1949   -0.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5489   -0.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7277   -0.8428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3090   -1.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7152   -2.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5402   -2.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964   -2.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6807   -0.4925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6735   -1.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9554   -1.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -1.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2518   -0.4799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4269   -0.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    0.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
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 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
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 21 22  1  0  0  0  0
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 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
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 13 27  1  0  0  0  0
  6 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0271883

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@@]12[C@H](CCC[C@]11CO1)[C@@]1(C[C@H](O[C@H]1OC(C)=O)C1=COC=C1)C(C)=C(O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O9/c1-13-19(27)20(28)24(12-30-14(2)25)18(5-4-7-22(24)11-31-22)23(13)9-17(16-6-8-29-10-16)33-21(23)32-15(3)26/h6,8,10,17-18,21,27H,4-5,7,9,11-12H2,1-3H3/t17-,18+,21+,22-,23+,24-/m0/s1

> <INCHI_KEY>
HIPMUUMEVGAKCD-SEXQDQJWSA-N

> <FORMULA>
C24H28O9

> <MOLECULAR_WEIGHT>
460.479

> <EXACT_MASS>
460.173332482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.11674674287366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R,2''S,4'aR,5'S,5''S,8'aS)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a,8',8'a-hexahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate

> <JCHEM_LOGP>
1.824341765999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.368109925346687

> <JCHEM_PKA_STRONGEST_BASIC>
-2.855048573412789

> <JCHEM_POLAR_SURFACE_AREA>
124.80000000000001

> <JCHEM_REFRACTIVITY>
112.52309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,2''S,4'aR,5'S,5''S,8'aS)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-ylmethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       1.256   3.036   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.786   2.861   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.702   4.099   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.400   1.449   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.930   1.275   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.544  -0.138   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.557   1.402   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.230   2.184   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.898   2.161   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.911   3.701   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.225   1.379   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.565   2.137   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.211  -0.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.365   0.859   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.691   0.078   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.104   0.692   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.437   2.195   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.970   2.343   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.584   0.930   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      13.431  -0.090   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.358  -1.426   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.825  -1.573   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.043  -2.900   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.802  -4.241   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.342  -4.254   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.020  -5.567   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.871  -0.919   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.857  -2.459   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.517  -3.217   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.190  -2.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.203  -0.896   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.663  -0.882   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.445   0.445   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   27   31                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   22   27                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16                                                       
CONECT   21   15   22                                                       
CONECT   22   21   13   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   13    6   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    6   32   33                                             
CONECT   32   31   33                                                       
CONECT   33   32   31                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
[(2R,2''S,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a,8',8'a-hexahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetic acid	Generator

Chemical Formula

C₂₄H₂₈O₉

Average Mass

460.4790 Da

Monoisotopic Mass

460.17333 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@@]12[C@H](CCC[C@]11CO1)[C@@]1(C[C@H](O[C@H]1OC(C)=O)C1=COC=C1)C(C)=C(O)C2=O

InChI Identifier

InChI=1S/C24H28O9/c1-13-19(27)20(28)24(12-30-14(2)25)18(5-4-7-22(24)11-31-22)23(13)9-17(16-6-8-29-10-16)33-21(23)32-15(3)26/h6,8,10,17-18,21,27H,4-5,7,9,11-12H2,1-3H3/t17-,18+,21+,22-,23+,24-/m0/s1

InChI Key

HIPMUUMEVGAKCD-SEXQDQJWSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Furan
Tetrahydrofuran
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Enol
Hydrocarbon derivative
Organic oxide
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

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

163195031

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate (NP0271883)

MOL for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

3D MOL for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

3D SDF for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

3D-SDF for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

PDB for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

3D PDB for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

SMILES for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

INCHI for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

Structure for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)

3D Structure for NP0271883 ((2r,2''s,4'ar,5's,5''s,8'as)-2''-(acetyloxy)-5''-(furan-3-yl)-7'-hydroxy-6'-methyl-8'-oxo-2',3',4',4'a-tetrahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate)