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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:04:05 UTC

Update Date

2022-03-07 02:56:15 UTC

HMDB ID

HMDB0039566

Secondary Accession Numbers

HMDB39566

Metabolite Identification

Common Name

BL III

Description

BL III belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan. BL III is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, BL III has been detected, but not quantified in, mushrooms. This could make BL III a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 05061311142D          

 37 40  0  0  0  0            999 V2000
   -3.0233    2.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    2.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3823    2.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  2  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 11  2  0  0  0  0
 28 12  2  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 18  1  0  0  0  0
 32 19  1  0  0  0  0
 33 11  1  0  0  0  0
 33 16  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 13  1  0  0  0  0
 35 24  1  0  0  0  0
 36 14  1  0  0  0  0
 36 25  1  0  0  0  0
 37 20  1  0  0  0  0
 37 26  1  0  0  0  0
M  END

HMDB0039566
     RDKit          3D
BL III
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.3734   -4.0358    0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -3.4599    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0617   -4.2674    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912   -2.1415    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4360   -1.5717    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -1.5617   -0.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4830   -0.9801   -0.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -0.3944    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202    0.1859    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.5020    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022   -1.7672    1.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.8939    2.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661   -3.2020    3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754   -0.8170    3.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389    0.1081    0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712   -0.5738    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270   -1.4943    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8262   -2.2156    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.6655   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733    1.3712   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    2.0668   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    3.2430   -1.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    3.3704   -0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4630    4.3547   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    4.2038   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295    5.2152   -1.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.0465   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6380    2.8573   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    2.0439   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    2.2205   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3938    1.4469   -0.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    2.1602   -0.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    2.0519   -2.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419    2.7994   -2.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540    1.3269   -3.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.4104    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931   -0.9782    1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960   -4.5460    1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6300   -4.6810   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -3.1689    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -2.0073   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -0.9856   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078   -3.9988    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288   -3.3439    3.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -3.2881    3.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7629   -1.6378    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -3.1313   -0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -2.5421    1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926    5.2681   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6905    5.1871   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3953    3.4827   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.1332    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656    3.4172   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051    2.1265   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380    3.5212   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0692    0.0522    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -0.9975    2.4126 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 21 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  8 36  1  0
 36 37  2  0
 37  5  1  0
 31  9  1  0
 30 20  1  0
 30 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  0
 37 57  1  0
M  END


  Mrv0541 05061311142D          

 37 40  0  0  0  0            999 V2000
   -3.0233    2.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -2.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    1.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    0.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9614    1.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5753    2.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7566    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134    1.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3823    2.2263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723   -1.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017    3.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5834   -0.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    1.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 11  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 15  6  1  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  9  2  0  0  0  0
 19 10  2  0  0  0  0
 19 18  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  2  0  0  0  0
 21 15  1  0  0  0  0
 22 17  1  0  0  0  0
 23 21  2  0  0  0  0
 24 21  1  0  0  0  0
 25 22  2  0  0  0  0
 25 23  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  2  0  0  0  0
 27 11  2  0  0  0  0
 28 12  2  0  0  0  0
 29 13  2  0  0  0  0
 30 14  2  0  0  0  0
 31 18  1  0  0  0  0
 32 19  1  0  0  0  0
 33 11  1  0  0  0  0
 33 16  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 13  1  0  0  0  0
 35 24  1  0  0  0  0
 36 14  1  0  0  0  0
 36 25  1  0  0  0  0
 37 20  1  0  0  0  0
 37 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039566

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3

> <INCHI_IDENTIFIER>
InChI=1S/C26H20O11/c1-11(27)33-16-7-5-15(6-8-16)21-23(34-12(2)28)25(36-14(4)30)22-17-9-18(31)19(32)10-20(17)37-26(22)24(21)35-13(3)29/h5-10,31-32H,1-4H3

> <INCHI_KEY>
RCCVHCHMVALAKN-UHFFFAOYSA-N

> <FORMULA>
C26H20O11

> <MOLECULAR_WEIGHT>
508.4304

> <EXACT_MASS>
508.100561482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.7845815798653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

> <ALOGPS_LOGP>
4.16

> <JCHEM_LOGP>
2.620385713

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.437763473300182

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.51699351937706

> <JCHEM_PKA_STRONGEST_BASIC>
-3.706731357253069

> <JCHEM_POLAR_SURFACE_AREA>
158.8

> <JCHEM_REFRACTIVITY>
124.85439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039566
     RDKit          3D
BL III
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.3734   -4.0358    0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -3.4599    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0617   -4.2674    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912   -2.1415    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4360   -1.5717    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -1.5617   -0.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4830   -0.9801   -0.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -0.3944    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202    0.1859    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.5020    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022   -1.7672    1.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.8939    2.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661   -3.2020    3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754   -0.8170    3.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389    0.1081    0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712   -0.5738    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270   -1.4943    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8262   -2.2156    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.6655   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733    1.3712   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    2.0668   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    3.2430   -1.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    3.3704   -0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4630    4.3547   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    4.2038   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295    5.2152   -1.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.0465   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6380    2.8573   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    2.0439   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    2.2205   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3938    1.4469   -0.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    2.1602   -0.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    2.0519   -2.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419    2.7994   -2.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540    1.3269   -3.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.4104    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931   -0.9782    1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960   -4.5460    1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6300   -4.6810   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -3.1689    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -2.0073   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -0.9856   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078   -3.9988    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288   -3.3439    3.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -3.2881    3.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7629   -1.6378    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -3.1313   -0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -2.5421    1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926    5.2681   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6905    5.1871   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3953    3.4827   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.1332    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656    3.4172   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051    2.1265   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380    3.5212   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0692    0.0522    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -0.9975    2.4126 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 21 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  8 36  1  0
 36 37  2  0
 37  5  1  0
 31  9  1  0
 30 20  1  0
 30 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  0
 37 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.643   4.980   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.282  -4.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.919   4.523   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.268  -3.944   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.155   2.875   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.709   0.266   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.661   3.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.216   0.586   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.411  -0.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.674   3.836   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.251  -2.983   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.412   4.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.792  -2.479   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.679   1.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.692   2.051   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -8.180   4.156   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.255  -3.304   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.937   6.308   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.822  -1.335   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       8.899   1.410   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -6.198   2.371   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.727  -1.519   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.285  -2.159   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       3.610   2.820   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5    7   15                                                       
CONECT    6    8   15                                                       
CONECT    7    5   16                                                       
CONECT    8    6   16                                                       
CONECT    9   17   18                                                       
CONECT   10   19   20                                                       
CONECT   11    1   27   33                                                  
CONECT   12    2   28   34                                                  
CONECT   13    3   29   35                                                  
CONECT   14    4   30   36                                                  
CONECT   15    5    6   21                                                  
CONECT   16    7    8   33                                                  
CONECT   17    9   20   22                                                  
CONECT   18    9   19   31                                                  
CONECT   19   10   18   32                                                  
CONECT   20   10   17   37                                                  
CONECT   21   15   23   24                                                  
CONECT   22   17   25   26                                                  
CONECT   23   21   25   34                                                  
CONECT   24   21   26   35                                                  
CONECT   25   22   23   36                                                  
CONECT   26   22   24   37                                                  
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   11   16                                                       
CONECT   34   12   23                                                       
CONECT   35   13   24                                                       
CONECT   36   14   25                                                       
CONECT   37   20   26                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

COMPND    HMDB0039566
HETATM    1  C1  UNL     1       7.373  -4.036   0.531  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.013  -3.460   0.391  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.062  -4.267   0.139  1.00  0.00           O  
HETATM    4  O2  UNL     1       5.691  -2.141   0.509  1.00  0.00           O  
HETATM    5  C3  UNL     1       4.436  -1.572   0.388  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.755  -1.562  -0.813  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.483  -0.980  -0.922  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.853  -0.394   0.154  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.520   0.186   0.067  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.604  -0.502   0.514  1.00  0.00           C  
HETATM   11  O3  UNL     1      -0.502  -1.767   1.056  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.382  -1.894   2.439  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.266  -3.202   3.138  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.375  -0.817   3.107  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.839   0.108   0.407  1.00  0.00           C  
HETATM   16  O5  UNL     1      -2.971  -0.574   0.852  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.627  -1.494   0.016  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.826  -2.216   0.489  1.00  0.00           C  
HETATM   19  O6  UNL     1      -3.145  -1.665  -1.132  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.973   1.371  -0.129  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.857   2.067  -0.579  1.00  0.00           C  
HETATM   22  O7  UNL     1      -1.226   3.243  -1.046  1.00  0.00           O  
HETATM   23  C16 UNL     1      -2.542   3.370  -0.929  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.463   4.355  -1.237  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.814   4.204  -0.988  1.00  0.00           C  
HETATM   26  O8  UNL     1      -5.729   5.215  -1.307  1.00  0.00           O  
HETATM   27  C19 UNL     1      -5.307   3.047  -0.415  1.00  0.00           C  
HETATM   28  O9  UNL     1      -6.638   2.857  -0.153  1.00  0.00           O  
HETATM   29  C20 UNL     1      -4.380   2.044  -0.102  1.00  0.00           C  
HETATM   30  C21 UNL     1      -3.044   2.220  -0.360  1.00  0.00           C  
HETATM   31  C22 UNL     1       0.394   1.447  -0.470  1.00  0.00           C  
HETATM   32  O10 UNL     1       1.492   2.160  -0.928  1.00  0.00           O  
HETATM   33  C23 UNL     1       1.780   2.052  -2.295  1.00  0.00           C  
HETATM   34  C24 UNL     1       2.942   2.799  -2.824  1.00  0.00           C  
HETATM   35  O11 UNL     1       1.054   1.327  -3.054  1.00  0.00           O  
HETATM   36  C25 UNL     1       2.548  -0.410   1.355  1.00  0.00           C  
HETATM   37  C26 UNL     1       3.793  -0.978   1.466  1.00  0.00           C  
HETATM   38  H1  UNL     1       7.496  -4.546   1.511  1.00  0.00           H  
HETATM   39  H2  UNL     1       7.630  -4.681  -0.330  1.00  0.00           H  
HETATM   40  H3  UNL     1       8.088  -3.169   0.483  1.00  0.00           H  
HETATM   41  H4  UNL     1       4.206  -2.007  -1.697  1.00  0.00           H  
HETATM   42  H5  UNL     1       1.962  -0.986  -1.884  1.00  0.00           H  
HETATM   43  H6  UNL     1      -0.408  -3.999   2.352  1.00  0.00           H  
HETATM   44  H7  UNL     1       0.729  -3.344   3.612  1.00  0.00           H  
HETATM   45  H8  UNL     1      -1.078  -3.288   3.914  1.00  0.00           H  
HETATM   46  H9  UNL     1      -5.763  -1.638   0.335  1.00  0.00           H  
HETATM   47  H10 UNL     1      -4.927  -3.131  -0.157  1.00  0.00           H  
HETATM   48  H11 UNL     1      -4.693  -2.542   1.528  1.00  0.00           H  
HETATM   49  H12 UNL     1      -3.093   5.268  -1.686  1.00  0.00           H  
HETATM   50  H13 UNL     1      -6.691   5.187  -1.105  1.00  0.00           H  
HETATM   51  H14 UNL     1      -7.395   3.483  -0.327  1.00  0.00           H  
HETATM   52  H15 UNL     1      -4.772   1.133   0.348  1.00  0.00           H  
HETATM   53  H16 UNL     1       3.366   3.417  -2.022  1.00  0.00           H  
HETATM   54  H17 UNL     1       3.705   2.127  -3.277  1.00  0.00           H  
HETATM   55  H18 UNL     1       2.538   3.521  -3.579  1.00  0.00           H  
HETATM   56  H19 UNL     1       2.069   0.052   2.232  1.00  0.00           H  
HETATM   57  H20 UNL     1       4.353  -0.997   2.413  1.00  0.00           H  
CONECT    1    2   38   39   40
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   37
CONECT    6    7   41
CONECT    7    8    8   42
CONECT    8    9   36
CONECT    9   10   10   31
CONECT   10   11   15
CONECT   11   12
CONECT   12   13   14   14
CONECT   13   43   44   45
CONECT   15   16   20   20
CONECT   16   17
CONECT   17   18   19   19
CONECT   18   46   47   48
CONECT   20   21   30
CONECT   21   22   31   31
CONECT   22   23
CONECT   23   24   24   30
CONECT   24   25   49
CONECT   25   26   27   27
CONECT   26   50
CONECT   27   28   29
CONECT   28   51
CONECT   29   30   30   52
CONECT   31   32
CONECT   32   33
CONECT   33   34   35   35
CONECT   34   53   54   55
CONECT   36   37   37   56
CONECT   37   57
END

HMDB0039566
     RDKit          3D
BL III
 57 60  0  0  0  0  0  0  0  0999 V2000
    7.3734   -4.0358    0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126   -3.4599    0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0617   -4.2674    0.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912   -2.1415    0.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4360   -1.5717    0.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -1.5617   -0.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4830   -0.9801   -0.9221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -0.3944    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5202    0.1859    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044   -0.5020    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5022   -1.7672    1.0561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3820   -1.8939    2.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2661   -3.2020    3.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754   -0.8170    3.1071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389    0.1081    0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712   -0.5738    0.8522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270   -1.4943    0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8262   -2.2156    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1448   -1.6655   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733    1.3712   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    2.0668   -0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    3.2430   -1.0464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5422    3.3704   -0.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4630    4.3547   -1.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    4.2038   -0.9883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295    5.2152   -1.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.0465   -0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6380    2.8573   -0.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3798    2.0439   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    2.2205   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3938    1.4469   -0.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4916    2.1602   -0.9277 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7801    2.0519   -2.2951 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419    2.7994   -2.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540    1.3269   -3.0537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5482   -0.4104    1.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931   -0.9782    1.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960   -4.5460    1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6300   -4.6810   -0.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0881   -3.1689    0.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -2.0073   -1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -0.9856   -1.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078   -3.9988    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7288   -3.3439    3.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -3.2881    3.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7629   -1.6378    0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269   -3.1313   -0.1568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6927   -2.5421    1.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0926    5.2681   -1.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6905    5.1871   -1.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3953    3.4827   -0.3268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7725    1.1332    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3656    3.4172   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7051    2.1265   -3.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5380    3.5212   -3.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0692    0.0522    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -0.9975    2.4126 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 21 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
  8 36  1  0
 36 37  2  0
 37  5  1  0
 31  9  1  0
 30 20  1  0
 30 23  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  6 41  1  0
  7 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 24 49  1  0
 26 50  1  0
 28 51  1  0
 29 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
 36 56  1  0
 37 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-6-yl acetic acid	Generator

Chemical Formula

C₂₆H₂₀O₁₁

Average Molecular Weight

508.4304

Monoisotopic Molecular Weight

508.100561482

IUPAC Name

3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

Traditional Name

3,6-bis(acetyloxy)-5-[4-(acetyloxy)phenyl]-11,12-dihydroxy-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2,4,6,10,12-hexaen-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3

InChI Identifier

InChI=1S/C26H20O11/c1-11(27)33-16-7-5-15(6-8-16)21-23(34-12(2)28)25(36-14(4)30)22-17-9-18(31)19(32)10-20(17)37-26(22)24(21)35-13(3)29/h5-10,31-32H,1-4H3

InChI Key

RCCVHCHMVALAKN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzofurans. These are organic aromatic compounds that contain a phenyl group attached to a benzofuran moiety. Benzofuran is a bicyclic compound containing a benzene fused to a furan.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Phenylbenzofurans

Direct Parent

Phenylbenzofurans

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0039566)

Cellular substructure

Membrane (HMDB: HMDB0039566)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039566)

Source

Exogenous

Food

Food (HMDB: HMDB0039566)

Plant (HMDB: HMDB0039566)

Not Available

Nutrient (HMDB: HMDB0039566)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 196 °C	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
Water Solubility	0.044 g/L	ALOGPS
logP	4.16	ALOGPS
logP	2.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.52	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	158.8 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	124.85 m³·mol⁻¹	ChemAxon
Polarizability	50.78 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	217.217	31661259
DarkChem	[M-H]-	212.426	31661259
DeepCCS	[M+H]+	207.654	30932474
DeepCCS	[M-H]-	205.286	30932474
DeepCCS	[M-2H]-	238.526	30932474
DeepCCS	[M+Na]+	213.566	30932474
AllCCS	[M+H]+	217.2	32859911
AllCCS	[M+H-H2O]+	215.1	32859911
AllCCS	[M+NH4]+	219.1	32859911
AllCCS	[M+Na]+	219.7	32859911
AllCCS	[M-H]-	217.1	32859911
AllCCS	[M+Na-2H]-	217.7	32859911
AllCCS	[M+HCOO]-	218.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
BL III	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3	5461.1	Standard polar	33892256
BL III	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3	3853.2	Standard non polar	33892256
BL III	CC(=O)OC1=CC=C(C=C1)C1=C(OC(C)=O)C(OC(C)=O)=C2C3=C(OC2=C1OC(C)=O)C=C(O)C(O)=C3	3830.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
BL III,1TMS,isomer #1	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O[Si](C)(C)C)=C(O)C=C23)C=C1	3870.5	Semi standard non polar	33892256
BL III,1TMS,isomer #2	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O)=C(O[Si](C)(C)C)C=C23)C=C1	3882.9	Semi standard non polar	33892256
BL III,2TMS,isomer #1	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C23)C=C1	3885.6	Semi standard non polar	33892256
BL III,1TBDMS,isomer #1	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O[Si](C)(C)C(C)(C)C)=C(O)C=C23)C=C1	4065.9	Semi standard non polar	33892256
BL III,1TBDMS,isomer #2	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O)=C(O[Si](C)(C)C(C)(C)C)C=C23)C=C1	4067.1	Semi standard non polar	33892256
BL III,2TBDMS,isomer #1	CC(=O)OC1=CC=C(C2=C(OC(C)=O)C(OC(C)=O)=C3C(=C2OC(C)=O)OC2=CC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C23)C=C1	4226.7	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 - BL III GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1000900000-9d618b60870b5adc010e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - BL III GC-MS (2 TMS) - 70eV, Positive	splash10-00kb-1000093000-11fd3c0ab6b1c64d1d9e	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 10V, Positive-QTOF	splash10-0aos-0000910000-e8d11d10105cccbddf46	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 20V, Positive-QTOF	splash10-05ot-0000900000-6ec1489dad22e50bd541	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 40V, Positive-QTOF	splash10-0a4i-0000900000-9f5759513f1355eeaf36	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 10V, Negative-QTOF	splash10-014i-1000920000-cef13521defe27d36274	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 20V, Negative-QTOF	splash10-0aor-1000900000-49d677017ff14540bb25	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 40V, Negative-QTOF	splash10-00di-2000900000-1279fc4e340772258875	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 10V, Negative-QTOF	splash10-0a4i-0000190000-5eb81c00d23cead3120f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 20V, Negative-QTOF	splash10-0600-0000930000-a06b541991ac908e6b30	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 40V, Negative-QTOF	splash10-05fr-0000900000-e2f4b30bb28e9dd9e27a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 10V, Positive-QTOF	splash10-00vi-0000900000-bdca101b1325df6a0ff2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 20V, Positive-QTOF	splash10-00b9-0000900000-27f94ac9d31f174178c5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - BL III 40V, Positive-QTOF	splash10-0adj-0000900000-6ca13600306f496d0a54	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB019187

KNApSAcK ID

Not Available

Chemspider ID

8589360

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10413926

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for BL III (HMDB0039566)

MOL for HMDB0039566 (BL III)

3D MOL for HMDB0039566 (BL III)

3D SDF for HMDB0039566 (BL III)

3D-SDF for HMDB0039566 (BL III)

PDB for HMDB0039566 (BL III)

3D PDB for HMDB0039566 (BL III)

SMILES for HMDB0039566 (BL III)

INCHI for HMDB0039566 (BL III)

Structure for HMDB0039566 (BL III)

3D Structure for HMDB0039566 (BL III)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra