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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:39:13 UTC

Update Date

2021-09-26 23:18:04 UTC

HMDB ID

HMDB0260124

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde

Description

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Based on a literature review very few articles have been published on 4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2r,3s,4as,7r,8r,8as)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1h-naphthalene-8,2'-3h-1-benzofuran]-6',7'-dicarbaldehyde is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004241507502D          

 29 32  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
    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  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  2  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
M  END

HMDB0260124
     RDKit          3D
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,...
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.3792   -2.5811   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -2.2056   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6865   -2.7839    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324   -1.7856    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -0.7167   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343    0.0587    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056   -0.0827   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279   -0.4521    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9385    1.5237    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458    2.0788    1.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6408    1.6836    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    3.0308    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5576    1.4055    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.0597   -0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3010   -2.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -0.7179   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258   -0.5629    1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    0.0482    0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    0.4039    1.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773    0.1976    3.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5805    0.9560    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151    1.1591   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0624    1.7471   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2770    1.9309   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585    0.7993   -0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178    0.9745   -2.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.0448   -2.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693    0.2378   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -0.2109   -1.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -3.6409   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -2.6030   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.9721   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.6526   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -3.4323    1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -3.4903   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -1.3658    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218   -2.3161    0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1637   -1.3626   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -1.1054   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    0.7064   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7680   -0.0093   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5922    0.3463    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -0.4844    2.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4110   -1.3612    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957    2.0351   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.9259    0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    1.0164    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5943    3.3121    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    2.2515   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630    1.6146    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.3692   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    0.2702   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    1.3415   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -1.5295    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632    0.0531    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2921   -0.2157    3.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665    1.2563    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7987    2.0226    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4487    0.2169   -2.9995 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  0
 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  2  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 25 28  2  0
 28 29  1  0
 16  2  1  0
 28 18  1  0
 14  5  1  0
 29 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 26 59  1  0
M  END


  Mrv1533004241507502D          

 29 32  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
    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  2  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  2  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 16 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260124

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O6/c1-12-5-6-18-21(2,3)20(28)17(27)9-22(18,4)23(12)8-14-16(26)7-13(10-24)15(11-25)19(14)29-23/h7,10-12,17-18,20,26-28H,5-6,8-9H2,1-4H3

> <INCHI_KEY>
LCFWKXRKWQLVPO-UHFFFAOYSA-N

> <FORMULA>
C23H30O6

> <MOLECULAR_WEIGHT>
402.487

> <EXACT_MASS>
402.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.042698885789356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
2.801670238333333

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.625778180780198

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.124672676139132

> <JCHEM_PKA_STRONGEST_BASIC>
-3.161884363343586

> <JCHEM_POLAR_SURFACE_AREA>
104.05999999999999

> <JCHEM_REFRACTIVITY>
109.07389999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260124
     RDKit          3D
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,...
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.3792   -2.5811   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -2.2056   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6865   -2.7839    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324   -1.7856    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -0.7167   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343    0.0587    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056   -0.0827   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279   -0.4521    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9385    1.5237    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458    2.0788    1.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6408    1.6836    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    3.0308    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5576    1.4055    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.0597   -0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3010   -2.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -0.7179   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258   -0.5629    1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    0.0482    0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    0.4039    1.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773    0.1976    3.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5805    0.9560    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151    1.1591   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0624    1.7471   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2770    1.9309   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585    0.7993   -0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178    0.9745   -2.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.0448   -2.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693    0.2378   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -0.2109   -1.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -3.6409   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -2.6030   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.9721   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.6526   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -3.4323    1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -3.4903   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -1.3658    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218   -2.3161    0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1637   -1.3626   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -1.1054   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    0.7064   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7680   -0.0093   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5922    0.3463    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -0.4844    2.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4110   -1.3612    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957    2.0351   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.9259    0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    1.0164    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5943    3.3121    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    2.2515   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630    1.6146    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.3692   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    0.2702   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    1.3415   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -1.5295    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632    0.0531    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2921   -0.2157    3.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665    1.2563    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7987    2.0226    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4487    0.2169   -2.9995 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  0
 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  2  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 25 28  2  0
 28 29  1  0
 16  2  1  0
 28 18  1  0
 14  5  1  0
 29 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 26 59  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         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       0.635   2.143   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.063   3.515   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.601   3.597   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.173   2.061   0.000  0.00  0.00           C+0
HETATM   29  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   29                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   18   29                                                  
CONECT   29   28   16                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0260124
HETATM    1  C1  UNL     1      -0.379  -2.581  -2.003  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.418  -2.206  -0.559  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.687  -2.784   0.263  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.632  -1.786   0.838  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.898  -0.717  -0.237  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.134   0.059   0.082  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.206  -0.083  -1.014  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.828  -0.452   1.355  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.939   1.524   0.279  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.946   2.079   1.043  1.00  0.00           O  
HETATM   11  C10 UNL     1       1.641   1.684   1.083  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.538   3.031   1.411  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.558   1.405   0.044  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.697   0.060  -0.588  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.723   0.301  -2.109  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.572  -0.718  -0.320  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.126  -0.563   1.045  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.462   0.048   0.831  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.418   0.404   1.797  1.00  0.00           C  
HETATM   20  O3  UNL     1      -3.177   0.198   3.156  1.00  0.00           O  
HETATM   21  C18 UNL     1      -4.581   0.956   1.326  1.00  0.00           C  
HETATM   22  C19 UNL     1      -4.815   1.159  -0.030  1.00  0.00           C  
HETATM   23  C20 UNL     1      -6.062   1.747  -0.473  1.00  0.00           C  
HETATM   24  O4  UNL     1      -6.277   1.931  -1.686  1.00  0.00           O  
HETATM   25  C21 UNL     1      -3.859   0.799  -0.943  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.018   0.975  -2.376  1.00  0.00           C  
HETATM   27  O5  UNL     1      -3.639   2.045  -2.896  1.00  0.00           O  
HETATM   28  C23 UNL     1      -2.669   0.238  -0.509  1.00  0.00           C  
HETATM   29  O6  UNL     1      -1.548  -0.211  -1.207  1.00  0.00           O  
HETATM   30  H1  UNL     1      -0.769  -3.641  -2.074  1.00  0.00           H  
HETATM   31  H2  UNL     1       0.606  -2.603  -2.465  1.00  0.00           H  
HETATM   32  H3  UNL     1      -1.123  -1.972  -2.550  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.375  -2.653  -0.147  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.332  -3.432   1.101  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.256  -3.490  -0.409  1.00  0.00           H  
HETATM   36  H7  UNL     1       1.365  -1.366   1.799  1.00  0.00           H  
HETATM   37  H8  UNL     1       2.622  -2.316   0.967  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.164  -1.363  -1.132  1.00  0.00           H  
HETATM   39  H10 UNL     1       4.622  -1.105  -0.880  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.955   0.706  -0.800  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.768  -0.009  -2.009  1.00  0.00           H  
HETATM   42  H13 UNL     1       4.592   0.346   1.594  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.155  -0.484   2.211  1.00  0.00           H  
HETATM   44  H15 UNL     1       4.411  -1.361   1.166  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.796   2.035  -0.697  1.00  0.00           H  
HETATM   46  H17 UNL     1       4.230   2.926   0.638  1.00  0.00           H  
HETATM   47  H18 UNL     1       1.621   1.016   1.934  1.00  0.00           H  
HETATM   48  H19 UNL     1       0.594   3.312   1.509  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.708   2.251  -0.697  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.463   1.615   0.448  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.470  -0.369  -2.598  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.269   0.270  -2.555  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.119   1.341  -2.308  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.322  -1.529   1.576  1.00  0.00           H  
HETATM   55  H26 UNL     1      -0.563   0.053   1.745  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.292  -0.216   3.415  1.00  0.00           H  
HETATM   57  H28 UNL     1      -5.366   1.256   2.012  1.00  0.00           H  
HETATM   58  H29 UNL     1      -6.799   2.023   0.251  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.449   0.217  -3.000  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   16   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   14   38
CONECT    6    7    8    9
CONECT    7   39   40   41
CONECT    8   42   43   44
CONECT    9   10   11   45
CONECT   10   46
CONECT   11   12   13   47
CONECT   12   48
CONECT   13   14   49   50
CONECT   14   15   16
CONECT   15   51   52   53
CONECT   16   17   29
CONECT   17   18   54   55
CONECT   18   19   19   28
CONECT   19   20   21
CONECT   20   56
CONECT   21   22   22   57
CONECT   22   23   25
CONECT   23   24   24   58
CONECT   25   26   28   28
CONECT   26   27   27   59
CONECT   28   29
END

HMDB0260124
     RDKit          3D
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,...
 59 62  0  0  0  0  0  0  0  0999 V2000
   -0.3792   -2.5811   -2.0025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -2.2056   -0.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6865   -2.7839    0.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6324   -1.7856    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -0.7167   -0.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1343    0.0587    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2056   -0.0827   -1.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8279   -0.4521    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9385    1.5237    0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9458    2.0788    1.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6408    1.6836    1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    3.0308    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5576    1.4055    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.0597   -0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7226    0.3010   -2.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719   -0.7179   -0.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1258   -0.5629    1.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    0.0482    0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4184    0.4039    1.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1773    0.1976    3.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5805    0.9560    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8151    1.1591   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0624    1.7471   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2770    1.9309   -1.6858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585    0.7993   -0.9429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178    0.9745   -2.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    2.0448   -2.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693    0.2378   -0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -0.2109   -1.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7692   -3.6409   -2.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065   -2.6030   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1225   -1.9721   -2.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.6526   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -3.4323    1.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562   -3.4903   -0.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3647   -1.3658    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6218   -2.3161    0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1637   -1.3626   -1.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6219   -1.1054   -0.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9546    0.7064   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7680   -0.0093   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5922    0.3463    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1554   -0.4844    2.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4110   -1.3612    1.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7957    2.0351   -0.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2298    2.9259    0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    1.0164    1.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5943    3.3121    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079    2.2515   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630    1.6146    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696   -0.3692   -2.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688    0.2702   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1190    1.3415   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219   -1.5295    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632    0.0531    1.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2921   -0.2157    3.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665    1.2563    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7987    2.0226    0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4487    0.2169   -2.9995 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  0
 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  2  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 25 28  2  0
 28 29  1  0
 16  2  1  0
 28 18  1  0
 14  5  1  0
 29 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
 17 54  1  0
 17 55  1  0
 20 56  1  0
 21 57  1  0
 23 58  1  0
 26 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₆

Average Molecular Weight

402.487

Monoisotopic Molecular Weight

402.204238686

IUPAC Name

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,5',6',7',8',8'a-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde

Traditional Name

4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-3',4',4'a,6',7',8'-hexahydro-2'H,3H-spiro[1-benzofuran-2,1'-naphthalene]-6,7-dicarbaldehyde

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(C=O)C(C=O)=C2O1

InChI Identifier

InChI=1S/C23H30O6/c1-12-5-6-18-21(2,3)20(28)17(27)9-22(18,4)23(12)8-14-16(26)7-13(10-24)15(11-25)19(14)29-23/h7,10-12,17-18,20,26-28H,5-6,8-9H2,1-4H3

InChI Key

LCFWKXRKWQLVPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aryl-aldehyde
Benzenoid
Cyclic alcohol
1,2-diol
Secondary alcohol
Oxacycle
Ether
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aldehyde
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.22	ALOGPS
logP	2.8	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.12	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	109.07 m³·mol⁻¹	ChemAxon
Polarizability	43.04 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	196.636	32859911
AllCCS	[M+H-H2O]+	194.207	32859911
AllCCS	[M+Na]+	199.511	32859911
AllCCS	[M+NH4]+	198.871	32859911
AllCCS	[M-H]-	201.371	32859911
AllCCS	[M+Na-2H]-	201.998	32859911
AllCCS	[M+HCOO]-	202.838	32859911
DeepCCS	[M-2H]-	222.661	30932474
DeepCCS	[M+Na]+	197.889	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde	CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(C=O)C(C=O)=C2O1	3602.7	Standard polar	33892256
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde	CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(C=O)C(C=O)=C2O1	3137.4	Standard non polar	33892256
(2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde	CC1CCC2C(C)(C)C(O)C(O)CC2(C)C11CC2=C(O)C=C(C=O)C(C=O)=C2O1	3671.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-05gr-1119000000-afb0f429dc2468a46c54	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8629158

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10453742

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde (HMDB0260124)

MOL for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

3D MOL for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

3D SDF for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

3D-SDF for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

PDB for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

3D PDB for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

SMILES for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

INCHI for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

Structure for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

3D Structure for HMDB0260124 ((2R,3S,4As,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-1-benzofuran]-6',7'-dicarbaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra