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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:30 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030700

Secondary Accession Numbers

HMDB30700

Metabolite Identification

Common Name

Gartanin

Description

Gartanin 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. Gartanin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make gartanin a potential biomarker for the consumption of these foods. Gartanin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Gartanin.

Structure

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


  Mrv1652309272007282D          

 29 31  0  0  0  0            999 V2000
 9998.5941 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.025510000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.736810001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.736810002.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023410002.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.451310002.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0255 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4533 9998.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1678 9998.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8822 9998.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5987 9998.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8822 9997.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4533 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1648 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.164810000.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.590710000.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8763 9999.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8763 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5907 9998.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.165410000.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4509 9999.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4509 9998.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1653 9998.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7392 9999.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7392 9998.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.028310000.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3138 9999.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3138 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0282 9998.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  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
 16 17  1  0  0  0  0
 17 20  2  0  0  0  0
 23 18  2  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 24 26  2  0  0  0  0
 29 25  2  0  0  0  0
 19 28  1  0  0  0  0
 16 27  1  0  0  0  0
 20 15  1  0  0  0  0
 23 14  1  0  0  0  0
 29  7  1  0  0  0  0
 25  8  1  0  0  0  0
 24 13  1  0  0  0  0
 26  2  1  0  0  0  0
  1 19  2  0  0  0  0
M  END

HMDB0030700
     RDKit          3D
Gartanin
 53 55  0  0  0  0  0  0  0  0999 V2000
    4.8750    2.2220   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269    1.4751   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160    0.4599    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420    1.7778    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.0647    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.3617    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    1.0407    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    2.4184    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    0.4402    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2160    1.1747    0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216    1.8992   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    3.1802   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734    3.9347    0.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821    3.8970   -1.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180   -0.9367    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944   -1.4986    0.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.7904    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.3261    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513   -2.5465    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093   -4.6668   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910   -5.4714   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2435   -4.9107    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0917   -5.6737    0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -3.5434    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -3.0156    0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -3.7597    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2691   -1.6555    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -1.0363    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -1.7091    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436    2.0529   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    3.3092   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214    1.9065   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291    0.5244   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    0.5763    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896   -0.5776    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6215    2.5536   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107    0.3226    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.7789    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    2.9718    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    0.4292    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    1.8561    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3608    1.3704   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    4.9588    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    4.0715    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173    3.4584    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    3.4210   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    3.7237   -2.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    4.9746   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6562   -1.5417    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -5.1212   -0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009   -6.5342   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -6.6552    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -2.6361    0.8685 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
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 15  1  0
 24 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  0
 29 53  1  0
M  END


  Mrv1652309272007282D          

 29 31  0  0  0  0            999 V2000
 9998.5941 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.025510000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.736810001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.736810002.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.023410002.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.451310002.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0255 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4533 9998.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1678 9998.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8822 9998.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5987 9998.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8822 9997.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4533 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1648 9997.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.164810000.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.590710000.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8763 9999.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8763 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5907 9998.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.165410000.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4509 9999.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4509 9998.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1653 9998.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7392 9999.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7392 9998.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.028310000.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3138 9999.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3138 9998.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0282 9998.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  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
 16 17  1  0  0  0  0
 17 20  2  0  0  0  0
 23 18  2  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 24 26  2  0  0  0  0
 29 25  2  0  0  0  0
 19 28  1  0  0  0  0
 16 27  1  0  0  0  0
 20 15  1  0  0  0  0
 23 14  1  0  0  0  0
 29  7  1  0  0  0  0
 25  8  1  0  0  0  0
 24 13  1  0  0  0  0
 26  2  1  0  0  0  0
  1 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030700

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3

> <INCHI_KEY>
OJXQLGQIDIPMTE-UHFFFAOYSA-N

> <FORMULA>
C23H24O6

> <MOLECULAR_WEIGHT>
396.4331

> <EXACT_MASS>
396.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.05913597710353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
6.5025129323333335

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.230439067177748

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.120070432144308

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8228020453034666

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
113.22549999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gartanin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030700
     RDKit          3D
Gartanin
 53 55  0  0  0  0  0  0  0  0999 V2000
    4.8750    2.2220   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269    1.4751   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160    0.4599    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420    1.7778    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.0647    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.3617    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    1.0407    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    2.4184    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    0.4402    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2160    1.1747    0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216    1.8992   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    3.1802   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734    3.9347    0.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821    3.8970   -1.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180   -0.9367    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944   -1.4986    0.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.7904    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.3261    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513   -2.5465    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093   -4.6668   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910   -5.4714   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2435   -4.9107    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0917   -5.6737    0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -3.5434    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -3.0156    0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -3.7597    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2691   -1.6555    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -1.0363    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -1.7091    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436    2.0529   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    3.3092   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214    1.9065   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291    0.5244   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    0.5763    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896   -0.5776    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6215    2.5536   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107    0.3226    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.7789    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    2.9718    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    0.4292    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    1.8561    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3608    1.3704   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    4.9588    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    4.0715    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173    3.4584    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    3.4210   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    3.7237   -2.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    4.9746   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6562   -1.5417    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -5.1212   -0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009   -6.5342   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -6.6552    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -2.6361    0.8685 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
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 15  1  0
 24 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  0
 29 53  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8664.0428662.046   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8666.7148668.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8668.0428668.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8668.0428670.517   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.7108671.287   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.3768671.287   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8666.7148662.046   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8669.3798663.586   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8670.7138664.359   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8672.0478663.586   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8673.3848664.359   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8672.0478662.046   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8669.3798666.666   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8661.3748662.046   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8661.3748668.207   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8664.0368666.668   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8662.7028665.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.7028664.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0368663.588   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8661.3758666.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8660.0428665.897   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8660.0428664.358   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8661.3758663.588   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.0478665.898   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.0478664.358   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8666.7198666.667   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8665.3868665.898   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8665.3868664.358   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8666.7198663.588   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2    3   26                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7   29                                                            
CONECT    8    9   25                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   24                                                            
CONECT   14   23                                                            
CONECT   15   20                                                            
CONECT   16   17   27                                                       
CONECT   17   18   16   20                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   28    1                                                  
CONECT   20   21   17   15                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   14                                                  
CONECT   24   25   26   13                                                  
CONECT   25   24   29    8                                                  
CONECT   26   27   24    2                                                  
CONECT   27   26   28   16                                                  
CONECT   28   27   29   19                                                  
CONECT   29   28   25    7                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0030700
HETATM    1  C1  UNL     1       4.875   2.222  -1.602  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.427   1.475  -0.372  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.316   0.460   0.223  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.242   1.778   0.121  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.771   1.065   1.325  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.487   0.362   1.104  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.294   1.041   1.065  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.293   2.418   1.245  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.916   0.440   0.857  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.216   1.175   0.809  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.422   1.899  -0.453  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.679   3.180  -0.450  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.773   3.935   0.814  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.882   3.897  -1.730  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.918  -0.937   0.678  1.00  0.00           C  
HETATM   16  O2  UNL     1      -2.094  -1.499   0.479  1.00  0.00           O  
HETATM   17  C15 UNL     1      -2.249  -2.790   0.294  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.507  -3.326   0.089  1.00  0.00           C  
HETATM   19  O3  UNL     1      -4.651  -2.547   0.069  1.00  0.00           O  
HETATM   20  C17 UNL     1      -3.609  -4.667  -0.097  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.491  -5.471  -0.082  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.243  -4.911   0.125  1.00  0.00           C  
HETATM   23  O4  UNL     1      -0.092  -5.674   0.149  1.00  0.00           O  
HETATM   24  C20 UNL     1      -1.107  -3.543   0.318  1.00  0.00           C  
HETATM   25  C21 UNL     1       0.167  -3.016   0.524  1.00  0.00           C  
HETATM   26  O5  UNL     1       1.173  -3.760   0.535  1.00  0.00           O  
HETATM   27  C22 UNL     1       0.269  -1.656   0.712  1.00  0.00           C  
HETATM   28  C23 UNL     1       1.499  -1.036   0.924  1.00  0.00           C  
HETATM   29  O6  UNL     1       2.687  -1.709   0.964  1.00  0.00           O  
HETATM   30  H1  UNL     1       5.944   2.053  -1.783  1.00  0.00           H  
HETATM   31  H2  UNL     1       4.736   3.309  -1.387  1.00  0.00           H  
HETATM   32  H3  UNL     1       4.221   1.907  -2.424  1.00  0.00           H  
HETATM   33  H4  UNL     1       6.329   0.524  -0.273  1.00  0.00           H  
HETATM   34  H5  UNL     1       5.484   0.576   1.313  1.00  0.00           H  
HETATM   35  H6  UNL     1       4.990  -0.578   0.037  1.00  0.00           H  
HETATM   36  H7  UNL     1       2.621   2.554  -0.370  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.511   0.323   1.656  1.00  0.00           H  
HETATM   38  H9  UNL     1       2.602   1.779   2.179  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.097   2.972   1.410  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.051   0.429   0.961  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.300   1.856   1.680  1.00  0.00           H  
HETATM   42  H13 UNL     1      -2.361   1.370  -1.414  1.00  0.00           H  
HETATM   43  H14 UNL     1      -3.200   4.959   0.660  1.00  0.00           H  
HETATM   44  H15 UNL     1      -1.846   4.072   1.364  1.00  0.00           H  
HETATM   45  H16 UNL     1      -3.517   3.458   1.524  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.783   3.421  -2.215  1.00  0.00           H  
HETATM   47  H18 UNL     1      -1.998   3.724  -2.403  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.027   4.975  -1.619  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.656  -1.542   0.200  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.589  -5.121  -0.261  1.00  0.00           H  
HETATM   51  H22 UNL     1      -2.601  -6.534  -0.233  1.00  0.00           H  
HETATM   52  H23 UNL     1      -0.176  -6.655   0.012  1.00  0.00           H  
HETATM   53  H24 UNL     1       2.921  -2.636   0.869  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    4    4
CONECT    3   33   34   35
CONECT    4    5   36
CONECT    5    6   37   38
CONECT    6    7    7   28
CONECT    7    8    9
CONECT    8   39
CONECT    9   10   15   15
CONECT   10   11   40   41
CONECT   11   12   12   42
CONECT   12   13   14
CONECT   13   43   44   45
CONECT   14   46   47   48
CONECT   15   16   27
CONECT   16   17
CONECT   17   18   18   24
CONECT   18   19   20
CONECT   19   49
CONECT   20   21   21   50
CONECT   21   22   51
CONECT   22   23   24   24
CONECT   23   52
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   28
CONECT   28   29
CONECT   29   53
END

HMDB0030700
     RDKit          3D
Gartanin
 53 55  0  0  0  0  0  0  0  0999 V2000
    4.8750    2.2220   -1.6024 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269    1.4751   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160    0.4599    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2420    1.7778    0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.0647    1.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871    0.3617    1.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2936    1.0407    1.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2928    2.4184    1.2452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9163    0.4402    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2160    1.1747    0.8092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4216    1.8992   -0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6791    3.1802   -0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7734    3.9347    0.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8821    3.8970   -1.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9180   -0.9367    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0944   -1.4986    0.4789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2493   -2.7904    0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5072   -3.3261    0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6513   -2.5465    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093   -4.6668   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910   -5.4714   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2435   -4.9107    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0917   -5.6737    0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1074   -3.5434    0.3184 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1672   -3.0156    0.5238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1733   -3.7597    0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2691   -1.6555    0.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -1.0363    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -1.7091    0.9641 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9436    2.0529   -1.7830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7359    3.3092   -1.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214    1.9065   -2.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3291    0.5244   -0.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    0.5763    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9896   -0.5776    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6215    2.5536   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5107    0.3226    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6020    1.7789    2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    2.9718    1.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    0.4292    0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2999    1.8561    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3608    1.3704   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    4.9588    0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465    4.0715    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173    3.4584    1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    3.4210   -2.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979    3.7237   -2.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    4.9746   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6562   -1.5417    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5892   -5.1212   -0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6009   -6.5342   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -6.6552    0.0116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -2.6361    0.8685 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
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  2  0
 28 29  1  0
 28  6  1  0
 27 15  1  0
 24 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 19 49  1  0
 20 50  1  0
 21 51  1  0
 23 52  1  0
 29 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3,5,8-Tetrahydroxy-2,4-diprenylxanthone	ChEBI
1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)xanthone	MeSH
1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9ci	HMDB
Gartinin	HMDB
1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one	PhytoBank

Chemical Formula

C₂₃H₂₄O₆

Average Molecular Weight

396.4331

Monoisotopic Molecular Weight

396.1572885

IUPAC Name

1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

Traditional Name

gartanin

CAS Registry Number

33390-42-0

SMILES

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

InChI Identifier

InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3

InChI Key

OJXQLGQIDIPMTE-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

polyphenol (CHEBI:5279 )
xanthones (CHEBI:5279 )
xanthenes (C10063 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030700)
Cell membrane (HMDB: HMDB0030700)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030700)

Source

Endogenous

Endogenous (HMDB: HMDB0030700)

Plant

Plant (HMDB: HMDB0030700)

Exogenous

Food

Food (HMDB: HMDB0030700)

Fruit

Tropical fruit

Purple mangosteen (FooDB: FOOD00406)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030700)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	167 °C	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	0.01 g/L	ALOGPS
logP	4.07	ALOGPS
logP	6.5	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.12	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.23 m³·mol⁻¹	ChemAxon
Polarizability	43.06 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
DarkChem	[M+H]+	194.394	31661259
DarkChem	[M-H]-	188.373	31661259
DeepCCS	[M+H]+	194.125	30932474
DeepCCS	[M-H]-	191.767	30932474
DeepCCS	[M-2H]-	226.051	30932474
DeepCCS	[M+Na]+	201.16	30932474
AllCCS	[M+H]+	194.4	32859911
AllCCS	[M+H-H2O]+	191.6	32859911
AllCCS	[M+NH4]+	196.9	32859911
AllCCS	[M+Na]+	197.6	32859911
AllCCS	[M-H]-	196.5	32859911
AllCCS	[M+Na-2H]-	196.2	32859911
AllCCS	[M+HCOO]-	196.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.38 minutes	32390414
Predicted by Siyang on May 30, 2022	19.8837 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3911.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	516.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	231.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	261.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	333.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	878.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1068.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1645.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	808.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1962.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	574.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	679.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	359.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	227.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	14.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gartanin	CC(C)=CCC1=C(O)C2=C(OC3=C(O)C=CC(O)=C3C2=O)C(CC=C(C)C)=C1O	5384.4	Standard polar	33892256
Gartanin	CC(C)=CCC1=C(O)C2=C(OC3=C(O)C=CC(O)=C3C2=O)C(CC=C(C)C)=C1O	3335.9	Standard non polar	33892256
Gartanin	CC(C)=CCC1=C(O)C2=C(OC3=C(O)C=CC(O)=C3C2=O)C(CC=C(C)C)=C1O	3474.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Gartanin,1TMS,isomer #1	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C	3440.7	Semi standard non polar	33892256
Gartanin,1TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O	3498.1	Semi standard non polar	33892256
Gartanin,1TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O	3513.5	Semi standard non polar	33892256
Gartanin,1TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O	3439.5	Semi standard non polar	33892256
Gartanin,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C	3343.0	Semi standard non polar	33892256
Gartanin,2TMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C	3380.7	Semi standard non polar	33892256
Gartanin,2TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3381.5	Semi standard non polar	33892256
Gartanin,2TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O	3377.1	Semi standard non polar	33892256
Gartanin,2TMS,isomer #5	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O	3469.9	Semi standard non polar	33892256
Gartanin,2TMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O	3373.5	Semi standard non polar	33892256
Gartanin,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C	3272.5	Semi standard non polar	33892256
Gartanin,3TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3278.0	Semi standard non polar	33892256
Gartanin,3TMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3344.0	Semi standard non polar	33892256
Gartanin,3TMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O	3340.2	Semi standard non polar	33892256
Gartanin,4TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C	3336.5	Semi standard non polar	33892256
Gartanin,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3659.5	Semi standard non polar	33892256
Gartanin,1TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O	3712.3	Semi standard non polar	33892256
Gartanin,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O	3712.4	Semi standard non polar	33892256
Gartanin,1TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O	3664.4	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3803.9	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3825.9	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3824.3	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O	3824.2	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #5	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O	3928.8	Semi standard non polar	33892256
Gartanin,2TBDMS,isomer #6	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O	3822.0	Semi standard non polar	33892256
Gartanin,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3919.7	Semi standard non polar	33892256
Gartanin,3TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	3939.0	Semi standard non polar	33892256
Gartanin,3TBDMS,isomer #3	CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4008.1	Semi standard non polar	33892256
Gartanin,3TBDMS,isomer #4	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O	4017.6	Semi standard non polar	33892256
Gartanin,4TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C	4106.3	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 - Gartanin GC-MS (Non-derivatized) - 70eV, Positive	splash10-067l-1019000000-01a43ab7896e2a36d11a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gartanin GC-MS (4 TMS) - 70eV, Positive	splash10-00xr-1000019000-05b6ceaad1a9d0969229	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gartanin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gartanin 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 - Gartanin 10V, Positive-QTOF	splash10-0002-0009000000-74eada288ff91c755478	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 20V, Positive-QTOF	splash10-00kg-2019000000-6f9a7baa6f8f9259fc21	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 40V, Positive-QTOF	splash10-0159-4093000000-cd9a0bcedd8cf3d8e273	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 10V, Negative-QTOF	splash10-0002-0009000000-fa43c14e8cfae3cbb41b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 20V, Negative-QTOF	splash10-0002-0109000000-54e536f4bef3f9a91c7b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 40V, Negative-QTOF	splash10-0699-1986000000-177a3051e6de070820cc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 10V, Negative-QTOF	splash10-0002-0009000000-a929cac834871923dca9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 20V, Negative-QTOF	splash10-0002-0009000000-fbdd852581d95085d6cf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 40V, Negative-QTOF	splash10-0059-4339000000-7d510cf5fab9eb71673a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 10V, Positive-QTOF	splash10-0007-0009000000-41b6109104d8373c25c0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 20V, Positive-QTOF	splash10-0015-0049000000-c3b0d2ca7795d671999f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gartanin 40V, Positive-QTOF	splash10-0080-0195000000-9631146a7d902845a733	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281633

PDB ID

Not Available

ChEBI ID

5279

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

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

Showing metabocard for Gartanin (HMDB0030700)

MOL for HMDB0030700 (Gartanin)

3D MOL for HMDB0030700 (Gartanin)

3D SDF for HMDB0030700 (Gartanin)

3D-SDF for HMDB0030700 (Gartanin)

PDB for HMDB0030700 (Gartanin)

3D PDB for HMDB0030700 (Gartanin)

SMILES for HMDB0030700 (Gartanin)

INCHI for HMDB0030700 (Gartanin)

Structure for HMDB0030700 (Gartanin)

3D Structure for HMDB0030700 (Gartanin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra