Showing metabocard for Rugulotrosin A (MMDBc0003633)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 21:35:16 UTC
Update Date2025-10-07 16:04:45 UTC
Metabolite IDMMDBc0003633
Metabolite Identification
Common NameRugulotrosin A
DescriptionRugulotrosin A is a dimeric tetrahydroxanthone, classified as an atropisomeric natural product. It has garnered attention in synthetic chemistry, with successful asymmetric formal synthesis reported (PMID:32037839 ). The compound exhibits significant potential as a lead in antibiotic, antiviral, and anticancer studies, alongside other notable natural products (PMID:26282828 ). Detailed studies have demonstrated the atropselective syntheses of its enantiomers, highlighting the intricate point-to-axial chirality transfer involved (PMID:25698333 ). A comprehensive seven-step total synthesis has been achieved, confirming the axially chiral nature of rugulotrosin A through X-ray crystal diffraction, which validated its atropisomeric configuration and absolute stereochemistry (PMID:25698333 ). Additionally, comparative analyses between synthetic and crude fungal extracts revealed that nature produces a single atropisomer of this compound (PMID:25698333 ). Isolated from Penicillium sp., rugulotrosin A has shown remarkable antibacterial activity, particularly against Bacillus subtilis and Enterococcus faecalis (PMID:15104517 ). Its relative stereostructure was elucidated through advanced spectroscopic and crystallographic techniques (PMID:15104517 ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fd44b7829f0>


  Mrv1652305142123352D          

 48 53  0  0  1  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.1250    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
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    4.2868    0.8250    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    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
    6.4302    2.0625    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    2.0625    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
    8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    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
    8.9092    4.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -0.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  9  2  0  0  0  0
 12  2  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
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 20 19  1  0  0  0  0
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 24 14  1  0  0  0  0
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 27 23  2  0  0  0  0
 28 22  1  0  0  0  0
 28 24  2  0  0  0  0
 31 17  1  0  0  0  0
 31 23  1  0  0  0  0
 31 29  1  6  0  0  0
 32 18  1  0  0  0  0
 32 24  1  0  0  0  0
 32 30  1  6  0  0  0
 33 13  2  0  0  0  0
 34 14  2  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  6  0  0  0
 37 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
 41 29  2  0  0  0  0
 42 30  2  0  0  0  0
 43  3  1  0  0  0  0
 43 29  1  0  0  0  0
 44  4  1  0  0  0  0
 44 30  1  0  0  0  0
 45 15  1  0  0  0  0
 45 31  1  0  0  0  0
 46 16  1  0  0  0  0
 46 32  1  0  0  0  0
 17 47  1  1  0  0  0
 18 48  1  1  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fd44b7829f0>

Download
3D SDF for #<Metabolite:0x00007fd44b7829f0>

  Mrv1652305142123352D          

 48 53  0  0  1  0            999 V2000
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.1250    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
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    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
    4.2868    0.8250    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
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    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
    6.4302    2.0625    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    2.0625    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
    8.5737    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    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
    8.9092    4.8787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -0.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  9  2  0  0  0  0
 12  2  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  1  0  0  0  0
 20 19  1  0  0  0  0
 21 15  2  0  0  0  0
 22 16  2  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25 19  2  0  0  0  0
 25 21  1  0  0  0  0
 26 20  2  0  0  0  0
 26 22  1  0  0  0  0
 27 21  1  0  0  0  0
 27 23  2  0  0  0  0
 28 22  1  0  0  0  0
 28 24  2  0  0  0  0
 31 17  1  0  0  0  0
 31 23  1  0  0  0  0
 31 29  1  6  0  0  0
 32 18  1  0  0  0  0
 32 24  1  0  0  0  0
 32 30  1  6  0  0  0
 33 13  2  0  0  0  0
 34 14  2  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  6  0  0  0
 37 25  1  0  0  0  0
 38 26  1  0  0  0  0
 39 27  1  0  0  0  0
 40 28  1  0  0  0  0
 41 29  2  0  0  0  0
 42 30  2  0  0  0  0
 43  3  1  0  0  0  0
 43 29  1  0  0  0  0
 44  4  1  0  0  0  0
 44 30  1  0  0  0  0
 45 15  1  0  0  0  0
 45 31  1  0  0  0  0
 46 16  1  0  0  0  0
 46 32  1  0  0  0  0
 17 47  1  1  0  0  0
 18 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003633

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O)CCC(=O)C2=C(O)C3=C(O[C@@]12C(=O)OC)C=C(C)C(=C3O)C1=C(O)C2=C(O[C@]3(C(=O)OC)C(C(=O)CC[C@@]3([H])O)=C2O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,35-40H,5-8H2,1-4H3/t17-,18-,31+,32+/m1/s1

> <INCHI_KEY>
FCBFXINPLHGRFE-OBXOASMOSA-N

> <FORMULA>
C32H30O14

> <MOLECULAR_WEIGHT>
638.578

> <EXACT_MASS>
638.163555646

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
62.897480114635954

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10a,10'a-dimethyl (5R,5'R,10aR,10'aR)-1,1',5,5',9,9'-hexahydroxy-3,3'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H,8H,8'H,10aH,10'aH-[2,2'-bixanthene]-10a,10'a-dicarboxylate

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.4863109306666669

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.646481675397984

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.979273629547457

> <JCHEM_PKA_STRONGEST_BASIC>
-3.404779655717415

> <JCHEM_POLAR_SURFACE_AREA>
226.57999999999996

> <JCHEM_REFRACTIVITY>
157.63940000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10a,10'a-dimethyl (5R,5'R,10aR,10'aR)-1,1',5,5',9,9'-hexahydroxy-3,3'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H-[2,2'-bixanthene]-10a,10'a-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fd44b7829f0>
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PDB for #<Metabolite:0x00007fd44b7829f0>
HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.337   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.672   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338   6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.004   7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.338   2.310   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      17.338   8.470   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.670   2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      16.631   9.107   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.375  -0.637   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      14.670   8.470   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      14.670   6.930   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0      18.672   7.700   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   43                                                            
CONECT    4   44                                                            
CONECT    5    7   13                                                       
CONECT    6    8   14                                                       
CONECT    7    5   17                                                       
CONECT    8    6   18                                                       
CONECT    9   11   15                                                       
CONECT   10   12   16                                                       
CONECT   11    1    9   19                                                  
CONECT   12    2   10   20                                                  
CONECT   13    5   23   33                                                  
CONECT   14    6   24   34                                                  
CONECT   15    9   21   45                                                  
CONECT   16   10   22   46                                                  
CONECT   17    7   31   35   47                                             
CONECT   18    8   32   36   48                                             
CONECT   19   11   20   25                                                  
CONECT   20   12   19   26                                                  
CONECT   21   15   25   27                                                  
CONECT   22   16   26   28                                                  
CONECT   23   13   27   31                                                  
CONECT   24   14   28   32                                                  
CONECT   25   19   21   37                                                  
CONECT   26   20   22   38                                                  
CONECT   27   21   23   39                                                  
CONECT   28   22   24   40                                                  
CONECT   29   31   41   43                                                  
CONECT   30   32   42   44                                                  
CONECT   31   17   23   29   45                                             
CONECT   32   18   24   30   46                                             
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   25                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
CONECT   40   28                                                            
CONECT   41   29                                                            
CONECT   42   30                                                            
CONECT   43    3   29                                                       
CONECT   44    4   30                                                       
CONECT   45   15   31                                                       
CONECT   46   16   32                                                       
CONECT   47   17                                                            
CONECT   48   18                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

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3D PDB for #<Metabolite:0x00007fd44b7829f0>
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SMILES for #<Metabolite:0x00007fd44b7829f0>
[H][C@@]1(O)CCC(=O)C2=C(O)C3=C(O[C@@]12C(=O)OC)C=C(C)C(=C3O)C1=C(O)C2=C(O[C@]3(C(=O)OC)C(C(=O)CC[C@@]3([H])O)=C2O)C=C1C
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INCHI for #<Metabolite:0x00007fd44b7829f0>
InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,35-40H,5-8H2,1-4H3/t17-,18-,31+,32+/m1/s1
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Synonyms
ValueSource
Rugulotrosin bMeSH
Molecular FormulaC32H30O14
Average Mass638.578
Monoisotopic Mass638.163555646
IUPAC Name10a,10'a-dimethyl (5R,5'R,10aR,10'aR)-1,1',5,5',9,9'-hexahydroxy-3,3'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H,8H,8'H,10aH,10'aH-[2,2'-bixanthene]-10a,10'a-dicarboxylate
Traditional Name10a,10'a-dimethyl (5R,5'R,10aR,10'aR)-1,1',5,5',9,9'-hexahydroxy-3,3'-dimethyl-8,8'-dioxo-5H,5'H,6H,6'H,7H,7'H-[2,2'-bixanthene]-10a,10'a-dicarboxylate
CAS Registry NumberNot Available
SMILES
[H][C@@]1(O)CCC(=O)C2=C(O)C3=C(O[C@@]12C(=O)OC)C=C(C)C(=C3O)C1=C(O)C2=C(O[C@]3(C(=O)OC)C(C(=O)CC[C@@]3([H])O)=C2O)C=C1C
InChI Identifier
InChI=1S/C32H30O14/c1-11-9-15-21(27(39)23-13(33)5-7-17(35)31(23,45-15)29(41)43-3)25(37)19(11)20-12(2)10-16-22(26(20)38)28(40)24-14(34)6-8-18(36)32(24,46-16)30(42)44-4/h9-10,17-18,35-40H,5-8H2,1-4H3/t17-,18-,31+,32+/m1/s1
InChI KeyFCBFXINPLHGRFE-OBXOASMOSA-N