NP-MRD: Showing NP-Card for 4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde (NP0265578)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 09:36:33 UTC

Updated at

2022-09-08 09:36:33 UTC

NP-MRD ID

NP0265578

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

Description

4,6',7'-Trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review very few articles have been published on 4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082211362D          

 40 44  0  0  0  0            999 V2000
    1.8349    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    2.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    2.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9098    1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6014    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4051    0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242    1.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493   -0.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -1.2352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307    0.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744    0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4626   -1.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830   -0.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068   -0.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -0.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4805   -0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562   -2.2228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6784   -0.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4047    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    1.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311    1.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643    1.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    1.6871    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 22 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 36 39  2  0  0  0  0
 18 39  1  0  0  0  0
 39 40  1  0  0  0  0
 16 40  1  0  0  0  0
M  END

     RDKit          3D

 82 86  0  0  0  0  0  0  0  0999 V2000
   -0.5229    1.6038   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9748    1.5316   -0.8328 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8043    1.4636   -2.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1958    0.9293   -1.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357   -0.2112   -0.8988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8035   -0.4791   -0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4130   -0.3455   -2.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1259   -1.8681   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4908    0.5355    0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6791   -0.0452    0.5977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7137    0.9653    1.3427 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2477    2.1964    1.7471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2444    1.2009    1.0810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5895    0.0549    0.3844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5982   -1.1484    1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1636    0.2989    0.0144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6999   -0.9040   -0.7435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2885   -1.1592   -0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -1.9877   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -2.7018   -1.9176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8739   -2.0987   -0.2331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0844   -1.3162    0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4575   -1.4363    1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3471   -0.8791    0.8646 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2380   -0.3248    0.1714 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4594   -1.0373    0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4728   -0.5382   -0.3652 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7308   -1.3978   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5285   -2.6814   -0.5858 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8182    0.8374    0.1917 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0122    1.2853   -0.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6391    1.7436   -0.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8982    2.9723    0.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3995    1.1556    0.4735 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4151    1.3047    1.8190 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326   -0.5150    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692    0.2817    2.5885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1788    1.3675    1.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1148   -0.4083    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891    0.3414    1.1386 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    1.7946   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4325    2.4567   -1.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998    0.7174   -1.8343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    2.4551   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    0.8921   -2.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9087    2.4922   -2.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5212    0.5466   -2.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9103    1.7140   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9088   -1.1369   -1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4268   -0.8369   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5115    0.6938   -2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387   -0.9827   -2.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5128   -2.6353   -0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1774   -2.0015    0.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1831   -2.0953   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7812    1.3984   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4658    0.2709    0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9015    0.2868    2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1231    2.7890    0.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800    1.4948    2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1850    2.1383    0.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258   -1.2522    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097   -2.1030    0.7991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3251   -1.0084    2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2786   -1.8398   -0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590   -0.7608   -1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0752   -3.0895   -2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736   -2.6877   -0.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3894   -1.2567    2.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6453   -2.6182    1.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0882   -0.4347   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2987   -0.4649   -1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9493   -1.3195    0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5513   -0.8807   -0.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7309   -3.0649   -0.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8361    0.6980    1.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6651    1.3122    0.4653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6300    1.9078   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892    3.4686    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6247   -0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1801    2.2099    2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5094    0.5210    3.5167 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  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 22 36  1  0
 36 37  1  0
 37 38  2  0
 36 39  2  0
 39 40  1  0
 16  2  1  0
 16 40  1  1
 14  5  1  0
 39 18  1  0
 34 25  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  2 44  1  1
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  6
  7 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
  8 55  1  0
  9 56  1  6
 10 57  1  0
 11 58  1  1
 12 59  1  0
 13 60  1  0
 13 61  1  0
 15 62  1  0
 15 63  1  0
 15 64  1  0
 17 65  1  0
 17 66  1  0
 20 67  1  0
 21 68  1  0
 23 69  1  0
 23 70  1  0
 25 71  1  6
 27 72  1  6
 28 73  1  0
 28 74  1  0
 29 75  1  0
 30 76  1  1
 31 77  1  0
 32 78  1  6
 33 79  1  0
 34 80  1  6
 35 81  1  0
 37 82  1  0
M  END


  Mrv1652309082211362D          

 40 44  0  0  0  0            999 V2000
    1.8349    2.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5266    2.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    2.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9535    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9098    1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6014    0.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4051    0.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9242    1.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493   -0.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8223   -0.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -1.2352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1307    0.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1744    0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828    1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3532    0.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5383    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0885   -0.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4626   -1.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094    0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    0.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3830   -0.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2068   -0.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566   -0.8396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4805   -0.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562   -2.2228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -0.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6784   -0.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4047    0.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788    1.3664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311    1.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336    1.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643    1.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    1.6871    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 22 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 36 39  2  0  0  0  0
 18 39  1  0  0  0  0
 39 40  1  0  0  0  0
 16 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265578

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(COC3OC(CO)C(O)C(O)C3O)C(C=O)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O11/c1-13-5-6-20-27(2,3)25(37)18(33)9-28(20,4)29(13)8-15-17(32)7-14(16(10-30)24(15)40-29)12-38-26-23(36)22(35)21(34)19(11-31)39-26/h7,10,13,18-23,25-26,31-37H,5-6,8-9,11-12H2,1-4H3

> <INCHI_KEY>
RBPQAJXLZIGYHF-UHFFFAOYSA-N

> <FORMULA>
C29H42O11

> <MOLECULAR_WEIGHT>
566.644

> <EXACT_MASS>
566.272712172

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.961811756845805

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

> <JCHEM_LOGP>
0.5509824806666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.194122939395866

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.432883671527296

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083553641727

> <JCHEM_POLAR_SURFACE_AREA>
186.36999999999998

> <JCHEM_REFRACTIVITY>
141.7191

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

> <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       3.425   4.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.716   3.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.089   4.685   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.380   3.846   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.298   2.308   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.589   1.468   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.090   1.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.192   2.885   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.508  -0.070   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.799  -0.909   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.135  -0.768   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.053  -2.306   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.844   0.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.926   1.610   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.836   0.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.635   2.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.393   0.928   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.872   0.688   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.032  -0.603   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.730  -1.975   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.494  -0.521   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.204   0.852   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.742   0.933   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.582  -0.358   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.119  -0.276   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.959  -1.567   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.497  -1.486   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -7.336  -2.777   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.638  -4.149   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -7.195  -0.113   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -8.733  -0.031   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.356   1.178   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.054   2.551   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.818   1.096   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.978   2.387   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.635   2.143   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.063   3.515   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.601   3.597   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.173   2.061   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.263   3.149   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    5   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    2   17   40                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   39                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   22   37   39                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
CONECT   39   36   18   40                                                  
CONECT   40   39   16                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₂O₁₁

Average Mass

566.6440 Da

Monoisotopic Mass

566.27271 Da

IUPAC Name

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

Traditional Name

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(COC3OC(CO)C(O)C(O)C3O)C(C=O)=C2O1

InChI Identifier

InChI=1S/C29H42O11/c1-13-5-6-20-27(2,3)25(37)18(33)9-28(20,4)29(13)8-15-17(32)7-14(16(10-30)24(15)40-29)12-38-26-23(36)22(35)21(34)19(11-31)39-26/h7,10,13,18-23,25-26,31-37H,5-6,8-9,11-12H2,1-4H3

InChI Key

RBPQAJXLZIGYHF-UHFFFAOYSA-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 o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aryl-aldehyde
Monosaccharide
Oxane
Benzenoid
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Ether
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aldehyde
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	0.55	ChemAxon
pKa (Strongest Acidic)	7.43	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	141.72 m³·mol⁻¹	ChemAxon
Polarizability	59.96 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

162953666

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde (NP0265578)

MOL for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D MOL for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D SDF for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D-SDF for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

PDB for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D PDB for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

SMILES for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

INCHI for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

Structure for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)

3D Structure for NP0265578 (4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-3',4',4'a,6',7',8'-hexahydro-2'h,3h-spiro[1-benzofuran-2,1'-naphthalene]-7-carbaldehyde)