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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:30:50 UTC

Update Date

2022-03-07 02:52:11 UTC

HMDB ID

HMDB0029509

Secondary Accession Numbers

HMDB29509

Metabolite Identification

Common Name

Garcinone A

Description

Garcinone A belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-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. Based on a literature review very few articles have been published on Garcinone A.

Structure

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


  Mrv0541 02241218572D          

 28 30  0  0  0  0            999 V2000
    3.2091    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    2.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288   -0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288   -1.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101   -2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -1.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -0.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    1.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -0.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684   -3.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 24  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  6 27  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  2  0  0  0  0
  8  9  1  0  0  0  0
  8 26  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 28  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
M  END

HMDB0029509
     RDKit          3D
Garcinone A
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.7607   -1.4669   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -1.3657   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5410   -0.7706    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -1.8036   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509   -1.7541    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -0.9876    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5644   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -2.8882   -0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -0.7993   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567   -1.4474   -1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3946   -2.3281   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6932   -2.2031   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -1.1188   -1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -3.1371    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778    0.5143   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    1.2310   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544    2.4875   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    3.2264   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093    4.5489   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    5.2450   -0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    5.2000    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936    4.4677    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    3.1412    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594    2.3995    0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492    2.9074    1.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2963    1.0754    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.3330    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.9975    1.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286   -2.4218   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4047   -0.5894   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0986   -1.5667   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.7826    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.2997    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.2803    2.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.2325   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.2202    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -2.8055    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.4352   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -2.0706   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -0.6517   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -3.1303   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.2625   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -0.1075   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339   -1.1839   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -3.4179    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7213   -4.0262   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163   -2.6099    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7069    2.7282   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1523    5.7345   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    6.2398    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.9368    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    0.7158    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27  6  1  0
 26 15  1  0
 23 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 28 52  1  0
M  END


  Mrv0541 02241218572D          

 28 30  0  0  0  0            999 V2000
    3.2091    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    2.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288   -0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288   -1.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101   -2.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -1.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694   -0.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3288    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0694    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8101    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    1.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    1.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5508    1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8101   -0.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4684   -3.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 24  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 22  1  0  0  0  0
  6  7  1  0  0  0  0
  6 27  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  2  0  0  0  0
  8  9  1  0  0  0  0
  8 26  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 28  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029509

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C(O)C2=C(OC3=C(C=CC(O)=C3)C2=O)C(CC=C(C)C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O5/c1-12(2)5-8-16-20(25)17(9-6-13(3)4)23-19(22(16)27)21(26)15-10-7-14(24)11-18(15)28-23/h5-7,10-11,24-25,27H,8-9H2,1-4H3

> <INCHI_KEY>
HHHZYUKPVCUMDR-UHFFFAOYSA-N

> <FORMULA>
C23H24O5

> <MOLECULAR_WEIGHT>
380.4337

> <EXACT_MASS>
380.162373878

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.9911834178356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,6-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
6.156078254000002

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.667079750918255

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.035179405855007

> <JCHEM_PKA_STRONGEST_BASIC>
-4.233501842724025

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
111.24459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3,6-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)xanthen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029509
     RDKit          3D
Garcinone A
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.7607   -1.4669   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -1.3657   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5410   -0.7706    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -1.8036   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509   -1.7541    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -0.9876    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5644   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -2.8882   -0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -0.7993   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567   -1.4474   -1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3946   -2.3281   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6932   -2.2031   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -1.1188   -1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -3.1371    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778    0.5143   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    1.2310   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544    2.4875   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    3.2264   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093    4.5489   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    5.2450   -0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    5.2000    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936    4.4677    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    3.1412    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594    2.3995    0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492    2.9074    1.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2963    1.0754    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.3330    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.9975    1.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286   -2.4218   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4047   -0.5894   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0986   -1.5667   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.7826    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.2997    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.2803    2.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.2325   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.2202    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -2.8055    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.4352   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -2.0706   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -0.6517   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -3.1303   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.2625   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -0.1075   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339   -1.1839   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -3.4179    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7213   -4.0262   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163   -2.6099    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7069    2.7282   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1523    5.7345   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    6.2398    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.9368    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    0.7158    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27  6  1  0
 26 15  1  0
 23 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 28 52  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       5.990   3.456   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.608   4.224   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.379   3.456   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.379   1.919   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.996   1.151   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.996  -0.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.614  -1.151   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.614  -2.688   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.614  -3.456   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.614  -4.992   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.996  -5.760   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.379  -4.992   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.379  -3.456   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.996  -2.688   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.996  -1.151   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.614  -0.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.614   1.151   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.996   1.919   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.379   1.151   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.608   1.919   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.990   1.151   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.614   1.919   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.614   3.456   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.608   5.760   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.761   3.456   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.996  -3.456   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.379  -1.151   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -4.608  -5.760   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14    9   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16    7   15   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20                                                            
CONECT   22    5   17   23                                                  
CONECT   23   22                                                            
CONECT   24    2                                                            
CONECT   25   20                                                            
CONECT   26    8                                                            
CONECT   27    6                                                            
CONECT   28   12                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0029509
HETATM    1  C1  UNL     1       5.761  -1.467  -1.303  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.918  -1.366  -0.067  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.541  -0.771   1.129  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.674  -1.804  -0.066  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.751  -1.754   1.094  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.536  -0.988   0.644  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.577  -1.564  -0.136  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.684  -2.888  -0.517  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.527  -0.799  -0.548  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.557  -1.447  -1.395  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.395  -2.328  -0.542  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.693  -2.203  -0.376  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.443  -1.119  -1.066  1.00  0.00           C  
HETATM   14  C13 UNL     1      -4.437  -3.137   0.499  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.678   0.514  -0.193  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.725   1.231  -0.588  1.00  0.00           O  
HETATM   17  C15 UNL     1      -1.854   2.487  -0.240  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.966   3.226  -0.667  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.109   4.549  -0.305  1.00  0.00           C  
HETATM   20  O3  UNL     1      -4.224   5.245  -0.749  1.00  0.00           O  
HETATM   21  C18 UNL     1      -2.199   5.200   0.471  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.094   4.468   0.896  1.00  0.00           C  
HETATM   23  C20 UNL     1      -0.929   3.141   0.546  1.00  0.00           C  
HETATM   24  C21 UNL     1       0.159   2.399   0.958  1.00  0.00           C  
HETATM   25  O4  UNL     1       1.049   2.907   1.673  1.00  0.00           O  
HETATM   26  C22 UNL     1       0.296   1.075   0.591  1.00  0.00           C  
HETATM   27  C23 UNL     1       1.408   0.333   1.016  1.00  0.00           C  
HETATM   28  O5  UNL     1       2.324   0.998   1.802  1.00  0.00           O  
HETATM   29  H1  UNL     1       6.329  -2.422  -1.227  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.405  -0.589  -1.360  1.00  0.00           H  
HETATM   31  H3  UNL     1       5.099  -1.567  -2.175  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.662  -0.783   1.048  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.260   0.300   1.205  1.00  0.00           H  
HETATM   34  H6  UNL     1       5.238  -1.280   2.079  1.00  0.00           H  
HETATM   35  H7  UNL     1       3.300  -2.232  -1.000  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.234  -1.220   1.909  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.495  -2.805   1.368  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.459  -3.435  -0.211  1.00  0.00           H  
HETATM   39  H11 UNL     1      -1.091  -2.071  -2.198  1.00  0.00           H  
HETATM   40  H12 UNL     1      -2.184  -0.652  -1.891  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.856  -3.130  -0.028  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.374  -1.263  -2.175  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.115  -0.107  -0.768  1.00  0.00           H  
HETATM   44  H16 UNL     1      -5.534  -1.184  -0.838  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.743  -3.418   1.330  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.721  -4.026  -0.101  1.00  0.00           H  
HETATM   47  H19 UNL     1      -5.316  -2.610   0.935  1.00  0.00           H  
HETATM   48  H20 UNL     1      -3.707   2.728  -1.289  1.00  0.00           H  
HETATM   49  H21 UNL     1      -4.152   5.735  -1.639  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.351   6.240   0.732  1.00  0.00           H  
HETATM   51  H23 UNL     1      -0.339   4.937   1.516  1.00  0.00           H  
HETATM   52  H24 UNL     1       3.155   0.716   2.217  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    8   38
CONECT    9   10   15   15
CONECT   10   11   39   40
CONECT   11   12   12   41
CONECT   12   13   14
CONECT   13   42   43   44
CONECT   14   45   46   47
CONECT   15   16   26
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   48
CONECT   19   20   21   21
CONECT   20   49
CONECT   21   22   50
CONECT   22   23   23   51
CONECT   23   24
CONECT   24   25   25   26
CONECT   26   27   27
CONECT   27   28
CONECT   28   52
END

HMDB0029509
     RDKit          3D
Garcinone A
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.7607   -1.4669   -1.3029 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182   -1.3657   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5410   -0.7706    1.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -1.8036   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509   -1.7541    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -0.9876    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5644   -0.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6837   -2.8882   -0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5268   -0.7993   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5567   -1.4474   -1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3946   -2.3281   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6932   -2.2031   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4433   -1.1188   -1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4373   -3.1371    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6778    0.5143   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7246    1.2310   -0.5882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544    2.4875   -0.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9657    3.2264   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093    4.5489   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2237    5.2450   -0.7487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    5.2000    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0936    4.4677    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    3.1412    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594    2.3995    0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0492    2.9074    1.6728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2963    1.0754    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077    0.3330    1.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237    0.9975    1.8016 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286   -2.4218   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4047   -0.5894   -1.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0986   -1.5667   -2.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.7826    1.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.2997    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2382   -1.2803    2.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -2.2325   -1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2344   -1.2202    1.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -2.8055    1.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4588   -3.4352   -0.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -2.0706   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1840   -0.6517   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565   -3.1303   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3736   -1.2625   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1148   -0.1075   -0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339   -1.1839   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -3.4179    1.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7213   -4.0262   -0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163   -2.6099    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7069    2.7282   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1523    5.7345   -1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3506    6.2398    0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    4.9368    1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548    0.7158    2.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27  6  1  0
 26 15  1  0
 23 17  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  8 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 14 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 28 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₂₄O₅

Average Molecular Weight

380.4337

Monoisotopic Molecular Weight

380.162373878

IUPAC Name

1,3,6-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

1,3,6-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)xanthen-9-one

CAS Registry Number

76996-29-7

SMILES

CC(C)=CCC1=C(O)C2=C(OC3=C(C=CC(O)=C3)C2=O)C(CC=C(C)C)=C1O

InChI Identifier

InChI=1S/C23H24O5/c1-12(2)5-8-16-20(25)17(9-6-13(3)4)23-19(22(16)27)21(26)15-10-7-14(24)11-18(15)28-23/h5-7,10-11,24-25,27H,8-9H2,1-4H3

InChI Key

HHHZYUKPVCUMDR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-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

4-prenylated xanthones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029509)
Cell membrane (HMDB: HMDB0029509)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029509)

Source

Endogenous

Endogenous (HMDB: HMDB0029509)

Plant

Plant (HMDB: HMDB0029509)

Exogenous

Food

Food (HMDB: HMDB0029509)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029509)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	224 - 225 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00022 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.007 g/L	ALOGPS
logP	4.4	ALOGPS
logP	6.16	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	7.04	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.24 m³·mol⁻¹	ChemAxon
Polarizability	41.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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
DeepCCS	[M+H]+	191.738	30932474
DeepCCS	[M-H]-	189.38	30932474
DeepCCS	[M-2H]-	223.698	30932474
DeepCCS	[M+Na]+	198.824	30932474
AllCCS	[M+H]+	191.6	32859911
AllCCS	[M+H-H2O]+	188.8	32859911
AllCCS	[M+NH4]+	194.3	32859911
AllCCS	[M+Na]+	195.0	32859911
AllCCS	[M-H]-	191.0	32859911
AllCCS	[M+Na-2H]-	190.4	32859911
AllCCS	[M+HCOO]-	189.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Garcinone A	CC(C)=CCC1=C(O)C2=C(OC3=C(C=CC(O)=C3)C2=O)C(CC=C(C)C)=C1O	4978.7	Standard polar	33892256
Garcinone A	CC(C)=CCC1=C(O)C2=C(OC3=C(C=CC(O)=C3)C2=O)C(CC=C(C)C)=C1O	3369.4	Standard non polar	33892256
Garcinone A	CC(C)=CCC1=C(O)C2=C(OC3=C(C=CC(O)=C3)C2=O)C(CC=C(C)C)=C1O	3410.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Garcinone A,1TMS,isomer #1	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O[Si](C)(C)C	3319.2	Semi standard non polar	33892256
Garcinone A,1TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C)=CC=C3C(=O)C2=C1O	3392.0	Semi standard non polar	33892256
Garcinone A,1TMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O	3302.2	Semi standard non polar	33892256
Garcinone A,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O[Si](C)(C)C	3243.8	Semi standard non polar	33892256
Garcinone A,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C)=CC=C3C(=O)C2=C1O[Si](C)(C)C	3287.4	Semi standard non polar	33892256
Garcinone A,2TMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C)=CC=C3C(=O)C2=C1O	3262.5	Semi standard non polar	33892256
Garcinone A,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C)=CC=C3C(=O)C2=C1O[Si](C)(C)C	3251.4	Semi standard non polar	33892256
Garcinone A,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3548.7	Semi standard non polar	33892256
Garcinone A,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C(=O)C2=C1O	3604.5	Semi standard non polar	33892256
Garcinone A,1TBDMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O	3536.3	Semi standard non polar	33892256
Garcinone A,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=CC(O)=CC=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3701.9	Semi standard non polar	33892256
Garcinone A,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3740.2	Semi standard non polar	33892256
Garcinone A,2TBDMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C(=O)C2=C1O	3724.0	Semi standard non polar	33892256
Garcinone A,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3890.5	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 - Garcinone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-014u-1009000000-c1e366d3043ddce6db85	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinone A GC-MS (3 TMS) - 70eV, Positive	splash10-001i-1000190000-605ec0dc08e97b6b8781	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinone A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Garcinone A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 10V, Positive-QTOF	splash10-001i-0009000000-07f7f01b8f9e0a1ef07e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 20V, Positive-QTOF	splash10-00pi-2009000000-3dbeab0f8f9612b5321b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 40V, Positive-QTOF	splash10-066r-8269000000-be1450e048d5c1f0b78f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 10V, Negative-QTOF	splash10-004i-0009000000-c244b4056e8d017f5ff4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 20V, Negative-QTOF	splash10-004i-0009000000-e902369c914b7bb12a22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 40V, Negative-QTOF	splash10-03y3-2849000000-e4d64fe318fdce87afea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 10V, Negative-QTOF	splash10-004i-0009000000-1ff82e7905d1b9261970	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 20V, Negative-QTOF	splash10-004i-0009000000-79046451c1b17bd9d4e3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 40V, Negative-QTOF	splash10-08gu-3359000000-5cf2b6aba8da9c942964	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 10V, Positive-QTOF	splash10-0059-0009000000-037dc8f1af3b12e1190b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 20V, Positive-QTOF	splash10-00or-0039000000-6fa75222ebfc3ff9d5a9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Garcinone A 40V, Positive-QTOF	splash10-066s-3090000000-c41ffb101d76670daed2	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

FDB000644

KNApSAcK ID

C00035277

Chemspider ID

28511367

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70689919

PDB ID

Not Available

ChEBI ID

175006

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1810071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Garcinone A (HMDB0029509)

MOL for HMDB0029509 (Garcinone A)

3D MOL for HMDB0029509 (Garcinone A)

3D SDF for HMDB0029509 (Garcinone A)

3D-SDF for HMDB0029509 (Garcinone A)

PDB for HMDB0029509 (Garcinone A)

3D PDB for HMDB0029509 (Garcinone A)

SMILES for HMDB0029509 (Garcinone A)

INCHI for HMDB0029509 (Garcinone A)

Structure for HMDB0029509 (Garcinone A)

3D Structure for HMDB0029509 (Garcinone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra