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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:25 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030687

Secondary Accession Numbers

HMDB30687

Metabolite Identification

Common Name

Cyclomorusin

Description

Cyclomorusin belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. Thus, cyclomorusin is considered to be a flavonoid. Cyclomorusin has been detected, but not quantified in, breadfruits (Artocarpus altilis) and fruits. This could make cyclomorusin a potential biomarker for the consumption of these foods. Cyclomorusin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Cyclomorusin.

Structure

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


  Mrv0541 05061305262D          

 31 35  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716    1.3808    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
    3.5724    1.2375    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
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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
    3.5724    2.0625    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
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    4.2868    2.4750    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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19  9  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  2  0  0  0  0
 24 14  1  0  0  0  0
 24 21  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25  8  1  0  0  0  0
 26 13  1  0  0  0  0
 27 16  1  0  0  0  0
 28 22  2  0  0  0  0
 29 17  1  0  0  0  0
 29 19  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 18  1  0  0  0  0
 31 25  1  0  0  0  0
M  END

HMDB0030687
     RDKit          3D
Cyclomorusin
 53 57  0  0  0  0  0  0  0  0999 V2000
   -5.3060   -1.9766   -2.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -1.4318   -1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410   -1.5888   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -0.8684   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9477   -0.3454   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.7923    0.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    1.8674    0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    2.9726    1.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    4.0739    1.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    5.1608    2.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    4.0978    1.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    2.9995    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4665    1.9049    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776    0.7082    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587    0.6938    0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -0.3523    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -0.2983    0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025   -1.3939   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402   -2.5250   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -2.5591   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734   -3.6704   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5525   -1.4630   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.5032   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.4567   -0.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953   -0.3542   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6829   -1.3405   -0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300   -0.2544    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -0.7894    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3639    0.2892   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    0.8838    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    0.8612    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -1.2821   -3.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -2.0479   -3.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6736   -3.0032   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6045   -1.5939   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -0.7504    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980   -2.5210    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -0.7757   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -1.1639    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    2.9638    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    5.9728    2.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756    4.9842    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    3.0428    1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2211   -3.3570   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -4.4654   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2092   -1.2563    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410   -1.6014    1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059    0.0271    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696    1.0246   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015   -0.5602   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2098    0.7770   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1780    1.7444    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.7078    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  2  0
 25  5  1  0
 13  7  1  0
 25 14  2  0
 22 16  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 19 44  1  0
 21 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
M  END


  Mrv0541 05061305262D          

 31 35  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    0.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6716    1.3808    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
    3.5724    1.2375    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
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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
    3.5724    2.0625    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
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    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
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    4.2868    2.4750    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
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  1  0  0  0  0
 13 10  2  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  2  0  0  0  0
 19  9  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  2  0  0  0  0
 24 14  1  0  0  0  0
 24 21  2  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25  8  1  0  0  0  0
 26 13  1  0  0  0  0
 27 16  1  0  0  0  0
 28 22  2  0  0  0  0
 29 17  1  0  0  0  0
 29 19  1  0  0  0  0
 30 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 18  1  0  0  0  0
 31 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030687

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O2)C2=C(OC(C)(C)C=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3

> <INCHI_KEY>
GDQXJMLXEYSICD-UHFFFAOYSA-N

> <FORMULA>
C25H22O6

> <MOLECULAR_WEIGHT>
418.4386

> <EXACT_MASS>
418.141638436

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
45.12557057011557

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
4.807576152666666

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.023014920691804

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.419883280878421

> <JCHEM_PKA_STRONGEST_BASIC>
-4.575823161867221

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
118.44849999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyclomorusin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030687
     RDKit          3D
Cyclomorusin
 53 57  0  0  0  0  0  0  0  0999 V2000
   -5.3060   -1.9766   -2.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -1.4318   -1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410   -1.5888   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -0.8684   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9477   -0.3454   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.7923    0.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    1.8674    0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    2.9726    1.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    4.0739    1.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    5.1608    2.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    4.0978    1.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    2.9995    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4665    1.9049    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776    0.7082    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587    0.6938    0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -0.3523    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -0.2983    0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025   -1.3939   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402   -2.5250   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -2.5591   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734   -3.6704   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5525   -1.4630   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.5032   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.4567   -0.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953   -0.3542   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6829   -1.3405   -0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300   -0.2544    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -0.7894    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3639    0.2892   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    0.8838    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    0.8612    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -1.2821   -3.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -2.0479   -3.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6736   -3.0032   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6045   -1.5939   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -0.7504    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980   -2.5210    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -0.7757   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -1.1639    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    2.9638    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    5.9728    2.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756    4.9842    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    3.0428    1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2211   -3.3570   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -4.4654   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2092   -1.2563    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410   -1.6014    1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059    0.0271    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696    1.0246   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015   -0.5602   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2098    0.7770   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1780    1.7444    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.7078    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  2  0
 25  5  1  0
 13  7  1  0
 25 14  2  0
 22 16  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 19 44  1  0
 21 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  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       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.197   0.863   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.187   2.577   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.671   2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.003   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      14.671   3.850   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    6   13                                                       
CONECT    6    5   14                                                       
CONECT    7    8   15                                                       
CONECT    8    7   25                                                       
CONECT    9   12   19                                                       
CONECT   10   13   17                                                       
CONECT   11   16   18                                                       
CONECT   12    1    2    9                                                  
CONECT   13    5   10   26                                                  
CONECT   14    6   17   24                                                  
CONECT   15    7   18   23                                                  
CONECT   16   11   20   27                                                  
CONECT   17   10   14   29                                                  
CONECT   18   11   15   31                                                  
CONECT   19    9   21   29                                                  
CONECT   20   16   22   23                                                  
CONECT   21   19   22   24                                                  
CONECT   22   20   21   28                                                  
CONECT   23   15   20   30                                                  
CONECT   24   14   21   30                                                  
CONECT   25    3    4    8   31                                             
CONECT   26   13                                                            
CONECT   27   16                                                            
CONECT   28   22                                                            
CONECT   29   17   19                                                       
CONECT   30   23   24                                                       
CONECT   31   18   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

COMPND    HMDB0030687
HETATM    1  C1  UNL     1      -5.306  -1.977  -2.635  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.694  -1.432  -1.366  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.541  -1.589  -0.140  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.514  -0.868  -1.348  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.948  -0.345  -0.081  1.00  0.00           C  
HETATM    6  O1  UNL     1      -3.534   0.792   0.386  1.00  0.00           O  
HETATM    7  C6  UNL     1      -2.840   1.867   0.861  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.588   2.973   1.310  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.939   4.074   1.796  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.681   5.161   2.237  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.543   4.098   1.844  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.816   3.000   1.398  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.466   1.905   0.915  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.778   0.708   0.425  1.00  0.00           C  
HETATM   15  O3  UNL     1       0.559   0.694   0.456  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.199  -0.352   0.029  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.599  -0.298   0.090  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.302  -1.394  -0.356  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.640  -2.525  -0.854  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.261  -2.559  -0.907  1.00  0.00           C  
HETATM   21  O4  UNL     1       0.573  -3.670  -1.398  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.552  -1.463  -0.460  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.805  -1.503  -0.515  1.00  0.00           C  
HETATM   24  O5  UNL     1      -1.485  -2.457  -0.938  1.00  0.00           O  
HETATM   25  C20 UNL     1      -1.495  -0.354  -0.046  1.00  0.00           C  
HETATM   26  O6  UNL     1       4.683  -1.340  -0.295  1.00  0.00           O  
HETATM   27  C21 UNL     1       5.430  -0.254   0.186  1.00  0.00           C  
HETATM   28  C22 UNL     1       6.342  -0.789   1.276  1.00  0.00           C  
HETATM   29  C23 UNL     1       6.364   0.289  -0.902  1.00  0.00           C  
HETATM   30  C24 UNL     1       4.620   0.884   0.647  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.303   0.861   0.602  1.00  0.00           C  
HETATM   32  H1  UNL     1      -6.055  -1.282  -3.041  1.00  0.00           H  
HETATM   33  H2  UNL     1      -4.472  -2.048  -3.380  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.674  -3.003  -2.475  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.604  -1.594  -0.399  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.280  -0.750   0.537  1.00  0.00           H  
HETATM   37  H6  UNL     1      -5.198  -2.521   0.349  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.943  -0.776  -2.239  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.248  -1.164   0.678  1.00  0.00           H  
HETATM   40  H9  UNL     1      -4.671   2.964   1.277  1.00  0.00           H  
HETATM   41  H10 UNL     1      -3.203   5.973   2.595  1.00  0.00           H  
HETATM   42  H11 UNL     1      -1.076   4.984   2.234  1.00  0.00           H  
HETATM   43  H12 UNL     1       0.252   3.043   1.445  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.221  -3.357  -1.192  1.00  0.00           H  
HETATM   45  H14 UNL     1       1.133  -4.465  -1.720  1.00  0.00           H  
HETATM   46  H15 UNL     1       7.209  -1.256   0.760  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.841  -1.601   1.842  1.00  0.00           H  
HETATM   48  H17 UNL     1       6.706   0.027   1.934  1.00  0.00           H  
HETATM   49  H18 UNL     1       5.770   1.025  -1.471  1.00  0.00           H  
HETATM   50  H19 UNL     1       6.701  -0.560  -1.538  1.00  0.00           H  
HETATM   51  H20 UNL     1       7.210   0.777  -0.391  1.00  0.00           H  
HETATM   52  H21 UNL     1       5.178   1.744   1.028  1.00  0.00           H  
HETATM   53  H22 UNL     1       2.747   1.708   0.946  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   25   39
CONECT    6    7
CONECT    7    8    8   13
CONECT    8    9   40
CONECT    9   10   11   11
CONECT   10   41
CONECT   11   12   42
CONECT   12   13   13   43
CONECT   13   14
CONECT   14   15   25   25
CONECT   15   16
CONECT   16   17   17   22
CONECT   17   18   31
CONECT   18   19   19   26
CONECT   19   20   44
CONECT   20   21   22   22
CONECT   21   45
CONECT   22   23
CONECT   23   24   24   25
CONECT   26   27
CONECT   27   28   29   30
CONECT   28   46   47   48
CONECT   29   49   50   51
CONECT   30   31   31   52
CONECT   31   53
END

HMDB0030687
     RDKit          3D
Cyclomorusin
 53 57  0  0  0  0  0  0  0  0999 V2000
   -5.3060   -1.9766   -2.6346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6940   -1.4318   -1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5410   -1.5888   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -0.8684   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9477   -0.3454   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    0.7923    0.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8405    1.8674    0.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878    2.9726    1.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9394    4.0739    1.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6809    5.1608    2.2373 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    4.0978    1.8444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159    2.9995    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4665    1.9049    0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776    0.7082    0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587    0.6938    0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1993   -0.3523    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -0.2983    0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025   -1.3939   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6402   -2.5250   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2610   -2.5591   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5734   -3.6704   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5525   -1.4630   -0.4604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8048   -1.5032   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850   -2.4567   -0.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4953   -0.3542   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6829   -1.3405   -0.2952 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300   -0.2544    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -0.7894    1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3639    0.2892   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203    0.8838    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029    0.8612    0.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -1.2821   -3.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -2.0479   -3.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6736   -3.0032   -2.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6045   -1.5939   -0.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2799   -0.7504    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980   -2.5210    0.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9429   -0.7757   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2484   -1.1639    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6712    2.9638    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    5.9728    2.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0756    4.9842    2.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522    3.0428    1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2211   -3.3570   -1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -4.4654   -1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2092   -1.2563    0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8410   -1.6014    1.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059    0.0271    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7696    1.0246   -1.4708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7015   -0.5602   -1.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2098    0.7770   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1780    1.7444    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.7078    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  2  0
 25  5  1  0
 13  7  1  0
 25 14  2  0
 22 16  1  0
 31 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 19 44  1  0
 21 45  1  0
 28 46  1  0
 28 47  1  0
 28 48  1  0
 29 49  1  0
 29 50  1  0
 29 51  1  0
 30 52  1  0
 31 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6',5'-e]pyran-7-one	HMDB
6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6',5'-e]pyran-7-one, 9ci	HMDB
Cyclomorusin a	HMDB
Cyclomulberrochromene	HMDB

Chemical Formula

C₂₅H₂₂O₆

Average Molecular Weight

418.4386

Monoisotopic Molecular Weight

418.141638436

IUPAC Name

11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

Traditional Name

cyclomorusin

CAS Registry Number

62596-34-3

SMILES

CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O2)C2=C(OC(C)(C)C=C2)C=C1O

InChI Identifier

InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3

InChI Key

GDQXJMLXEYSICD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110913 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 - 257 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.016 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	0.0055 g/L	ALOGPS
logP	4.3	ALOGPS
logP	4.81	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	8.42	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	118.45 m³·mol⁻¹	ChemAxon
Polarizability	45.13 Å³	ChemAxon
Number of Rings	5	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]+	198.985	31661259
DarkChem	[M-H]-	195.289	31661259
DeepCCS	[M+H]+	195.401	30932474
DeepCCS	[M-H]-	193.006	30932474
DeepCCS	[M-2H]-	225.945	30932474
DeepCCS	[M+Na]+	201.314	30932474
AllCCS	[M+H]+	201.5	32859911
AllCCS	[M+H-H2O]+	198.8	32859911
AllCCS	[M+NH4]+	204.1	32859911
AllCCS	[M+Na]+	204.8	32859911
AllCCS	[M-H]-	201.0	32859911
AllCCS	[M+Na-2H]-	200.6	32859911
AllCCS	[M+HCOO]-	200.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.91 minutes	32390414
Predicted by Siyang on May 30, 2022	14.421 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.38 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3066.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	240.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	197.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	675.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	677.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	89.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1247.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	563.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1365.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	480.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	227.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	303.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclomorusin	CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O2)C2=C(OC(C)(C)C=C2)C=C1O	5083.9	Standard polar	33892256
Cyclomorusin	CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O2)C2=C(OC(C)(C)C=C2)C=C1O	3514.8	Standard non polar	33892256
Cyclomorusin	CC(C)=CC1OC2=C(C=CC(O)=C2)C2=C1C(=O)C1=C(O2)C2=C(OC(C)(C)C=C2)C=C1O	3831.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cyclomorusin,1TMS,isomer #1	CC(C)=CC1OC2=CC(O[Si](C)(C)C)=CC=C2C2=C1C(=O)C1=C(O)C=C3OC(C)(C)C=CC3=C1O2	3616.4	Semi standard non polar	33892256
Cyclomorusin,1TMS,isomer #2	CC(C)=CC1OC2=CC(O)=CC=C2C2=C1C(=O)C1=C(O[Si](C)(C)C)C=C3OC(C)(C)C=CC3=C1O2	3600.4	Semi standard non polar	33892256
Cyclomorusin,2TMS,isomer #1	CC(C)=CC1OC2=CC(O[Si](C)(C)C)=CC=C2C2=C1C(=O)C1=C(O[Si](C)(C)C)C=C3OC(C)(C)C=CC3=C1O2	3553.2	Semi standard non polar	33892256
Cyclomorusin,1TBDMS,isomer #1	CC(C)=CC1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C2=C1C(=O)C1=C(O)C=C3OC(C)(C)C=CC3=C1O2	3836.4	Semi standard non polar	33892256
Cyclomorusin,1TBDMS,isomer #2	CC(C)=CC1OC2=CC(O)=CC=C2C2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C)(C)C=CC3=C1O2	3810.9	Semi standard non polar	33892256
Cyclomorusin,2TBDMS,isomer #1	CC(C)=CC1OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2C2=C1C(=O)C1=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C)(C)C=CC3=C1O2	3978.8	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 - Cyclomorusin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udl-5484900000-9c42636be55abff06860	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomorusin GC-MS (2 TMS) - 70eV, Positive	splash10-0002-4361390000-c990954f5ce4e5821cfc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclomorusin 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 - Cyclomorusin 10V, Positive-QTOF	splash10-014i-1001900000-f73a2686012c257315e1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 20V, Positive-QTOF	splash10-03xr-2009500000-48d44245d95216342a2b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 40V, Positive-QTOF	splash10-067l-9104000000-6f33223106ab7c45d7fd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 10V, Negative-QTOF	splash10-014i-0001900000-c21f5b6b75e086dacbe0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 20V, Negative-QTOF	splash10-014i-1007900000-15e21879c2756f5cf25a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 40V, Negative-QTOF	splash10-053r-3559000000-9db52e1da60107146013	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 10V, Positive-QTOF	splash10-014i-0000900000-05dfc1131f8b02e9e947	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 20V, Positive-QTOF	splash10-014i-0000900000-05dfc1131f8b02e9e947	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 40V, Positive-QTOF	splash10-014i-0091500000-0d10a6740d3052cdb546	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 10V, Negative-QTOF	splash10-014i-0000900000-0c2e3c045664a8c8905a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 20V, Negative-QTOF	splash10-014i-0000900000-0c2e3c045664a8c8905a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclomorusin 40V, Negative-QTOF	splash10-014l-0190200000-765161ea5d98ac18c93b	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5481969

PDB ID

Not Available

ChEBI ID

132868

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821961

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Cyclomorusin → 3,4,5-trihydroxy-6-{[19-hydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-13-oxo-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3,5,9,11,17(22),18,20-octaen-11-yl]oxy}oxane-2-carboxylic acid	details
Cyclomorusin → 3,4,5-trihydroxy-6-{[11-hydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-13-oxo-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-19-yl]oxy}oxane-2-carboxylic acid	details

Showing metabocard for Cyclomorusin (HMDB0030687)

MOL for HMDB0030687 (Cyclomorusin)

3D MOL for HMDB0030687 (Cyclomorusin)

3D SDF for HMDB0030687 (Cyclomorusin)

3D-SDF for HMDB0030687 (Cyclomorusin)

PDB for HMDB0030687 (Cyclomorusin)

3D PDB for HMDB0030687 (Cyclomorusin)

SMILES for HMDB0030687 (Cyclomorusin)

INCHI for HMDB0030687 (Cyclomorusin)

Structure for HMDB0030687 (Cyclomorusin)

3D Structure for HMDB0030687 (Cyclomorusin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions