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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:33 UTC

Update Date

2022-03-07 02:52:25 UTC

HMDB ID

HMDB0030071

Secondary Accession Numbers

HMDB30071

Metabolite Identification

Common Name

Albafuran A

Description

Albafuran A belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Albafuran A has been detected, but not quantified in, fruits. This could make albafuran a a potential biomarker for the consumption of these foods. Albafuran A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Albafuran A.

Structure

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


  Mrv0541 05061304592D          

 28 30  0  0  0  0            999 V2000
   -4.3409   -3.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18  9  1  0  0  0  0
 18 14  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  2  0  0  0  0
 22 13  2  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 17  2  0  0  0  0
 24 11  2  0  0  0  0
 24 21  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
M  END

HMDB0030071
     RDKit          3D
Albafuran A
 54 56  0  0  0  0  0  0  0  0999 V2000
   -7.6867    0.8592    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3056    0.8805    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0384    1.6729   -1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.2190    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500    0.2344    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264    0.7967    1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.7447    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    1.4722   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242    0.0288    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -0.0717    0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0796   -1.4603    0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1006   -2.4285    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2086   -2.1305    0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4059   -3.7567   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027   -4.0818   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9825   -5.4104   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483   -3.0983   -0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -1.7660   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -0.7610   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7519   -1.0416   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.1478   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7915    0.5142   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.8126   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2825    2.7543   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944    4.0727   -0.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    2.3979    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    1.0952   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3728    0.5168   -0.0060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7305    1.2967    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3622    1.4443    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0854   -0.1905    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7171    0.9604   -1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616    2.2002   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096    2.3700   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359   -0.3504    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -0.8195    0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    0.7895   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9364    0.1485    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1373    1.8403    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    2.0831   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    2.1849   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.7704   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.4774    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4538    0.2325    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    0.6333   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.8702    0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -4.5326   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -6.0022   -0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -3.3392   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134   -1.9712   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5192   -0.2325   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2612    2.1073   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6418    4.3725   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275    3.1387    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 18 11  1  0
 28 19  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 20 50  1  0
 22 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
M  END


  Mrv0541 05061304592D          

 28 30  0  0  0  0            999 V2000
   -4.3409   -3.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3409   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.0940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  9  8  2  0  0  0  0
 10  7  1  0  0  0  0
 15  1  1  0  0  0  0
 15  2  1  0  0  0  0
 15  5  2  0  0  0  0
 16  3  1  0  0  0  0
 16  6  1  0  0  0  0
 16  7  2  0  0  0  0
 17  8  1  0  0  0  0
 17 11  1  0  0  0  0
 18  9  1  0  0  0  0
 18 14  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 10  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  2  0  0  0  0
 22 13  2  0  0  0  0
 22 20  1  0  0  0  0
 23 14  1  0  0  0  0
 23 17  2  0  0  0  0
 24 11  2  0  0  0  0
 24 21  1  0  0  0  0
 25 18  1  0  0  0  0
 26 19  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 28 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030071

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=C(C=C(O)C=C1O)C1=CC2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O4/c1-15(2)5-4-6-16(3)7-10-20-21(12-19(26)13-22(20)27)24-11-17-8-9-18(25)14-23(17)28-24/h5,7-9,11-14,25-27H,4,6,10H2,1-3H3/b16-7+

> <INCHI_KEY>
KGOOVUKZICPAIZ-FRKPEAEDSA-N

> <FORMULA>
C24H26O4

> <MOLECULAR_WEIGHT>
378.4608

> <EXACT_MASS>
378.18310932

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.410858925696544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5-(6-hydroxy-1-benzofuran-2-yl)benzene-1,3-diol

> <ALOGPS_LOGP>
5.79

> <JCHEM_LOGP>
6.177181011666668

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.22620421023187

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.561334251918508

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0726813966877176

> <JCHEM_POLAR_SURFACE_AREA>
73.83

> <JCHEM_REFRACTIVITY>
113.9009

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
albafuran A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030071
     RDKit          3D
Albafuran A
 54 56  0  0  0  0  0  0  0  0999 V2000
   -7.6867    0.8592    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3056    0.8805    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0384    1.6729   -1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.2190    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500    0.2344    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264    0.7967    1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.7447    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    1.4722   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242    0.0288    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -0.0717    0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0796   -1.4603    0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1006   -2.4285    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2086   -2.1305    0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4059   -3.7567   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027   -4.0818   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9825   -5.4104   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483   -3.0983   -0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -1.7660   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -0.7610   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7519   -1.0416   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.1478   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7915    0.5142   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.8126   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2825    2.7543   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944    4.0727   -0.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    2.3979    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    1.0952   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3728    0.5168   -0.0060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7305    1.2967    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3622    1.4443    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0854   -0.1905    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7171    0.9604   -1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616    2.2002   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096    2.3700   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359   -0.3504    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -0.8195    0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    0.7895   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9364    0.1485    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1373    1.8403    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    2.0831   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    2.1849   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.7704   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.4774    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4538    0.2325    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    0.6333   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.8702    0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -4.5326   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -6.0022   -0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -3.3392   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134   -1.9712   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5192   -0.2325   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2612    2.1073   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6418    4.3725   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275    3.1387    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 18 11  1  0
 28 19  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 20 50  1  0
 22 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  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      -8.103  -6.493   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.103  -3.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.173  -2.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.023  -3.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.793  -5.159   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.483  -3.826   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.483  -1.158   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.713   0.175   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.483   4.176   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.793   2.843   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.333  -5.159   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.713  -2.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   4.176   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.483   1.509   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.713   2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.023   1.509   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.198   4.383   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.793   5.510   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.793   0.175   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4    5    6                                                       
CONECT    5    4   15                                                       
CONECT    6    4   16                                                       
CONECT    7   10   16                                                       
CONECT    8    9   17                                                       
CONECT    9    8   18                                                       
CONECT   10    7   20                                                       
CONECT   11   17   24                                                       
CONECT   12   19   21                                                       
CONECT   13   19   22                                                       
CONECT   14   18   23                                                       
CONECT   15    1    2    5                                                  
CONECT   16    3    6    7                                                  
CONECT   17    8   11   23                                                  
CONECT   18    9   14   25                                                  
CONECT   19   12   13   26                                                  
CONECT   20   10   21   22                                                  
CONECT   21   12   20   24                                                  
CONECT   22   13   20   27                                                  
CONECT   23   14   17   28                                                  
CONECT   24   11   21   28                                                  
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   22                                                            
CONECT   28   23   24                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0030071
HETATM    1  C1  UNL     1      -7.687   0.859   0.802  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.306   0.880   0.235  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.038   1.673  -1.012  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.312   0.219   0.806  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.950   0.234   0.255  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.926   0.797   1.213  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.608   0.745   0.526  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.420   1.472  -0.729  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.624   0.029   1.079  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.704  -0.072   0.461  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.080  -1.460   0.111  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.101  -2.428   0.126  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.209  -2.130   0.451  1.00  0.00           O  
HETATM   14  C13 UNL     1       0.406  -3.757  -0.190  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.703  -4.082  -0.518  1.00  0.00           C  
HETATM   16  O2  UNL     1       1.983  -5.410  -0.830  1.00  0.00           O  
HETATM   17  C15 UNL     1       2.648  -3.098  -0.524  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.380  -1.766  -0.215  1.00  0.00           C  
HETATM   19  C17 UNL     1       3.440  -0.761  -0.249  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.752  -1.042  -0.565  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.479   0.148  -0.498  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.791   0.514  -0.698  1.00  0.00           C  
HETATM   23  C21 UNL     1       7.226   1.813  -0.553  1.00  0.00           C  
HETATM   24  C22 UNL     1       6.283   2.754  -0.193  1.00  0.00           C  
HETATM   25  O3  UNL     1       6.694   4.073  -0.040  1.00  0.00           O  
HETATM   26  C23 UNL     1       4.967   2.398   0.009  1.00  0.00           C  
HETATM   27  C24 UNL     1       4.543   1.095  -0.139  1.00  0.00           C  
HETATM   28  O4  UNL     1       3.373   0.517  -0.006  1.00  0.00           O  
HETATM   29  H1  UNL     1      -7.730   1.297   1.816  1.00  0.00           H  
HETATM   30  H2  UNL     1      -8.362   1.444   0.165  1.00  0.00           H  
HETATM   31  H3  UNL     1      -8.085  -0.191   0.844  1.00  0.00           H  
HETATM   32  H4  UNL     1      -5.717   0.960  -1.794  1.00  0.00           H  
HETATM   33  H5  UNL     1      -6.962   2.200  -1.329  1.00  0.00           H  
HETATM   34  H6  UNL     1      -5.210   2.370  -0.806  1.00  0.00           H  
HETATM   35  H7  UNL     1      -5.536  -0.350   1.715  1.00  0.00           H  
HETATM   36  H8  UNL     1      -3.657  -0.820   0.050  1.00  0.00           H  
HETATM   37  H9  UNL     1      -3.926   0.790  -0.697  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.936   0.149   2.130  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.137   1.840   1.497  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.498   2.083  -0.769  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.258   2.185  -0.863  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.489   0.770  -1.605  1.00  0.00           H  
HETATM   43  H15 UNL     1      -0.843  -0.477   2.016  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.454   0.232   1.256  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.871   0.633  -0.364  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.892  -2.870   0.449  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.352  -4.533  -0.183  1.00  0.00           H  
HETATM   48  H20 UNL     1       2.253  -6.002  -0.046  1.00  0.00           H  
HETATM   49  H21 UNL     1       3.679  -3.339  -0.781  1.00  0.00           H  
HETATM   50  H22 UNL     1       5.213  -1.971  -0.825  1.00  0.00           H  
HETATM   51  H23 UNL     1       7.519  -0.233  -0.979  1.00  0.00           H  
HETATM   52  H24 UNL     1       8.261   2.107  -0.710  1.00  0.00           H  
HETATM   53  H25 UNL     1       7.642   4.372  -0.178  1.00  0.00           H  
HETATM   54  H26 UNL     1       4.228   3.139   0.292  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9    9
CONECT    8   40   41   42
CONECT    9   10   43
CONECT   10   11   44   45
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   46
CONECT   14   15   15   47
CONECT   15   16   17
CONECT   16   48
CONECT   17   18   18   49
CONECT   18   19
CONECT   19   20   20   28
CONECT   20   21   50
CONECT   21   22   22   27
CONECT   22   23   51
CONECT   23   24   24   52
CONECT   24   25   26
CONECT   25   53
CONECT   26   27   27   54
CONECT   27   28
END

HMDB0030071
     RDKit          3D
Albafuran A
 54 56  0  0  0  0  0  0  0  0999 V2000
   -7.6867    0.8592    0.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3056    0.8805    0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0384    1.6729   -1.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124    0.2190    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500    0.2344    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264    0.7967    1.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6080    0.7447    0.5255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4202    1.4722   -0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242    0.0288    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040   -0.0717    0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0796   -1.4603    0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1006   -2.4285    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2086   -2.1305    0.4507 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4059   -3.7567   -0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027   -4.0818   -0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9825   -5.4104   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6483   -3.0983   -0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3802   -1.7660   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4400   -0.7610   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7519   -1.0416   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.1478   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7915    0.5142   -0.6981 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2258    1.8126   -0.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2825    2.7543   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6944    4.0727   -0.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9668    2.3979    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431    1.0952   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3728    0.5168   -0.0060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7305    1.2967    1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3622    1.4443    0.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0854   -0.1905    0.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7171    0.9604   -1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616    2.2002   -1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096    2.3700   -0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5359   -0.3504    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6569   -0.8195    0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9259    0.7895   -0.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9364    0.1485    2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1373    1.8403    1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980    2.0831   -0.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581    2.1849   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889    0.7704   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8429   -0.4774    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4538    0.2325    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710    0.6333   -0.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -2.8702    0.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524   -4.5326   -0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -6.0022   -0.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788   -3.3392   -0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134   -1.9712   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5192   -0.2325   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2612    2.1073   -0.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6418    4.3725   -0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275    3.1387    0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 18 11  1  0
 28 19  1  0
 27 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 16 48  1  0
 17 49  1  0
 20 50  1  0
 22 51  1  0
 23 52  1  0
 25 53  1  0
 26 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-((2E)-3,7-Dimethyl-2,6-octadienyl)-5-(6-hydroxy-2-benzofuranyl)-1,3-benzenediol	Kegg
2-[3,5-Dihydroxy-2-(3,7-dimethyl-2,6-octadienyl)phenyl]-6-hydroxybenzofuran	HMDB
4-(3,7-Dimethyl-2,6-octadienyl)-5-(6-hydroxy-2-benzofuranyl)-1,3-benzenediol, 9ci	HMDB

Chemical Formula

C₂₄H₂₆O₄

Average Molecular Weight

378.4608

Monoisotopic Molecular Weight

378.18310932

IUPAC Name

4-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5-(6-hydroxy-1-benzofuran-2-yl)benzene-1,3-diol

Traditional Name

albafuran A

CAS Registry Number

84323-14-8

SMILES

CC(C)=CCC\C(C)=C\CC1=C(C=C(O)C=C1O)C1=CC2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C24H26O4/c1-15(2)5-4-6-16(3)7-10-20-21(12-19(26)13-22(20)27)24-11-17-8-9-18(25)14-23(17)28-24/h5,7-9,11-14,25-27H,4,6,10H2,1-3H3/b16-7+

InChI Key

KGOOVUKZICPAIZ-FRKPEAEDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2-phenylbenzofuran
Phenylbenzofuran
Aromatic monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
Benzofuran
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Furan
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:2543 )
polyphenol (CHEBI:2543 )
2-Arylbenzofurans (C08732 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030071)

Source

Endogenous

Endogenous (HMDB: HMDB0030071)

Plant

Plant (HMDB: HMDB0030071)

Exogenous

Food

Food (HMDB: HMDB0030071)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030071)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030071)

Role

Biological role

Energy source (HMDB: HMDB0030071)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030071)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 150.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0061 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.021 g/L	ALOGPS
logP	5.79	ALOGPS
logP	6.18	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	8.56	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	113.9 m³·mol⁻¹	ChemAxon
Polarizability	43.41 Å³	ChemAxon
Number of Rings	3	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]+	193.828	31661259
DarkChem	[M-H]-	195.286	31661259
DeepCCS	[M+H]+	195.736	30932474
DeepCCS	[M-H]-	193.378	30932474
DeepCCS	[M-2H]-	227.465	30932474
DeepCCS	[M+Na]+	202.956	30932474
AllCCS	[M+H]+	197.4	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	200.1	32859911
AllCCS	[M+Na]+	200.9	32859911
AllCCS	[M-H]-	191.5	32859911
AllCCS	[M+Na-2H]-	191.4	32859911
AllCCS	[M+HCOO]-	191.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.67 minutes	32390414
Predicted by Siyang on May 30, 2022	15.9697 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.23 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2642.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	311.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	223.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	179.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	210.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	749.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	525.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1450.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	688.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1250.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	522.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	447.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	230.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	277.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Albafuran A	CC(C)=CCC\C(C)=C\CC1=C(C=C(O)C=C1O)C1=CC2=C(O1)C=C(O)C=C2	5241.9	Standard polar	33892256
Albafuran A	CC(C)=CCC\C(C)=C\CC1=C(C=C(O)C=C1O)C1=CC2=C(O1)C=C(O)C=C2	3121.8	Standard non polar	33892256
Albafuran A	CC(C)=CCC\C(C)=C\CC1=C(C=C(O)C=C1O)C1=CC2=C(O1)C=C(O)C=C2	3598.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Albafuran A,1TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O[Si](C)(C)C)C=C1C1=CC2=CC=C(O)C=C2O1	3399.1	Semi standard non polar	33892256
Albafuran A,1TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=C(O)C=C1C1=CC2=CC=C(O)C=C2O1	3378.5	Semi standard non polar	33892256
Albafuran A,1TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O)C=C1C1=CC2=CC=C(O[Si](C)(C)C)C=C2O1	3401.2	Semi standard non polar	33892256
Albafuran A,2TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C1C1=CC2=CC=C(O)C=C2O1	3304.0	Semi standard non polar	33892256
Albafuran A,2TMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O[Si](C)(C)C)C=C1C1=CC2=CC=C(O[Si](C)(C)C)C=C2O1	3327.6	Semi standard non polar	33892256
Albafuran A,2TMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=C(O)C=C1C1=CC2=CC=C(O[Si](C)(C)C)C=C2O1	3284.0	Semi standard non polar	33892256
Albafuran A,3TMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C1C1=CC2=CC=C(O[Si](C)(C)C)C=C2O1	3301.2	Semi standard non polar	33892256
Albafuran A,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1C1=CC2=CC=C(O)C=C2O1	3681.2	Semi standard non polar	33892256
Albafuran A,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C1C1=CC2=CC=C(O)C=C2O1	3650.9	Semi standard non polar	33892256
Albafuran A,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O)C=C1C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3680.6	Semi standard non polar	33892256
Albafuran A,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1C1=CC2=CC=C(O)C=C2O1	3800.0	Semi standard non polar	33892256
Albafuran A,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C/CC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C1C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3810.3	Semi standard non polar	33892256
Albafuran A,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C1C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3772.5	Semi standard non polar	33892256
Albafuran A,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C1C1=CC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3942.3	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 - Albafuran A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-9567000000-9df0ca08b2eefdb5d522	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albafuran A GC-MS (3 TMS) - 70eV, Positive	splash10-0059-2000090000-232fde839e2b6118a84f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Albafuran A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Albafuran A 10V, Positive-QTOF	splash10-004i-0119000000-f5953fd94aa94a7f52bf	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 20V, Positive-QTOF	splash10-0avi-5898000000-f8620b6eee718351af11	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 40V, Positive-QTOF	splash10-0gb9-9411000000-38ce8aa91a9b53152f2a	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 10V, Negative-QTOF	splash10-004i-0009000000-a9374bf1f0bf12f85090	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 20V, Negative-QTOF	splash10-004i-0109000000-5d45149c281b05fbab2c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 40V, Negative-QTOF	splash10-052f-2934000000-b71b65e180119509b1ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 10V, Positive-QTOF	splash10-004i-0039000000-de1f9c5ab705680b108c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 20V, Positive-QTOF	splash10-0a4i-2094000000-4b6041b1f36423784fdf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 40V, Positive-QTOF	splash10-014i-2190000000-a260f91b1533a82f26a3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 10V, Negative-QTOF	splash10-004i-0009000000-a886606075f409d09eae	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 20V, Negative-QTOF	splash10-004i-0039000000-433ed0a4d7ae41384226	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Albafuran A 40V, Negative-QTOF	splash10-067i-0792000000-c0b1b21b340b318fd9fa	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281297

PDB ID

Not Available

ChEBI ID

2543

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1813451

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 Albafuran A (HMDB0030071)

MOL for HMDB0030071 (Albafuran A)

3D MOL for HMDB0030071 (Albafuran A)

3D SDF for HMDB0030071 (Albafuran A)

3D-SDF for HMDB0030071 (Albafuran A)

PDB for HMDB0030071 (Albafuran A)

3D PDB for HMDB0030071 (Albafuran A)

SMILES for HMDB0030071 (Albafuran A)

INCHI for HMDB0030071 (Albafuran A)

Structure for HMDB0030071 (Albafuran A)

3D Structure for HMDB0030071 (Albafuran A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra