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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:59:28 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041323

Secondary Accession Numbers

HMDB41323

Metabolite Identification

Common Name

Heteroartonin A

Description

Heteroartonin A belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position. Thus, heteroartonin a is considered to be a flavonoid. Heteroartonin A has been detected, but not quantified in, fruits and jackfruits (Artocarpus heterophyllus). This could make heteroartonin a a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Heteroartonin A.

Structure

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


  Mrv0541 05061312342D          

 33 35  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  7  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 12  2  0  0  0  0
 19 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 11  2  0  0  0  0
 22 19  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  2  0  0  0  0
 23 18  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  2  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  2  0  0  0  0
 32  5  1  0  0  0  0
 32 26  1  0  0  0  0
 33 21  1  0  0  0  0
 33 25  1  0  0  0  0
M  END

HMDB0041323
     RDKit          3D
Heteroartonin A
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.4202    2.1431   -1.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560    1.7998   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    1.3029   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.1061   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    3.4738   -0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    1.6010   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103    0.2706   -0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -0.4014   -0.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -1.6006   -0.8156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -2.3875   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -3.5988   -1.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128   -4.4431   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -5.6443   -2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -4.1397   -0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.9258   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275   -2.6377    0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972   -2.0790   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -0.8781    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -0.4764    1.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.0140    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948    1.2765    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772    2.3658    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    3.0319    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    2.7761    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627    4.1350   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557   -0.5495   -0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360   -1.8957   -0.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -0.0481   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6120   -0.9396   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.1634    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -0.8951    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.1836    2.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -0.3240   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.7993   -1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711    1.7768   -2.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3694    3.2711   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846    3.8488   -0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034    2.3492   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -3.8220   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -6.4445   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -4.7759   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970   -1.8844    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    1.6383    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1768    1.1345    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    2.5978   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    1.8490    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    2.8041    3.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    3.6181    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    4.7514   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    3.6158   -0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4748    4.6852    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.6349   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3889   -1.9031   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641   -0.4550   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7219   -1.5950    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6208   -0.2542    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -1.4491    2.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8403   -2.0139    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5712   -0.6895    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614   -0.6475   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446    0.7725   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
  7 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  3
 31 32  1  0
 31 33  1  0
 28  3  1  0
 20  8  2  0
 17 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 32 57  1  0
 32 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
M  END


  Mrv0541 05061312342D          

 33 35  0  0  0  0            999 V2000
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 14  7  2  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 12  2  0  0  0  0
 19 10  1  0  0  0  0
 20 12  1  0  0  0  0
 21 11  2  0  0  0  0
 22 19  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  2  0  0  0  0
 23 18  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  2  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 23  1  0  0  0  0
 31 24  2  0  0  0  0
 32  5  1  0  0  0  0
 32 26  1  0  0  0  0
 33 21  1  0  0  0  0
 33 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041323

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(C(O)=C1CC=C(C)C)C1=C(CC=C(C)C)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C26H28O7/c1-13(2)6-8-16-23(30)18(12-20(29)26(16)32-5)25-17(9-7-14(3)4)24(31)22-19(28)10-15(27)11-21(22)33-25/h6-7,10-12,27-30H,8-9H2,1-5H3

> <INCHI_KEY>
ONBLHZQNAGITBB-UHFFFAOYSA-N

> <FORMULA>
C26H28O7

> <MOLECULAR_WEIGHT>
452.4963

> <EXACT_MASS>
452.18350325

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
49.00020822083553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[2,5-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.61

> <JCHEM_LOGP>
5.584715645000001

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.418843461917453

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.604878644817254

> <JCHEM_PKA_STRONGEST_BASIC>
-4.796159763158179

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
129.15949999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
heteroartonin A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041323
     RDKit          3D
Heteroartonin A
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.4202    2.1431   -1.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560    1.7998   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    1.3029   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.1061   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    3.4738   -0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    1.6010   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103    0.2706   -0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -0.4014   -0.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -1.6006   -0.8156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -2.3875   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -3.5988   -1.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128   -4.4431   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -5.6443   -2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -4.1397   -0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.9258   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275   -2.6377    0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972   -2.0790   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -0.8781    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -0.4764    1.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.0140    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948    1.2765    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772    2.3658    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    3.0319    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    2.7761    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627    4.1350   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557   -0.5495   -0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360   -1.8957   -0.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -0.0481   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6120   -0.9396   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.1634    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -0.8951    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.1836    2.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -0.3240   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.7993   -1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711    1.7768   -2.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3694    3.2711   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846    3.8488   -0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034    2.3492   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -3.8220   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -6.4445   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -4.7759   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970   -1.8844    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    1.6383    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1768    1.1345    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    2.5978   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    1.8490    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    2.8041    3.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    3.6181    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    4.7514   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    3.6158   -0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4748    4.6852    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.6349   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3889   -1.9031   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641   -0.4550   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7219   -1.5950    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6208   -0.2542    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -1.4491    2.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8403   -2.0139    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5712   -0.6895    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614   -0.6475   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446    0.7725   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
  7 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  3
 31 32  1  0
 31 33  1  0
 28  3  1  0
 20  8  2  0
 17 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 32 57  1  0
 32 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  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      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.671  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   32                                                            
CONECT    6    8   13                                                       
CONECT    7    9   14                                                       
CONECT    8    6   16                                                       
CONECT    9    7   17                                                       
CONECT   10   15   19                                                       
CONECT   11   15   21                                                       
CONECT   12   18   20                                                       
CONECT   13    1    2    6                                                  
CONECT   14    3    4    7                                                  
CONECT   15   10   11   27                                                  
CONECT   16    8   23   26                                                  
CONECT   17    9   24   25                                                  
CONECT   18   12   23   25                                                  
CONECT   19   10   22   28                                                  
CONECT   20   12   26   29                                                  
CONECT   21   11   22   33                                                  
CONECT   22   19   21   24                                                  
CONECT   23   16   18   30                                                  
CONECT   24   17   22   31                                                  
CONECT   25   17   18   33                                                  
CONECT   26   16   20   32                                                  
CONECT   27   15                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   23                                                            
CONECT   31   24                                                            
CONECT   32    5   26                                                       
CONECT   33   21   25                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

COMPND    HMDB0041323
HETATM    1  C1  UNL     1       4.420   2.143  -1.797  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.956   1.800  -0.491  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.655   1.303  -0.433  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.567   2.106  -0.267  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.752   3.474  -0.149  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.248   1.601  -0.210  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.010   0.271  -0.318  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.273  -0.401  -0.176  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.309  -1.601  -0.816  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.311  -2.388  -0.831  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.244  -3.599  -1.523  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.313  -4.443  -1.545  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.203  -5.644  -2.249  1.00  0.00           O  
HETATM   14  C10 UNL     1      -4.472  -4.140  -0.899  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.577  -2.926  -0.190  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.728  -2.638   0.443  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.497  -2.079  -0.173  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.500  -0.878   0.483  1.00  0.00           C  
HETATM   19  O6  UNL     1      -4.482  -0.476   1.109  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.381  -0.014   0.491  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.495   1.276   1.183  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.077   2.366   0.371  1.00  0.00           C  
HETATM   23  C17 UNL     1      -4.107   3.032   0.841  1.00  0.00           C  
HETATM   24  C18 UNL     1      -4.754   2.776   2.154  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.663   4.135  -0.031  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.156  -0.550  -0.491  1.00  0.00           C  
HETATM   27  O7  UNL     1       0.936  -1.896  -0.602  1.00  0.00           O  
HETATM   28  C21 UNL     1       2.430  -0.048  -0.545  1.00  0.00           C  
HETATM   29  C22 UNL     1       3.612  -0.940  -0.706  1.00  0.00           C  
HETATM   30  C23 UNL     1       4.320  -1.163   0.585  1.00  0.00           C  
HETATM   31  C24 UNL     1       5.574  -0.895   0.816  1.00  0.00           C  
HETATM   32  C25 UNL     1       6.128  -1.184   2.179  1.00  0.00           C  
HETATM   33  C26 UNL     1       6.529  -0.324  -0.169  1.00  0.00           C  
HETATM   34  H1  UNL     1       5.464   1.799  -1.941  1.00  0.00           H  
HETATM   35  H2  UNL     1       3.771   1.777  -2.596  1.00  0.00           H  
HETATM   36  H3  UNL     1       4.369   3.271  -1.866  1.00  0.00           H  
HETATM   37  H4  UNL     1       2.685   3.849  -0.191  1.00  0.00           H  
HETATM   38  H5  UNL     1      -0.503   2.349  -0.111  1.00  0.00           H  
HETATM   39  H6  UNL     1      -1.306  -3.822  -2.032  1.00  0.00           H  
HETATM   40  H7  UNL     1      -2.864  -6.445  -1.747  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.329  -4.776  -0.895  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.997  -1.884   0.969  1.00  0.00           H  
HETATM   43  H10 UNL     1      -1.567   1.638   1.662  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.177   1.134   2.105  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.683   2.598  -0.588  1.00  0.00           H  
HETATM   46  H13 UNL     1      -5.325   1.849   2.218  1.00  0.00           H  
HETATM   47  H14 UNL     1      -4.029   2.804   3.005  1.00  0.00           H  
HETATM   48  H15 UNL     1      -5.467   3.618   2.372  1.00  0.00           H  
HETATM   49  H16 UNL     1      -3.797   4.751  -0.345  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.994   3.616  -0.965  1.00  0.00           H  
HETATM   51  H18 UNL     1      -5.475   4.685   0.446  1.00  0.00           H  
HETATM   52  H19 UNL     1       1.587  -2.635  -0.726  1.00  0.00           H  
HETATM   53  H20 UNL     1       3.389  -1.903  -1.185  1.00  0.00           H  
HETATM   54  H21 UNL     1       4.364  -0.455  -1.397  1.00  0.00           H  
HETATM   55  H22 UNL     1       3.722  -1.595   1.411  1.00  0.00           H  
HETATM   56  H23 UNL     1       6.621  -0.254   2.559  1.00  0.00           H  
HETATM   57  H24 UNL     1       5.318  -1.449   2.891  1.00  0.00           H  
HETATM   58  H25 UNL     1       6.840  -2.014   2.094  1.00  0.00           H  
HETATM   59  H26 UNL     1       7.571  -0.690   0.079  1.00  0.00           H  
HETATM   60  H27 UNL     1       6.361  -0.648  -1.198  1.00  0.00           H  
HETATM   61  H28 UNL     1       6.545   0.773  -0.070  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   28
CONECT    4    5    6
CONECT    5   37
CONECT    6    7    7   38
CONECT    7    8   26
CONECT    8    9   20   20
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   39
CONECT   12   13   14   14
CONECT   13   40
CONECT   14   15   41
CONECT   15   16   17   17
CONECT   16   42
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   43   44
CONECT   22   23   23   45
CONECT   23   24   25
CONECT   24   46   47   48
CONECT   25   49   50   51
CONECT   26   27   28   28
CONECT   27   52
CONECT   28   29
CONECT   29   30   53   54
CONECT   30   31   31   55
CONECT   31   32   33
CONECT   32   56   57   58
CONECT   33   59   60   61
END

HMDB0041323
     RDKit          3D
Heteroartonin A
 61 63  0  0  0  0  0  0  0  0999 V2000
    4.4202    2.1431   -1.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9560    1.7998   -0.4906 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    1.3029   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5673    2.1061   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    3.4738   -0.1495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2477    1.6010   -0.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103    0.2706   -0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2733   -0.4014   -0.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3086   -1.6006   -0.8156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3114   -2.3875   -0.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2439   -3.5988   -1.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3128   -4.4431   -1.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -5.6443   -2.2487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4719   -4.1397   -0.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -2.9258   -0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7275   -2.6377    0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4972   -2.0790   -0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5003   -0.8781    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817   -0.4764    1.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.0140    0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4948    1.2765    1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0772    2.3658    0.3714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1074    3.0319    0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539    2.7761    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627    4.1350   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1557   -0.5495   -0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9360   -1.8957   -0.6021 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -0.0481   -0.5454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6120   -0.9396   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3203   -1.1634    0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5738   -0.8951    0.8159 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1278   -1.1836    2.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -0.3240   -0.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.7993   -1.9413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711    1.7768   -2.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3694    3.2711   -1.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6846    3.8488   -0.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034    2.3492   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3062   -3.8220   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8638   -6.4445   -1.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -4.7759   -0.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9970   -1.8844    0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675    1.6383    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1768    1.1345    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830    2.5978   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3252    1.8490    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    2.8041    3.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    3.6181    2.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    4.7514   -0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9943    3.6158   -0.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4748    4.6852    0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873   -2.6349   -0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3889   -1.9031   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3641   -0.4550   -1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7219   -1.5950    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6208   -0.2542    2.5588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -1.4491    2.8911 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8403   -2.0139    2.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5712   -0.6895    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3614   -0.6475   -1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5446    0.7725   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  3
 23 24  1  0
 23 25  1  0
  7 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  2  3
 31 32  1  0
 31 33  1  0
 28  3  1  0
 20  8  2  0
 17 10  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 29 53  1  0
 29 54  1  0
 30 55  1  0
 32 56  1  0
 32 57  1  0
 32 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',5,5',7-Tetrahydroxy-4'-methoxy-3,3'-diprenylflavone	HMDB
2-[2,5-Dihydroxy-4-methoxy-3-(3-methyl-2-butenyl)phenyl]-5,7-dihydroxy-3-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one	HMDB

Chemical Formula

C₂₆H₂₈O₇

Average Molecular Weight

452.4963

Monoisotopic Molecular Weight

452.18350325

IUPAC Name

2-[2,5-dihydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

Traditional Name

heteroartonin A

CAS Registry Number

170894-23-2

SMILES

COC1=C(O)C=C(C(O)=C1CC=C(C)C)C1=C(CC=C(C)C)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C26H28O7/c1-13(2)6-8-16-23(30)18(12-20(29)26(16)32-5)25-17(9-7-14(3)4)24(31)22-19(28)10-15(27)11-21(22)33-25/h6-7,10-12,27-30H,8-9H2,1-5H3

InChI Key

ONBLHZQNAGITBB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3'-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 3'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

3'-prenylated flavones

Alternative Parents

Substituents

3-prenylated flavone
3'-prenylated flavone
4p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Prenylbenzoquinol
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Anisole
Phenoxy compound
Hydroquinone
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110909 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041323)

Cellular substructure

Membrane (HMDB: HMDB0041323)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041323)

Source

Exogenous

Food

Food (HMDB: HMDB0041323)

Fruit

Tropical fruit

Jackfruit (FooDB: FOOD00384)

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041323)

Not Available

Nutrient (HMDB: HMDB0041323)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	206 - 208 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0071 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	0.0052 g/L	ALOGPS
logP	4.61	ALOGPS
logP	5.58	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	6.6	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	129.16 m³·mol⁻¹	ChemAxon
Polarizability	49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	209.604	30932474
DeepCCS	[M-H]-	207.246	30932474
DeepCCS	[M-2H]-	240.386	30932474
DeepCCS	[M+Na]+	215.698	30932474
AllCCS	[M+H]+	209.0	32859911
AllCCS	[M+H-H2O]+	206.5	32859911
AllCCS	[M+NH4]+	211.2	32859911
AllCCS	[M+Na]+	211.9	32859911
AllCCS	[M-H]-	205.9	32859911
AllCCS	[M+Na-2H]-	206.0	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heteroartonin A	COC1=C(O)C=C(C(O)=C1CC=C(C)C)C1=C(CC=C(C)C)C(=O)C2=C(O)C=C(O)C=C2O1	5956.2	Standard polar	33892256
Heteroartonin A	COC1=C(O)C=C(C(O)=C1CC=C(C)C)C1=C(CC=C(C)C)C(=O)C2=C(O)C=C(O)C=C2O1	3560.5	Standard non polar	33892256
Heteroartonin A	COC1=C(O)C=C(C(O)=C1CC=C(C)C)C1=C(CC=C(C)C)C(=O)C2=C(O)C=C(O)C=C2O1	3848.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Heteroartonin A,1TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	3719.6	Semi standard non polar	33892256
Heteroartonin A,1TMS,isomer #2	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3688.8	Semi standard non polar	33892256
Heteroartonin A,1TMS,isomer #3	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	3673.5	Semi standard non polar	33892256
Heteroartonin A,1TMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	3712.5	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	3628.0	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	3604.2	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3637.1	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3611.7	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #5	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3566.5	Semi standard non polar	33892256
Heteroartonin A,2TMS,isomer #6	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	3599.9	Semi standard non polar	33892256
Heteroartonin A,3TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	3567.6	Semi standard non polar	33892256
Heteroartonin A,3TMS,isomer #2	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3584.5	Semi standard non polar	33892256
Heteroartonin A,3TMS,isomer #3	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3553.5	Semi standard non polar	33892256
Heteroartonin A,3TMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3593.6	Semi standard non polar	33892256
Heteroartonin A,4TMS,isomer #1	COC1=C(O[Si](C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C(O[Si](C)(C)C)=C1CC=C(C)C	3596.7	Semi standard non polar	33892256
Heteroartonin A,1TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	3971.0	Semi standard non polar	33892256
Heteroartonin A,1TBDMS,isomer #2	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	3932.5	Semi standard non polar	33892256
Heteroartonin A,1TBDMS,isomer #3	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	3920.4	Semi standard non polar	33892256
Heteroartonin A,1TBDMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	3955.9	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	4086.4	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O)=C1CC=C(C)C	4053.4	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #3	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	4084.3	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	4040.6	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #5	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	3994.7	Semi standard non polar	33892256
Heteroartonin A,2TBDMS,isomer #6	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	4044.2	Semi standard non polar	33892256
Heteroartonin A,3TBDMS,isomer #1	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O)=C1CC=C(C)C	4161.5	Semi standard non polar	33892256
Heteroartonin A,3TBDMS,isomer #2	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	4168.0	Semi standard non polar	33892256
Heteroartonin A,3TBDMS,isomer #3	COC1=C(O[Si](C)(C)C(C)(C)C)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	4120.8	Semi standard non polar	33892256
Heteroartonin A,3TBDMS,isomer #4	COC1=C(O)C=C(C2=C(CC=C(C)C)C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C	4165.1	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 - Heteroartonin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2003900000-aaa9be9fa57cf02c0086	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heteroartonin A GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-1000029000-d29bdc98aef1c5367da0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heteroartonin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heteroartonin 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 - Heteroartonin A 10V, Positive-QTOF	splash10-0udi-0001900000-e4c629d427282a6bc4c0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 20V, Positive-QTOF	splash10-052b-9026800000-9073673795a9ec759348	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 40V, Positive-QTOF	splash10-0673-9150100000-a6ee01c277e19d78d34c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 10V, Negative-QTOF	splash10-0udi-0000900000-41cbf302ce91fe71c265	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 20V, Negative-QTOF	splash10-0udi-0012900000-51c596efb771739bac20	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 40V, Negative-QTOF	splash10-0670-1676900000-da9b6435e007cb02e938	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 10V, Negative-QTOF	splash10-0udi-0000900000-d9f68c1f6d8700c37746	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 20V, Negative-QTOF	splash10-0udi-0000900000-d9f68c1f6d8700c37746	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 40V, Negative-QTOF	splash10-0f6x-0609200000-7dd5c8b6cd8a79bdd3fa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 10V, Positive-QTOF	splash10-0udi-0000900000-ea7301fbaeabffa2e2e3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 20V, Positive-QTOF	splash10-0udi-0000900000-ea7301fbaeabffa2e2e3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heteroartonin A 40V, Positive-QTOF	splash10-0udi-0916600000-2ff27a660f5d49519e29	2021-09-25	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

FDB021243

KNApSAcK ID

C00013421

Chemspider ID

24843907

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15231526

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891381

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 Heteroartonin A (HMDB0041323)

MOL for HMDB0041323 (Heteroartonin A)

3D MOL for HMDB0041323 (Heteroartonin A)

3D SDF for HMDB0041323 (Heteroartonin A)

3D-SDF for HMDB0041323 (Heteroartonin A)

PDB for HMDB0041323 (Heteroartonin A)

3D PDB for HMDB0041323 (Heteroartonin A)

SMILES for HMDB0041323 (Heteroartonin A)

INCHI for HMDB0041323 (Heteroartonin A)

Structure for HMDB0041323 (Heteroartonin A)

3D Structure for HMDB0041323 (Heteroartonin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra