NP-MRD: Showing NP-Card for Garcinone C (NP0045398)

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Record Information

Version

2.0

Created at

2022-03-17 19:19:17 UTC

Updated at

2022-03-17 19:19:17 UTC

NP-MRD ID

NP0045398

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Garcinone C

Description

Garcinone C belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Garcinone C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Garcinone C has been detected, but not quantified in, fruits and purple mangosteens. Garcinone C is found in Garcina xipshuanbannaensis and Garcinia xipshuanbannaensis. This could make garcinone C a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241210352D          

 30 32  0  0  0  0            999 V2000
    3.2558    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5422   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1123   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1123   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7448   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7448   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882    2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9707    1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  9 10  1  0  0  0  0
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 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 12 13  2  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    6.5741    1.3045    0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3356    2.0583    0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3316    3.1213    1.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2422    1.7681   -0.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1526    0.7169   -1.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1394   -0.3036   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5506   -1.5160   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -1.8399   -0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6144   -2.4644   -0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2638   -2.1951   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4396   -3.1097    0.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590   -2.9338    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0760   -3.7478    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9403   -4.7833    0.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9565   -2.3072   -0.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215   -1.5650   -0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410   -0.3147   -0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7070    0.4997    0.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.8097    0.0195 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6717    2.5357    1.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    2.6954   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5395    1.6428   -0.6754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3528   -1.7057   -0.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4764   -0.7219   -0.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9291    0.3604   -1.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8821   -0.9553   -0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7656    0.0029   -1.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    1.2102   -1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7622    1.2743   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3153    2.3186   -0.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010    0.2012   -1.4939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915    1.2014   -2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2035   -2.7366    0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589   -3.4204    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6722   -2.9705    0.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8091    0.3494   -1.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3519   -0.5954   -1.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3745   -0.0532    1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921    0.7417    0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.7703    2.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4385    3.3317    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7208    2.9546    1.7433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3666    2.6263   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7301    3.7537   -0.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5018    2.3750   -1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8850    0.7377   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6147    1.6655   -1.6550 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 29  2  0
 29 30  1  0
 29 28  1  0
 28 10  2  0
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 16 18  1  0
 18 19  1  0
 19 20  1  0
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 21 22  1  0
 21 23  1  0
 21 24  1  6
 18 25  2  0
 25 26  1  0
 26 27  2  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
 26 28  1  0
 25 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
 30 56  1  0
 13 42  1  0
 15 43  1  0
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 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
  9 41  1  0
  8 40  1  0
M  END


  Mrv0541 02241210352D          

 30 32  0  0  0  0            999 V2000
    3.2558    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2558   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5422   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1123   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1123   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8273   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3987   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3163   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -2.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4597    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7448   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7448   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1733   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8882   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  2  0  0  0  0
 12 13  2  0  0  0  0
 12 20  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 17 28  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 26  1  0  0  0  0
 24 25  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045398

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CCC(C)(C)O)=C3C2=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O7/c1-11(2)5-6-12-14(24)9-17-19(21(12)27)22(28)18-13(7-8-23(3,4)29)20(26)15(25)10-16(18)30-17/h5,9-10,24-27,29H,6-8H2,1-4H3

> <INCHI_KEY>
HLOCLVMUASBDDP-UHFFFAOYSA-N

> <FORMULA>
C23H26O7

> <MOLECULAR_WEIGHT>
414.4483

> <EXACT_MASS>
414.167853186

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
44.470191860000426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,6,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
4.786977728666666

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.8757197970371475

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2318629588783425

> <JCHEM_PKA_STRONGEST_BASIC>
-2.630420670855645

> <JCHEM_POLAR_SURFACE_AREA>
127.45000000000002

> <JCHEM_REFRACTIVITY>
114.21159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,6,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)-2-(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

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       6.077   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.077  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.412  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.745  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.411  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.076  -1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.076  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.411  -3.850   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.744   0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.744  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.590  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.925  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.925   0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.744  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.590  -3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.925  -3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.923   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.591   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.591  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.257  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.257  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.591  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.923  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.923  -1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -7.258  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -7.258  -3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.591   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.923   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.258   3.850   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.412   2.682   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    6    9   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12                                                            
CONECT   14    7   15                                                       
CONECT   15   11   14   16                                                  
CONECT   16   15   21                                                       
CONECT   17   18   28                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   12   19   21                                                  
CONECT   21   16   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   19   23   25                                                  
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   28                                                            
CONECT   28   17   27   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
Garcinone C	MeSH

Chemical Formula

C₂₃H₂₆O₇

Average Mass

414.4483 Da

Monoisotopic Mass

414.16785 Da

IUPAC Name

1,3,6,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1,3,6,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)-2-(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

76996-27-5

SMILES

CC(C)=CCC1=C(O)C2=C(OC3=CC(O)=C(O)C(CCC(C)(C)O)=C3C2=O)C=C1O

InChI Identifier

InChI=1S/C23H26O7/c1-11(2)5-6-12-14(24)9-17-19(21(12)27)22(28)18-13(7-8-23(3,4)29)20(26)15(25)10-16(18)30-17/h5,9-10,24-27,29H,6-8H2,1-4H3

InChI Key

HLOCLVMUASBDDP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcina xipshuanbannaensis	-	KNApSAcK
Garcinia mangostana	FooDB	KNAPSACK
Garcinia xipshuanbannaensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

2-prenylated xanthone
8-prenylated xanthone
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Vinylogous acid
Polyol
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.21	ALOGPS
logP	4.79	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.23	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	127.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.21 m³·mol⁻¹	ChemAxon
Polarizability	44.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029511

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000646

KNApSAcK ID

C00030357

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44159808

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Garcinone C (NP0045398)

MOL for NP0045398 (Garcinone C)

3D MOL for NP0045398 (Garcinone C)

3D SDF for NP0045398 (Garcinone C)

3D-SDF for NP0045398 (Garcinone C)

PDB for NP0045398 (Garcinone C)

3D PDB for NP0045398 (Garcinone C)

SMILES for NP0045398 (Garcinone C)

INCHI for NP0045398 (Garcinone C)

Structure for NP0045398 (Garcinone C)

3D Structure for NP0045398 (Garcinone C)