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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:58:29 UTC

Update Date

2022-03-07 02:53:38 UTC

HMDB ID

HMDB0033261

Secondary Accession Numbers

HMDB33261

Metabolite Identification

Common Name

Mulberrofuran M

Description

Mulberrofuran M, also known as fenclonin or DL-pcpa, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Mulberrofuran M is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, mulberrofuran m has been detected, but not quantified in, fruits. This could make mulberrofuran m a potential biomarker for the consumption of these foods.

Structure

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


  Mrv0541 02241218352D          

 44 51  0  0  0  0            999 V2000
   -0.2045   -2.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4513   -3.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0409   -4.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7801   -4.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2724   -3.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8620   -3.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -2.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4513   -1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -1.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -0.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082    0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7654    0.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367    1.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473    2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2586    3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9970    3.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257    3.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9152    4.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0941    4.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6837    3.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8620    3.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    2.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9291   -3.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  5 40  1  0  0  0  0
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 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 44  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

HMDB0033261
     RDKit          3D
Mulberrofuran M
 66 73  0  0  0  0  0  0  0  0999 V2000
   -4.3873    1.9228    1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2791   -3.4011    4.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
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 40 66  1  0
M  END


  Mrv0541 02241218352D          

 44 51  0  0  0  0            999 V2000
   -0.2045   -2.4225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3688    3.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -5.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1614    5.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    0.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6975    2.0121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9291   -3.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 40  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 37  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 26  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 25  2  0  0  0  0
 15 16  1  0  0  0  0
 15 38  1  0  0  0  0
 16 17  2  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 41  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 25  1  0  0  0  0
 24 43  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 37  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 42  2  0  0  0  0
 30 31  1  0  0  0  0
 30 35  2  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 44  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033261

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=CC=C(O)C=C1O2

> <INCHI_IDENTIFIER>
InChI=1S/C34H22O10/c1-34-14-22(20-6-4-19(37)13-26(20)44-34)31-30(32(34)39)29-27(42-31)9-16(24-8-15-2-3-18(36)12-25(15)41-24)10-28(29)43-33(40)21-7-5-17(35)11-23(21)38/h2-13,22,35-38H,14H2,1H3

> <INCHI_KEY>
UCGIUWUATGREEP-UHFFFAOYSA-N

> <FORMULA>
C34H22O10

> <MOLECULAR_WEIGHT>
590.5325

> <EXACT_MASS>
590.121296924

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
60.54707724491307

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
6.449248312333332

> <ALOGPS_LOGS>
-4.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.839021216324195

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.27873941100006

> <JCHEM_PKA_STRONGEST_BASIC>
-3.045013185561062

> <JCHEM_POLAR_SURFACE_AREA>
159.8

> <JCHEM_REFRACTIVITY>
155.7546

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033261
     RDKit          3D
Mulberrofuran M
 66 73  0  0  0  0  0  0  0  0999 V2000
   -4.3873    1.9228    1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576    0.6261    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278   -0.4947    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -1.7799    1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173   -1.9455    2.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3372   -3.2171    3.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791   -3.4011    4.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978   -2.3338    5.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322   -2.5743    6.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.0752    4.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8856    3.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162    0.3978    2.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -1.6702    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3932   -2.4883   -0.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899   -1.8945   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -2.3347   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8791   -1.4766   -1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665   -1.9917   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -1.2643   -2.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637   -2.1051   -3.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3222   -1.9813   -3.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529   -3.0607   -4.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267   -4.2899   -4.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -5.4056   -4.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0781   -4.4128   -3.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396   -3.3325   -3.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2629   -3.2012   -2.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.1479   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097    0.2976   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578    1.6270    0.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723    2.5740   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716    2.2161   -2.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976    3.9925   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    4.4065    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355    5.7570    0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518    6.6751   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    8.0256    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0659    6.2565   -1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    4.9040   -1.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981    4.4650   -2.9258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -0.5595   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5710   -0.4286    0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    0.6882    1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    1.7070    1.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3118    1.9134    1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    1.8921    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.7461    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.3295   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.6361    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1471   -2.6014    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2463   -4.0366    2.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363   -4.4210    4.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956   -2.7797    7.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.2276    5.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8631   -3.3882   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -0.2136   -2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7722   -1.0128   -3.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9380   -2.9547   -4.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5253   -6.0180   -4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552   -5.3640   -3.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6878    0.4627   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7358    3.7078    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109    6.0494    1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2406    8.3332    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2866    7.0002   -2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4059    5.0923   -3.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 17 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 29 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 12  2  1  0
 42 13  2  0
 43  2  1  0
 11  5  1  0
 41 15  1  0
 27 18  1  0
 39 33  1  0
 26 20  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  6 51  1  0
  7 52  1  0
  9 53  1  0
 10 54  1  0
 16 55  1  0
 19 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 25 60  1  0
 28 61  1  0
 34 62  1  0
 35 63  1  0
 37 64  1  0
 38 65  1  0
 40 66  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.382  -4.522   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.078  -6.055   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.842  -7.281   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.076  -8.660   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.456  -8.660   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.375  -7.281   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.609  -6.055   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.069  -4.522   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.842  -3.602   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.690  -2.069   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.069  -1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.069   0.382   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.295   1.303   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.682   2.835   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.448   4.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.216   5.748   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.594   5.902   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.208   7.435   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.442   8.660   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.909   8.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.143   6.975   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.609   6.821   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.690   5.595   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.230   4.063   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.149   2.683   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.842   1.303   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.536   0.382   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.916   1.149   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.295   0.382   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.448  -1.149   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.223  -1.915   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.223  -3.449   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.601  -4.368   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.828  -3.449   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.828  -1.915   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.208  -1.149   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -0.382  -1.149   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.069   4.982   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.688   6.361   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.223 -10.040   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.901  10.040   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.521   1.303   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -1.302   3.756   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -3.601  -5.902   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7    9                                                       
CONECT    9    1    8   10                                                  
CONECT   10    9   11   37                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16   38                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   41                                                  
CONECT   20   19   21                                                       
CONECT   21   16   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   38   39                                             
CONECT   24   23   25   43                                                  
CONECT   25   14   24   26                                                  
CONECT   26   12   25   27                                                  
CONECT   27   26   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   42                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   44                                                  
CONECT   34   33   35                                                       
CONECT   35   30   34   36                                                  
CONECT   36   35                                                            
CONECT   37   10   27                                                       
CONECT   38   15   23                                                       
CONECT   39   23                                                            
CONECT   40    5                                                            
CONECT   41   19                                                            
CONECT   42   29                                                            
CONECT   43   24                                                            
CONECT   44   33                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  102    0
END

COMPND    HMDB0033261
HETATM    1  C1  UNL     1      -4.387   1.923   1.283  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.658   0.626   1.563  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.328  -0.495   0.818  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.572  -1.780   1.188  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.517  -1.945   2.645  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.337  -3.217   3.193  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.279  -3.401   4.561  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.398  -2.334   5.413  1.00  0.00           C  
HETATM    9  O1  UNL     1      -3.332  -2.574   6.779  1.00  0.00           O  
HETATM   10  C9  UNL     1      -3.576  -1.075   4.886  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.635  -0.886   3.497  1.00  0.00           C  
HETATM   12  O2  UNL     1      -3.816   0.398   2.976  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.203  -1.670   0.559  1.00  0.00           C  
HETATM   14  O3  UNL     1      -1.393  -2.488  -0.047  1.00  0.00           O  
HETATM   15  C12 UNL     1      -0.290  -1.895  -0.424  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.842  -2.335  -1.085  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.879  -1.477  -1.361  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.067  -1.992  -2.070  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.186  -1.264  -2.416  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.064  -2.105  -3.062  1.00  0.00           C  
HETATM   21  C18 UNL     1       6.322  -1.981  -3.635  1.00  0.00           C  
HETATM   22  C19 UNL     1       6.953  -3.061  -4.225  1.00  0.00           C  
HETATM   23  C20 UNL     1       6.327  -4.290  -4.249  1.00  0.00           C  
HETATM   24  O4  UNL     1       6.930  -5.406  -4.835  1.00  0.00           O  
HETATM   25  C21 UNL     1       5.078  -4.413  -3.680  1.00  0.00           C  
HETATM   26  C22 UNL     1       4.440  -3.333  -3.086  1.00  0.00           C  
HETATM   27  O5  UNL     1       3.263  -3.201  -2.485  1.00  0.00           O  
HETATM   28  C23 UNL     1       1.836  -0.148  -0.993  1.00  0.00           C  
HETATM   29  C24 UNL     1       0.710   0.298  -0.333  1.00  0.00           C  
HETATM   30  O6  UNL     1       0.658   1.627   0.038  1.00  0.00           O  
HETATM   31  C25 UNL     1       0.372   2.574  -0.948  1.00  0.00           C  
HETATM   32  O7  UNL     1       0.172   2.216  -2.135  1.00  0.00           O  
HETATM   33  C26 UNL     1       0.298   3.992  -0.640  1.00  0.00           C  
HETATM   34  C27 UNL     1       0.513   4.406   0.656  1.00  0.00           C  
HETATM   35  C28 UNL     1       0.435   5.757   0.926  1.00  0.00           C  
HETATM   36  C29 UNL     1       0.152   6.675  -0.063  1.00  0.00           C  
HETATM   37  O8  UNL     1       0.083   8.026   0.253  1.00  0.00           O  
HETATM   38  C30 UNL     1      -0.066   6.256  -1.374  1.00  0.00           C  
HETATM   39  C31 UNL     1       0.015   4.904  -1.627  1.00  0.00           C  
HETATM   40  O9  UNL     1      -0.198   4.465  -2.926  1.00  0.00           O  
HETATM   41  C32 UNL     1      -0.329  -0.560  -0.056  1.00  0.00           C  
HETATM   42  C33 UNL     1      -1.571  -0.429   0.580  1.00  0.00           C  
HETATM   43  C34 UNL     1      -2.236   0.688   1.218  1.00  0.00           C  
HETATM   44  O10 UNL     1      -1.523   1.707   1.458  1.00  0.00           O  
HETATM   45  H1  UNL     1      -5.312   1.913   1.900  1.00  0.00           H  
HETATM   46  H2  UNL     1      -4.672   1.892   0.204  1.00  0.00           H  
HETATM   47  H3  UNL     1      -3.711   2.746   1.525  1.00  0.00           H  
HETATM   48  H4  UNL     1      -4.180  -0.329  -0.269  1.00  0.00           H  
HETATM   49  H5  UNL     1      -5.380  -0.636   1.089  1.00  0.00           H  
HETATM   50  H6  UNL     1      -4.147  -2.601   0.686  1.00  0.00           H  
HETATM   51  H7  UNL     1      -3.246  -4.037   2.523  1.00  0.00           H  
HETATM   52  H8  UNL     1      -3.136  -4.421   4.926  1.00  0.00           H  
HETATM   53  H9  UNL     1      -4.096  -2.780   7.378  1.00  0.00           H  
HETATM   54  H10 UNL     1      -3.670  -0.228   5.548  1.00  0.00           H  
HETATM   55  H11 UNL     1       0.863  -3.388  -1.371  1.00  0.00           H  
HETATM   56  H12 UNL     1       4.367  -0.214  -2.225  1.00  0.00           H  
HETATM   57  H13 UNL     1       6.772  -1.013  -3.595  1.00  0.00           H  
HETATM   58  H14 UNL     1       7.938  -2.955  -4.671  1.00  0.00           H  
HETATM   59  H15 UNL     1       7.525  -6.018  -4.263  1.00  0.00           H  
HETATM   60  H16 UNL     1       4.555  -5.364  -3.680  1.00  0.00           H  
HETATM   61  H17 UNL     1       2.688   0.463  -1.244  1.00  0.00           H  
HETATM   62  H18 UNL     1       0.736   3.708   1.445  1.00  0.00           H  
HETATM   63  H19 UNL     1       0.611   6.049   1.961  1.00  0.00           H  
HETATM   64  H20 UNL     1       0.241   8.333   1.202  1.00  0.00           H  
HETATM   65  H21 UNL     1      -0.287   7.000  -2.128  1.00  0.00           H  
HETATM   66  H22 UNL     1      -0.406   5.092  -3.676  1.00  0.00           H  
CONECT    1    2   45   46   47
CONECT    2    3   12   43
CONECT    3    4   48   49
CONECT    4    5   13   50
CONECT    5    6    6   11
CONECT    6    7   51
CONECT    7    8    8   52
CONECT    8    9   10
CONECT    9   53
CONECT   10   11   11   54
CONECT   11   12
CONECT   13   14   42   42
CONECT   14   15
CONECT   15   16   16   41
CONECT   16   17   55
CONECT   17   18   28   28
CONECT   18   19   19   27
CONECT   19   20   56
CONECT   20   21   21   26
CONECT   21   22   57
CONECT   22   23   23   58
CONECT   23   24   25
CONECT   24   59
CONECT   25   26   26   60
CONECT   26   27
CONECT   28   29   61
CONECT   29   30   41   41
CONECT   30   31
CONECT   31   32   32   33
CONECT   33   34   34   39
CONECT   34   35   62
CONECT   35   36   36   63
CONECT   36   37   38
CONECT   37   64
CONECT   38   39   39   65
CONECT   39   40
CONECT   40   66
CONECT   41   42
CONECT   42   43
CONECT   43   44   44
END

HMDB0033261
     RDKit          3D
Mulberrofuran M
 66 73  0  0  0  0  0  0  0  0999 V2000
   -4.3873    1.9228    1.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6576    0.6261    1.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3278   -0.4947    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5721   -1.7799    1.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173   -1.9455    2.6448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3372   -3.2171    3.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791   -3.4011    4.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3978   -2.3338    5.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3322   -2.5743    6.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.0752    4.8856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6351   -0.8856    3.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8162    0.3978    2.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -1.6702    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3932   -2.4883   -0.0467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899   -1.8945   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424   -2.3347   -1.0855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8791   -1.4766   -1.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0665   -1.9917   -2.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -1.2643   -2.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0637   -2.1051   -3.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3222   -1.9813   -3.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9529   -3.0607   -4.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267   -4.2899   -4.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9297   -5.4056   -4.8348 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0781   -4.4128   -3.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396   -3.3325   -3.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2629   -3.2012   -2.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.1479   -0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7097    0.2976   -0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6578    1.6270    0.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723    2.5740   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716    2.2161   -2.1345 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976    3.9925   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    4.4065    0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4355    5.7570    0.9260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1518    6.6751   -0.0631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    8.0256    0.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0659    6.2565   -1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    4.9040   -1.6272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1981    4.4650   -2.9258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3290   -0.5595   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5710   -0.4286    0.5798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364    0.6882    1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    1.7070    1.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3118    1.9134    1.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    1.8921    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7113    2.7461    1.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.3295   -0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3798   -0.6361    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1471   -2.6014    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2463   -4.0366    2.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1363   -4.4210    4.9259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956   -2.7797    7.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6701   -0.2276    5.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8631   -3.3882   -1.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667   -0.2136   -2.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7722   -1.0128   -3.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9380   -2.9547   -4.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5253   -6.0180   -4.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5552   -5.3640   -3.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6878    0.4627   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7358    3.7078    1.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6109    6.0494    1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2406    8.3332    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2866    7.0002   -2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4059    5.0923   -3.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 17 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 29 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 12  2  1  0
 42 13  2  0
 43  2  1  0
 11  5  1  0
 41 15  1  0
 27 18  1  0
 39 33  1  0
 26 20  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  6 51  1  0
  7 52  1  0
  9 53  1  0
 10 54  1  0
 16 55  1  0
 19 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 25 60  1  0
 28 61  1  0
 34 62  1  0
 35 63  1  0
 37 64  1  0
 38 65  1  0
 40 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-p-Chlorphenylalanine	HMDB
3-(4-Chlorophenyl)-DL-alanine	HMDB
3-(p-Chlorophenyl)-alanine	HMDB
3-(p-Chlorophenyl)-DL-alanine	HMDB
4-Chloro-3-phenyl-L-alanine	HMDB
4-Chloro-3-phenylalanine	HMDB
4-Chloro-DL-phenylalanine	HMDB
4-Chloro-phenylalanine	HMDB
4-Chlorophenylalanine	HMDB
C-Pal	HMDB
C9H10ClNO2	HMDB
CPD W/O isomeric designation	HMDB
DL-3-(4-Chlorophenyl)alanine	HMDB
DL-3-(p-Chlorophenyl)alanine	HMDB
DL-p-Chlorophenylalanine	HMDB
DL-Pcpa	HMDB
Fenchlonine	HMDB
Fenclonin	HMDB
Fenclonina	HMDB
Fenclonine	HMDB
Fencloninum	HMDB
L-p-Chlorophenylalanine	HMDB
p-Chloro-DL-phenylalanine	HMDB
p-Chlorophenylalanine	HMDB
p-Clorophenylalanine	HMDB
Para-chlorophenylalanine	HMDB
PCP	HMDB
PCPA	HMDB
16-Hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl 2,4-dihydroxybenzoic acid	Generator

Chemical Formula

C₃₄H₂₂O₁₀

Average Molecular Weight

590.5325

Monoisotopic Molecular Weight

590.121296924

IUPAC Name

16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate

Traditional Name

16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14,16,18-heptaen-8-yl 2,4-dihydroxybenzoate

CAS Registry Number

101365-03-1

SMILES

CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=CC=C(O)C=C1O2

InChI Identifier

InChI=1S/C34H22O10/c1-34-14-22(20-6-4-19(37)13-26(20)44-34)31-30(32(34)39)29-27(42-31)9-16(24-8-15-2-3-18(36)12-25(15)41-24)10-28(29)43-33(40)21-7-5-17(35)11-23(21)38/h2-13,22,35-38H,14H2,1H3

InChI Key

UCGIUWUATGREEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzopyran
Chromane
Salicylic acid or derivatives
1-benzopyran
Benzoate ester
Benzofuran
Benzoic acid or derivatives
Aryl alkyl ketone
Aryl ketone
Resorcinol
Benzoyl
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Furan
Vinylogous acid
Carboxylic acid ester
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033261)

Cellular substructure

Membrane (HMDB: HMDB0033261)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033261)

Source

Exogenous

Food

Food (HMDB: HMDB0033261)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0033261)

Not Available

Nutrient (HMDB: HMDB0033261)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	5.25	ALOGPS
logP	6.45	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	8.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	155.75 m³·mol⁻¹	ChemAxon
Polarizability	60.55 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	236.923	31661259
DarkChem	[M-H]-	228.606	31661259
DeepCCS	[M-2H]-	273.975	30932474
DeepCCS	[M+Na]+	248.229	30932474
AllCCS	[M+H]+	241.9	32859911
AllCCS	[M+H-H2O]+	240.3	32859911
AllCCS	[M+NH4]+	243.4	32859911
AllCCS	[M+Na]+	243.8	32859911
AllCCS	[M-H]-	219.9	32859911
AllCCS	[M+Na-2H]-	220.7	32859911
AllCCS	[M+HCOO]-	221.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mulberrofuran M	CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=CC=C(O)C=C1O2	6852.4	Standard polar	33892256
Mulberrofuran M	CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=CC=C(O)C=C1O2	4682.6	Standard non polar	33892256
Mulberrofuran M	CC12CC(C3=C(C4=C(O3)C=C(C=C4OC(=O)C3=C(O)C=C(O)C=C3)C3=CC4=C(O3)C=C(O)C=C4)C1=O)C1=CC=C(O)C=C1O2	5902.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mulberrofuran M,1TMS,isomer #1	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5735.8	Semi standard non polar	33892256
Mulberrofuran M,1TMS,isomer #2	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5810.3	Semi standard non polar	33892256
Mulberrofuran M,1TMS,isomer #3	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5797.0	Semi standard non polar	33892256
Mulberrofuran M,1TMS,isomer #4	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5766.2	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #1	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5637.2	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #2	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5652.0	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #3	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5671.6	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #4	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5666.1	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #5	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5673.9	Semi standard non polar	33892256
Mulberrofuran M,2TMS,isomer #6	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5627.0	Semi standard non polar	33892256
Mulberrofuran M,3TMS,isomer #1	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5462.2	Semi standard non polar	33892256
Mulberrofuran M,3TMS,isomer #2	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5500.8	Semi standard non polar	33892256
Mulberrofuran M,3TMS,isomer #3	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5517.6	Semi standard non polar	33892256
Mulberrofuran M,3TMS,isomer #4	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5564.1	Semi standard non polar	33892256
Mulberrofuran M,4TMS,isomer #1	CC12CC(C3=CC=C(O[Si](C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O[Si](C)(C)C)C=C(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)C=C2O1	5449.5	Semi standard non polar	33892256
Mulberrofuran M,1TBDMS,isomer #1	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5968.2	Semi standard non polar	33892256
Mulberrofuran M,1TBDMS,isomer #2	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	6006.7	Semi standard non polar	33892256
Mulberrofuran M,1TBDMS,isomer #3	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O1	5976.4	Semi standard non polar	33892256
Mulberrofuran M,1TBDMS,isomer #4	CC12CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	5965.6	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #1	CC12CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	6032.5	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #2	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O[Si](C)(C)C(C)(C)C)C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O1	6045.3	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #3	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O[Si](C)(C)C(C)(C)C)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	6067.9	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #4	CC12CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O)C=C4O3)C=C2O1	6069.7	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #5	CC12CC(C3=CC=C(O)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O1	6072.8	Semi standard non polar	33892256
Mulberrofuran M,2TBDMS,isomer #6	CC12CC(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O1)C1=C(C2=O)C2=C(OC(=O)C3=CC=C(O)C=C3O)C=C(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2O1	6020.9	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 - Mulberrofuran M GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3900100000-9894677e49dfb568cab1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (1 TMS) - 70eV, Positive	splash10-0a5i-2920101000-5eb4b047170253018d74	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS ("Mulberrofuran M,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mulberrofuran M GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	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 - Mulberrofuran M 10V, Positive-QTOF	splash10-000f-0300590000-8580d2a4b7c6f93b0926	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 20V, Positive-QTOF	splash10-000i-0900640000-8e39b68c042e89dfd476	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 40V, Positive-QTOF	splash10-000i-5911000000-c94fb36f51945d5b0863	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 10V, Negative-QTOF	splash10-000i-0200290000-ffa779ab7e883ec1b3da	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 20V, Negative-QTOF	splash10-0k9i-0900370000-32e50ea4063b30bda02a	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 40V, Negative-QTOF	splash10-0a4i-3910200000-001e11f4d6a019e94905	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 10V, Negative-QTOF	splash10-000i-0000090000-d7017357807693dabb4c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 20V, Negative-QTOF	splash10-002r-0200590000-1ce3bafc8f03c702212a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 40V, Negative-QTOF	splash10-0fxx-4200590000-1622df79536f4c496306	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 10V, Positive-QTOF	splash10-0006-0200090000-98609a43b3eaca51bbb5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 20V, Positive-QTOF	splash10-0536-0400790000-197de3ce36605caf5026	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mulberrofuran M 40V, Positive-QTOF	splash10-000i-2300960000-1eb5612df7f45a9c1629	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

FDB011284

KNApSAcK ID

Not Available

Chemspider ID

10218753

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21594897

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Cheetham SC, Heal DJ: Evidence that RU 24969-induced locomotor activity in C57/B1/6 mice is specifically mediated by the 5-HT1B receptor. Br J Pharmacol. 1993 Dec;110(4):1621-9. [PubMed:8306109 ]
Melnikova VI, Ugrumov MV, Proshlyakova EV, Calas A, Thibault J: Tyrosine hydroxylase expression in differentiating neurons of the rat arcuate nucleus: stimulatory influence of serotonin afferents. Neural Plast. 2001;8(4):271-84. [PubMed:12018774 ]
Izquierdo A, Carlos K, Ostrander S, Rodriguez D, McCall-Craddolph A, Yagnik G, Zhou F: Impaired reward learning and intact motivation after serotonin depletion in rats. Behav Brain Res. 2012 Aug 1;233(2):494-9. doi: 10.1016/j.bbr.2012.05.032. Epub 2012 May 28. [PubMed:22652392 ]
(). 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

Mulberrofuran M → 6-{[8-(2,4-dihydroxybenzoyloxy)-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-16-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mulberrofuran M → 6-({2-[8-(2,4-dihydroxybenzoyloxy)-16-hydroxy-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-6-yl]-1-benzofuran-6-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Mulberrofuran M → 3,4,5-trihydroxy-6-[3-hydroxy-4-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid	details
Mulberrofuran M → 3,4,5-trihydroxy-6-[5-hydroxy-2-({[16-hydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-11-oxo-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4(9),5,7,14(19),15,17-heptaen-8-yl]oxy}carbonyl)phenoxy]oxane-2-carboxylic acid	details

Enzyme Details

2. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

Mulberrofuran M → 8,16-dihydroxy-6-(6-hydroxy-1-benzofuran-2-yl)-12-methyl-3,13-dioxapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]icosa-2(10),4,6,8,14(19),15,17-heptaen-11-one	details

Showing metabocard for Mulberrofuran M (HMDB0033261)

MOL for HMDB0033261 (Mulberrofuran M)

3D MOL for HMDB0033261 (Mulberrofuran M)

3D SDF for HMDB0033261 (Mulberrofuran M)

3D-SDF for HMDB0033261 (Mulberrofuran M)

PDB for HMDB0033261 (Mulberrofuran M)

3D PDB for HMDB0033261 (Mulberrofuran M)

SMILES for HMDB0033261 (Mulberrofuran M)

INCHI for HMDB0033261 (Mulberrofuran M)

Structure for HMDB0033261 (Mulberrofuran M)

3D Structure for HMDB0033261 (Mulberrofuran M)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions