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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:05 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0029999

Secondary Accession Numbers

HMDB29999

Metabolite Identification

Common Name

Cycloartomunoxanthone

Description

Cycloartomunoxanthone belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system. Thus, cycloartomunoxanthone is considered to be a flavonoid. Cycloartomunoxanthone has been detected, but not quantified in, breadfruits (Artocarpus altilis) and fruits. This could make cycloartomunoxanthone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cycloartomunoxanthone.

Structure

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


  Mrv0541 05061304582D          

 33 38  0  0  0  0            999 V2000
   -0.3165   -5.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -5.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329    1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2638    1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    1.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -3.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -4.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2730   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720   -2.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590   -3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -2.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5560   -1.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430   -2.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1271   -1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -2.2153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2700   -0.9786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -2.2187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -4.6920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 11  1  0  0  0  0
 22 20  2  0  0  0  0
 23 12  2  0  0  0  0
 23 19  1  0  0  0  0
 24 17  2  0  0  0  0
 24 18  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25  7  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 21  2  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 16  1  0  0  0  0
 32 25  1  0  0  0  0
 33 24  1  0  0  0  0
 33 26  1  0  0  0  0
M  END

HMDB0029999
     RDKit          3D
Cycloartomunoxanthone
 57 62  0  0  0  0  0  0  0  0999 V2000
   -5.0115    0.8772    4.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855    0.4195    2.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9043    0.2418    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748    0.5057    2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952    0.3201    1.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    0.5765    2.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -0.1281    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -0.3777    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.2110    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088   -0.5630   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784   -0.4890   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2384   -1.4565   -2.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5659    0.8912   -1.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -1.0034   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -0.7150   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094   -0.5632   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4209   -0.2359   -0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570   -0.0242    0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059   -0.1353   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683    0.0812   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0215   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.3548   -2.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.5726   -2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.9073   -4.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -0.4621   -1.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789   -0.6857   -2.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2037   -0.9858   -3.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228    0.2004   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6682    0.5349    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    1.8742    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5593   -0.5521    1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4627    0.6330    1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2638    0.4323    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543    0.3557    4.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7569    1.9692    4.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808    0.7817    4.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.8583    3.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    0.9052    3.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8045   -2.4791   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3142   -1.5572   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2818   -1.1591   -3.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090    1.0000   -2.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    1.6719   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631    1.1064   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797   -2.1269   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    0.2549   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.5564   -2.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747   -0.4430   -2.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -1.0214   -4.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213    2.0965    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    2.6650    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1808    1.8352    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -1.0521    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8867   -1.3053    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632   -0.1226    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    0.8921    2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    0.5080    1.9353 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
  9  3  1  0
 26 16  1  0
 17  7  1  0
 25 19  1  0
 14  8  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 22 48  1  0
 24 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END


  Mrv0541 05061304582D          

 33 38  0  0  0  0            999 V2000
   -0.3165   -5.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3771   -5.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6329    1.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2638    1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    1.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301   -3.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -4.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2730   -3.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2720   -2.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590   -3.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -2.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5560   -1.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430   -2.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1271   -1.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3018    0.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -2.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -2.2153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2700   -0.9786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    0.2567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281   -2.2187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5600   -4.6920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964    1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  2  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20 15  1  0  0  0  0
 21 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 11  1  0  0  0  0
 22 20  2  0  0  0  0
 23 12  2  0  0  0  0
 23 19  1  0  0  0  0
 24 17  2  0  0  0  0
 24 18  1  0  0  0  0
 25  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25  7  1  0  0  0  0
 26  3  1  0  0  0  0
 26  4  1  0  0  0  0
 26 13  1  0  0  0  0
 27 14  1  0  0  0  0
 28 15  1  0  0  0  0
 29 21  2  0  0  0  0
 30  5  1  0  0  0  0
 30 17  1  0  0  0  0
 31 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 16  1  0  0  0  0
 32 25  1  0  0  0  0
 33 24  1  0  0  0  0
 33 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029999

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC(C)(C)C3CC4=C(OC5=C(C(O)=CC6=C5C=CC(C)(C)O6)C4=O)C(=C23)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H24O7/c1-25(2)7-6-11-16(32-25)9-15(28)20-21(29)12-8-13-18-19(23(12)31-22(11)20)14(27)10-17(30-5)24(18)33-26(13,3)4/h6-7,9-10,13,27-28H,8H2,1-5H3

> <INCHI_KEY>
HKEMUQOOVFTSNA-UHFFFAOYSA-N

> <FORMULA>
C26H24O7

> <MOLECULAR_WEIGHT>
448.4646

> <EXACT_MASS>
448.152203122

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
47.98339364040342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12,23-dihydroxy-21-methoxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(24),2(15),4(13),5(10),6,11,20,22-octaen-14-one

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
4.184804273333334

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.565900598673254

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.255793225541747

> <JCHEM_PKA_STRONGEST_BASIC>
-4.406185895615887

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
123.04489999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.96e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cycloartomunoxanthone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029999
     RDKit          3D
Cycloartomunoxanthone
 57 62  0  0  0  0  0  0  0  0999 V2000
   -5.0115    0.8772    4.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855    0.4195    2.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9043    0.2418    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748    0.5057    2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952    0.3201    1.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    0.5765    2.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -0.1281    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -0.3777    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.2110    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088   -0.5630   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784   -0.4890   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2384   -1.4565   -2.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5659    0.8912   -1.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -1.0034   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -0.7150   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094   -0.5632   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4209   -0.2359   -0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570   -0.0242    0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059   -0.1353   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683    0.0812   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0215   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.3548   -2.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.5726   -2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.9073   -4.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -0.4621   -1.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789   -0.6857   -2.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2037   -0.9858   -3.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228    0.2004   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6682    0.5349    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    1.8742    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5593   -0.5521    1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4627    0.6330    1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2638    0.4323    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543    0.3557    4.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7569    1.9692    4.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808    0.7817    4.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.8583    3.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    0.9052    3.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8045   -2.4791   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3142   -1.5572   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2818   -1.1591   -3.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090    1.0000   -2.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    1.6719   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631    1.1064   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797   -2.1269   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    0.2549   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.5564   -2.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747   -0.4430   -2.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -1.0214   -4.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213    2.0965    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    2.6650    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1808    1.8352    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -1.0521    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8867   -1.3053    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632   -0.1226    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    0.8921    2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    0.5080    1.9353 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 32 33  2  0
  9  3  1  0
 26 16  1  0
 17  7  1  0
 25 19  1  0
 14  8  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 22 48  1  0
 24 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.591 -10.711   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.571 -10.709   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.181   2.423   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.492   3.610   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.095   2.019   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.243  -7.222   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.245  -8.762   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.570  -0.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.243  -6.447   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.760  -1.830   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.575  -6.450   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.570  -1.830   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.240   0.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.430  -2.600   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.241  -4.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.910  -7.218   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.760  -0.290   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.090  -0.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.090  -1.830   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.906  -4.138   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.905  -2.598   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.574  -4.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.237  -2.602   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.430   0.480   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.579  -9.530   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.320   2.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.432  -4.140   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.574  -4.135   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.237  -1.827   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.094   0.479   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.239  -4.142   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.912  -8.758   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.860   2.080   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   26                                                            
CONECT    5   30                                                            
CONECT    6    7   11                                                       
CONECT    7    6   25                                                       
CONECT    8   12   13                                                       
CONECT    9   15   16                                                       
CONECT   10   14   17                                                       
CONECT   11    6   16   22                                                  
CONECT   12    8   21   23                                                  
CONECT   13    8   18   26                                                  
CONECT   14   10   19   27                                                  
CONECT   15    9   20   28                                                  
CONECT   16    9   11   32                                                  
CONECT   17   10   24   30                                                  
CONECT   18   13   19   24                                                  
CONECT   19   14   18   23                                                  
CONECT   20   15   21   22                                                  
CONECT   21   12   20   29                                                  
CONECT   22   11   20   31                                                  
CONECT   23   12   19   31                                                  
CONECT   24   17   18   33                                                  
CONECT   25    1    2    7   32                                             
CONECT   26    3    4   13   33                                             
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   21                                                            
CONECT   30    5   17                                                       
CONECT   31   22   23                                                       
CONECT   32   16   25                                                       
CONECT   33   24   26                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

COMPND    HMDB0029999
HETATM    1  C1  UNL     1      -5.011   0.877   4.131  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.086   0.419   2.810  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.904   0.242   2.104  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.675   0.506   2.675  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.495   0.320   1.939  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.257   0.577   2.486  1.00  0.00           O  
HETATM    7  C5  UNL     1      -1.578  -0.128   0.642  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.802  -0.378   0.126  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.991  -0.211   0.799  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.009  -0.563  -0.074  1.00  0.00           O  
HETATM   11  C8  UNL     1      -4.478  -0.489  -1.421  1.00  0.00           C  
HETATM   12  C9  UNL     1      -5.238  -1.456  -2.279  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.566   0.891  -1.960  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.082  -1.003  -1.185  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.056  -0.715  -2.160  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.709  -0.563  -1.556  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.421  -0.236  -0.267  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.757  -0.024   0.229  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.806  -0.135  -0.587  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.068   0.081  -0.099  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.184  -0.022  -0.901  1.00  0.00           C  
HETATM   22  C18 UNL     1       4.010  -0.355  -2.240  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.750  -0.573  -2.734  1.00  0.00           C  
HETATM   24  O5  UNL     1       2.501  -0.907  -4.054  1.00  0.00           O  
HETATM   25  C20 UNL     1       1.631  -0.462  -1.899  1.00  0.00           C  
HETATM   26  C21 UNL     1       0.379  -0.686  -2.425  1.00  0.00           C  
HETATM   27  O6  UNL     1       0.204  -0.986  -3.624  1.00  0.00           O  
HETATM   28  O7  UNL     1       5.423   0.200  -0.383  1.00  0.00           O  
HETATM   29  C22 UNL     1       5.668   0.535   0.950  1.00  0.00           C  
HETATM   30  C23 UNL     1       6.416   1.874   0.972  1.00  0.00           C  
HETATM   31  C24 UNL     1       6.559  -0.552   1.554  1.00  0.00           C  
HETATM   32  C25 UNL     1       4.463   0.633   1.763  1.00  0.00           C  
HETATM   33  C26 UNL     1       3.264   0.432   1.315  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.254   0.356   4.740  1.00  0.00           H  
HETATM   35  H2  UNL     1      -4.757   1.969   4.186  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.981   0.782   4.674  1.00  0.00           H  
HETATM   37  H4  UNL     1      -2.578   0.858   3.692  1.00  0.00           H  
HETATM   38  H5  UNL     1      -0.227   0.905   3.442  1.00  0.00           H  
HETATM   39  H6  UNL     1      -4.805  -2.479  -2.262  1.00  0.00           H  
HETATM   40  H7  UNL     1      -6.314  -1.557  -1.954  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.282  -1.159  -3.345  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.109   1.000  -2.940  1.00  0.00           H  
HETATM   43  H10 UNL     1      -4.231   1.672  -1.231  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.663   1.106  -2.103  1.00  0.00           H  
HETATM   45  H12 UNL     1      -3.180  -2.127  -1.044  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.228   0.255  -2.701  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.004  -1.556  -2.899  1.00  0.00           H  
HETATM   48  H15 UNL     1       4.875  -0.443  -2.898  1.00  0.00           H  
HETATM   49  H16 UNL     1       3.187  -1.021  -4.761  1.00  0.00           H  
HETATM   50  H17 UNL     1       6.821   2.097   1.962  1.00  0.00           H  
HETATM   51  H18 UNL     1       5.676   2.665   0.732  1.00  0.00           H  
HETATM   52  H19 UNL     1       7.181   1.835   0.170  1.00  0.00           H  
HETATM   53  H20 UNL     1       7.165  -1.052   0.780  1.00  0.00           H  
HETATM   54  H21 UNL     1       5.887  -1.305   1.988  1.00  0.00           H  
HETATM   55  H22 UNL     1       7.163  -0.123   2.370  1.00  0.00           H  
HETATM   56  H23 UNL     1       4.570   0.892   2.818  1.00  0.00           H  
HETATM   57  H24 UNL     1       2.364   0.508   1.935  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   37
CONECT    5    6    7    7
CONECT    6   38
CONECT    7    8   17
CONECT    8    9    9   14
CONECT    9   10
CONECT   10   11
CONECT   11   12   13   14
CONECT   12   39   40   41
CONECT   13   42   43   44
CONECT   14   15   45
CONECT   15   16   46   47
CONECT   16   17   17   26
CONECT   17   18
CONECT   18   19
CONECT   19   20   20   25
CONECT   20   21   33
CONECT   21   22   22   28
CONECT   22   23   48
CONECT   23   24   25   25
CONECT   24   49
CONECT   25   26
CONECT   26   27   27
CONECT   28   29
CONECT   29   30   31   32
CONECT   30   50   51   52
CONECT   31   53   54   55
CONECT   32   33   33   56
CONECT   33   57
END

HMDB0029999
     RDKit          3D
Cycloartomunoxanthone
 57 62  0  0  0  0  0  0  0  0999 V2000
   -5.0115    0.8772    4.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0855    0.4195    2.8102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9043    0.2418    2.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748    0.5057    2.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952    0.3201    1.9390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    0.5765    2.4858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -0.1281    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -0.3777    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -0.2110    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0088   -0.5630   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784   -0.4890   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2384   -1.4565   -2.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5659    0.8912   -1.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -1.0034   -1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -0.7150   -2.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094   -0.5632   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4209   -0.2359   -0.2668 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570   -0.0242    0.2286 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059   -0.1353   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683    0.0812   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0215   -0.9009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0099   -0.3548   -2.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7497   -0.5726   -2.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.9073   -4.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6312   -0.4621   -1.8986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789   -0.6857   -2.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2037   -0.9858   -3.6240 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228    0.2004   -0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6682    0.5349    0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    1.8742    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5593   -0.5521    1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4627    0.6330    1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2638    0.4323    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543    0.3557    4.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7569    1.9692    4.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808    0.7817    4.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.8583    3.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2267    0.9052    3.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8045   -2.4791   -2.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3142   -1.5572   -1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2818   -1.1591   -3.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1090    1.0000   -2.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2311    1.6719   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6631    1.1064   -2.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1797   -2.1269   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    0.2549   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0041   -1.5564   -2.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8747   -0.4430   -2.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -1.0214   -4.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8213    2.0965    1.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6761    2.6650    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1808    1.8352    0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1650   -1.0521    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8867   -1.3053    1.9884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632   -0.1226    2.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5701    0.8921    2.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3635    0.5080    1.9353 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
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
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 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 21 28  1  0
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 29 30  1  0
 29 31  1  0
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 32 33  2  0
  9  3  1  0
 26 16  1  0
 17  7  1  0
 25 19  1  0
 14  8  1  0
 33 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  6 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 22 48  1  0
 24 49  1  0
 30 50  1  0
 30 51  1  0
 30 52  1  0
 31 53  1  0
 31 54  1  0
 31 55  1  0
 32 56  1  0
 33 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5a,6-dihydro-1,8-Dihydroxy-3-methoxy-5,5,11,11-tetramethyl-5H,7H,11H-benzofuro[3,4-BC]pyrano[3,2-H]xanthen-7-one	HMDB

Chemical Formula

C₂₆H₂₄O₇

Average Molecular Weight

448.4646

Monoisotopic Molecular Weight

448.152203122

IUPAC Name

12,23-dihydroxy-21-methoxy-8,8,18,18-tetramethyl-3,9,19-trioxahexacyclo[15.6.1.0²,¹⁵.0⁴,¹³.0⁵,¹⁰.0²⁰,²⁴]tetracosa-1(24),2(15),4(13),5(10),6,11,20,22-octaen-14-one

Traditional Name

cycloartomunoxanthone

CAS Registry Number

135023-20-0

SMILES

COC1=C2OC(C)(C)C3CC4=C(OC5=C(C(O)=CC6=C5C=CC(C)(C)O6)C4=O)C(=C23)C(O)=C1

InChI Identifier

InChI=1S/C26H24O7/c1-25(2)7-6-11-16(32-25)9-15(28)20-21(29)12-8-13-18-19(23(12)31-22(11)20)14(27)10-17(30-5)24(18)33-26(13,3)4/h6-7,9-10,13,27-28H,8H2,1-5H3

InChI Key

HKEMUQOOVFTSNA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoxanthones. These are organic aromatic compounds containing a pyran or a hydrogenated derivative fused to a xanthone ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Pyranoxanthones

Alternative Parents

Substituents

Pyranoxanthone
Naphthopyranone
Naphthopyran
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-naphthol
Naphthalene
Coumaran
Anisole
Pyranone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Oxacycle
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111517 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029999)

Cellular substructure

Membrane (HMDB: HMDB0029999)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029999)

Source

Endogenous

Endogenous (HMDB: HMDB0029999)

Plant

Plant (HMDB: HMDB0029999)

Exogenous

Food

Food (HMDB: HMDB0029999)

Fruit

Tropical fruit

Breadfruit (FooDB: FOOD00309)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	264 - 266 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.017 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	0.009 g/L	ALOGPS
logP	4.64	ALOGPS
logP	4.18	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	6.26	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	123.04 m³·mol⁻¹	ChemAxon
Polarizability	47.98 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.182	31661259
DarkChem	[M-H]-	203.584	31661259
DeepCCS	[M-2H]-	237.864	30932474
DeepCCS	[M+Na]+	213.29	30932474
AllCCS	[M+H]+	207.4	32859911
AllCCS	[M+H-H2O]+	204.9	32859911
AllCCS	[M+NH4]+	209.6	32859911
AllCCS	[M+Na]+	210.3	32859911
AllCCS	[M-H]-	210.1	32859911
AllCCS	[M+Na-2H]-	210.1	32859911
AllCCS	[M+HCOO]-	210.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cycloartomunoxanthone	COC1=C2OC(C)(C)C3CC4=C(OC5=C(C(O)=CC6=C5C=CC(C)(C)O6)C4=O)C(=C23)C(O)=C1	5034.1	Standard polar	33892256
Cycloartomunoxanthone	COC1=C2OC(C)(C)C3CC4=C(OC5=C(C(O)=CC6=C5C=CC(C)(C)O6)C4=O)C(=C23)C(O)=C1	3716.0	Standard non polar	33892256
Cycloartomunoxanthone	COC1=C2OC(C)(C)C3CC4=C(OC5=C(C(O)=CC6=C5C=CC(C)(C)O6)C4=O)C(=C23)C(O)=C1	4063.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cycloartomunoxanthone,1TMS,isomer #1	COC1=CC(O)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O[Si](C)(C)C)C=C2OC(C)(C)C=CC2=C1O3	3575.5	Semi standard non polar	33892256
Cycloartomunoxanthone,1TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1O3	3635.3	Semi standard non polar	33892256
Cycloartomunoxanthone,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O[Si](C)(C)C)C=C2OC(C)(C)C=CC2=C1O3	3571.4	Semi standard non polar	33892256
Cycloartomunoxanthone,1TBDMS,isomer #1	COC1=CC(O)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C)(C)C=CC2=C1O3	3799.7	Semi standard non polar	33892256
Cycloartomunoxanthone,1TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O)C=C2OC(C)(C)C=CC2=C1O3	3857.9	Semi standard non polar	33892256
Cycloartomunoxanthone,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C3=C(CC4C2=C1OC4(C)C)C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2OC(C)(C)C=CC2=C1O3	3988.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloartomunoxanthone GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-0260900000-7f297dd0ae2356ee3e39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloartomunoxanthone GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-2332090000-4cc0cdcc97830a467a9f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycloartomunoxanthone 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 - Cycloartomunoxanthone 10V, Positive-QTOF	splash10-0002-0001900000-aa933223d30ecc2a8647	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 20V, Positive-QTOF	splash10-052b-1004900000-370dd6c674a44361b2d5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 40V, Positive-QTOF	splash10-0gbl-2009000000-aa73d533c3e241970514	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 10V, Negative-QTOF	splash10-0002-0000900000-b9a0a2bd7212f48a56b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 20V, Negative-QTOF	splash10-0002-0002900000-91361d4773cd9c4f00ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 40V, Negative-QTOF	splash10-01ot-1019200000-6c6d02b3a561218e850e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 10V, Positive-QTOF	splash10-0002-0000900000-cd840e85dedbf254bb21	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 20V, Positive-QTOF	splash10-0002-0000900000-cd840e85dedbf254bb21	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 40V, Positive-QTOF	splash10-014j-0091600000-011e7e453dbb2fcbf747	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 10V, Negative-QTOF	splash10-0002-0000900000-0117e100c6ba0dd0228d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 20V, Negative-QTOF	splash10-0002-0000900000-0117e100c6ba0dd0228d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycloartomunoxanthone 40V, Negative-QTOF	splash10-00di-0190200000-b8e96e4212f6a1e75118	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001288

KNApSAcK ID

C00013488

Chemspider ID

24844320

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14841185

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1812921

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 Cycloartomunoxanthone (HMDB0029999)

MOL for HMDB0029999 (Cycloartomunoxanthone)

3D MOL for HMDB0029999 (Cycloartomunoxanthone)

3D SDF for HMDB0029999 (Cycloartomunoxanthone)

3D-SDF for HMDB0029999 (Cycloartomunoxanthone)

PDB for HMDB0029999 (Cycloartomunoxanthone)

3D PDB for HMDB0029999 (Cycloartomunoxanthone)

SMILES for HMDB0029999 (Cycloartomunoxanthone)

INCHI for HMDB0029999 (Cycloartomunoxanthone)

Structure for HMDB0029999 (Cycloartomunoxanthone)

3D Structure for HMDB0029999 (Cycloartomunoxanthone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra