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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-01-22 22:27:09 UTC

Update Date

2022-03-07 02:49:29 UTC

HMDB ID

HMDB0005798

Secondary Accession Numbers

HMDB05798

Metabolite Identification

Common Name

Malabaricone C

Description

Malabaricone C is an antimicrobial resorcinol found in nutmeg, the dried seed covers of Myristica fragrans and Myristica malabarica (rampatri). This Compound exhibits strong antifungal and antibacterial activity. (PMID 1955885 , 10501006 ). Malabaricone C a diarylnonanoid, shows strong scavenging activity. (PMID 16104820 ).

Structure

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


  Mrv0541 02231220302D          

 26 27  0  0  0  0            999 V2000
   14.6737  -10.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -3.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1039   -4.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169  -11.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9592  -11.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169   -8.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -6.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169   -8.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -6.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026   -9.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -5.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -10.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9604   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -10.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9604   -4.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -5.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -11.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -4.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3894   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3894   -4.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -11.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6737  -11.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -12.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6737  -12.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -13.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 19  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 22  2  0  0  0  0
 18 23  1  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END

HMDB0005798
     RDKit          3D
Malabaricone C
 52 53  0  0  0  0  0  0  0  0999 V2000
   -2.7262   -1.1861    1.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -0.5879    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967   -0.4582   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.7992   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982    1.0265   -2.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    0.0003   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.1932   -1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    1.0814   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    0.8378   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.2105   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -0.3357   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176    0.4366   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8701    0.3327    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7982   -0.5559    1.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8675   -0.6560    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -1.3294    1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925   -2.2214    2.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265   -1.2153    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7530   -0.0833    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.5749    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592    0.8184   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    1.0135    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1877    0.7893    1.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3526    0.1317    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340   -0.3077    2.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676   -0.9818    3.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691   -0.6452   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -1.3160   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    0.8067   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7361    1.6570   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9816    2.0082   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    1.1392   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090   -0.9612   -2.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220    0.3971   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.5360   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.0272   -2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991    1.3706   -2.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280    1.8882   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.5961    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    1.7929   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.0425   -2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2202   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658    1.1270   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.9390    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6806   -0.0896    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3242   -2.3255    3.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -1.8565    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8979    1.3052   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5227    1.5417    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1453    1.1251    2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349   -0.0525    3.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5381   -1.1416    4.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 11  1  0
 25 19  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
M  END


  Mrv0541 02231220302D          

 26 27  0  0  0  0            999 V2000
   14.6737  -10.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -3.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1039   -4.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169  -11.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9592  -11.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -7.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169   -8.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5316   -6.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8169   -8.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -6.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026   -9.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2460   -5.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -10.1928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9604   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -10.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9604   -4.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -5.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -11.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6749   -4.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3894   -5.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3894   -4.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -11.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6737  -11.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1026  -12.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6737  -12.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3882  -13.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 19  1  0  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 18 22  2  0  0  0  0
 18 23  1  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005798

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26O5/c22-16-13-12-15(14-20(16)26)8-5-3-1-2-4-6-9-17(23)21-18(24)10-7-11-19(21)25/h7,10-14,22,24-26H,1-6,8-9H2

> <INCHI_KEY>
HCOZRFYGIFMIEX-UHFFFAOYSA-N

> <FORMULA>
C21H26O5

> <MOLECULAR_WEIGHT>
358.4281

> <EXACT_MASS>
358.178023942

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.199421259523504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)nonan-1-one

> <ALOGPS_LOGP>
4.15

> <JCHEM_LOGP>
6.562952522666666

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.092482962498897

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.384692994873733

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8962175388258204

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
101.3133

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
malabaricone C

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005798
     RDKit          3D
Malabaricone C
 52 53  0  0  0  0  0  0  0  0999 V2000
   -2.7262   -1.1861    1.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -0.5879    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967   -0.4582   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.7992   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982    1.0265   -2.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    0.0003   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.1932   -1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    1.0814   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    0.8378   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.2105   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -0.3357   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176    0.4366   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8701    0.3327    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7982   -0.5559    1.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8675   -0.6560    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -1.3294    1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925   -2.2214    2.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265   -1.2153    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7530   -0.0833    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.5749    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592    0.8184   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    1.0135    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1877    0.7893    1.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3526    0.1317    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340   -0.3077    2.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676   -0.9818    3.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691   -0.6452   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -1.3160   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    0.8067   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7361    1.6570   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9816    2.0082   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    1.1392   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090   -0.9612   -2.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220    0.3971   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.5360   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.0272   -2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991    1.3706   -2.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280    1.8882   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.5961    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    1.7929   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.0425   -2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2202   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658    1.1270   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.9390    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6806   -0.0896    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3242   -2.3255    3.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -1.8565    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8979    1.3052   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5227    1.5417    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1453    1.1251    2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349   -0.0525    3.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5381   -1.1416    4.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 11  1  0
 25 19  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      27.391 -19.027   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.727  -5.937   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      39.394  -7.477   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      31.392 -21.337   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      26.057 -21.337   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      32.726 -14.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.392 -15.177   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.726 -12.867   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.392 -16.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.059 -12.097   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.058 -17.487   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.059 -10.557   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.058 -19.027   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      35.393  -9.787   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.725 -19.797   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      35.393  -8.247   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.727 -10.557   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.725 -21.337   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      36.727  -7.477   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.060  -9.787   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      38.060  -8.247   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.058 -22.107   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.391 -22.107   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.058 -23.647   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.391 -23.647   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      28.725 -24.417   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   19                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16   17                                                  
CONECT   15    1   13   18                                                  
CONECT   16   14   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   22   23                                                  
CONECT   19    2   16   21                                                  
CONECT   20   17   21                                                       
CONECT   21    3   19   20                                                  
CONECT   22    4   18   24                                                  
CONECT   23    5   18   25                                                  
CONECT   24   22   26                                                       
CONECT   25   23   26                                                       
CONECT   26   24   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0005798
HETATM    1  O1  UNL     1      -2.726  -1.186   1.527  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.455  -0.588   0.667  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.897  -0.458  -0.691  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.095   0.799  -0.840  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.498   1.026  -2.165  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.545   0.000  -2.657  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.665  -0.193  -1.765  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.466   1.081  -1.626  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.661   0.838  -0.728  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.593  -0.210  -1.235  1.00  0.00           C  
HETATM   11  C10 UNL     1       4.703  -0.336  -0.266  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.818   0.437  -0.418  1.00  0.00           C  
HETATM   13  C12 UNL     1       6.870   0.333   0.483  1.00  0.00           C  
HETATM   14  C13 UNL     1       6.798  -0.556   1.544  1.00  0.00           C  
HETATM   15  O2  UNL     1       7.867  -0.656   2.452  1.00  0.00           O  
HETATM   16  C14 UNL     1       5.668  -1.329   1.686  1.00  0.00           C  
HETATM   17  O3  UNL     1       5.592  -2.221   2.748  1.00  0.00           O  
HETATM   18  C15 UNL     1       4.626  -1.215   0.780  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.753  -0.083   1.056  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.607   0.575   0.225  1.00  0.00           C  
HETATM   21  O4  UNL     1      -5.259   0.818  -1.109  1.00  0.00           O  
HETATM   22  C18 UNL     1      -6.825   1.013   0.675  1.00  0.00           C  
HETATM   23  C19 UNL     1      -7.188   0.789   1.972  1.00  0.00           C  
HETATM   24  C20 UNL     1      -6.353   0.132   2.833  1.00  0.00           C  
HETATM   25  C21 UNL     1      -5.134  -0.308   2.383  1.00  0.00           C  
HETATM   26  O5  UNL     1      -4.268  -0.982   3.249  1.00  0.00           O  
HETATM   27  H1  UNL     1      -3.669  -0.645  -1.419  1.00  0.00           H  
HETATM   28  H2  UNL     1      -2.135  -1.316  -0.794  1.00  0.00           H  
HETATM   29  H3  UNL     1      -1.278   0.807  -0.059  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.736   1.657  -0.573  1.00  0.00           H  
HETATM   31  H5  UNL     1      -0.982   2.008  -2.162  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.299   1.139  -2.946  1.00  0.00           H  
HETATM   33  H7  UNL     1      -1.009  -0.961  -2.934  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.122   0.397  -3.631  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.279  -0.536  -0.773  1.00  0.00           H  
HETATM   36  H10 UNL     1       1.280  -1.027  -2.147  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.799   1.371  -2.650  1.00  0.00           H  
HETATM   38  H12 UNL     1       0.828   1.888  -1.259  1.00  0.00           H  
HETATM   39  H13 UNL     1       2.355   0.596   0.288  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.221   1.793  -0.688  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.969   0.042  -2.254  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.127  -1.220  -1.336  1.00  0.00           H  
HETATM   43  H17 UNL     1       5.866   1.127  -1.247  1.00  0.00           H  
HETATM   44  H18 UNL     1       7.749   0.939   0.366  1.00  0.00           H  
HETATM   45  H19 UNL     1       8.681  -0.090   2.337  1.00  0.00           H  
HETATM   46  H20 UNL     1       6.324  -2.326   3.414  1.00  0.00           H  
HETATM   47  H21 UNL     1       3.766  -1.856   0.953  1.00  0.00           H  
HETATM   48  H22 UNL     1      -5.898   1.305  -1.714  1.00  0.00           H  
HETATM   49  H23 UNL     1      -7.523   1.542   0.025  1.00  0.00           H  
HETATM   50  H24 UNL     1      -8.145   1.125   2.357  1.00  0.00           H  
HETATM   51  H25 UNL     1      -6.635  -0.053   3.875  1.00  0.00           H  
HETATM   52  H26 UNL     1      -4.538  -1.142   4.192  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   19
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   12   18
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   16
CONECT   15   45
CONECT   16   17   18   18
CONECT   17   46
CONECT   18   47
CONECT   19   20   20   25
CONECT   20   21   22
CONECT   21   48
CONECT   22   23   23   49
CONECT   23   24   50
CONECT   24   25   25   51
CONECT   25   26
CONECT   26   52
END

HMDB0005798
     RDKit          3D
Malabaricone C
 52 53  0  0  0  0  0  0  0  0999 V2000
   -2.7262   -1.1861    1.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -0.5879    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967   -0.4582   -0.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.7992   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982    1.0265   -2.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448    0.0003   -2.6572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6653   -0.1932   -1.7651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4658    1.0814   -1.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6609    0.8378   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5931   -0.2105   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034   -0.3357   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8176    0.4366   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8701    0.3327    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7982   -0.5559    1.5436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8675   -0.6560    2.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6680   -1.3294    1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925   -2.2214    2.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265   -1.2153    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7530   -0.0833    1.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6074    0.5749    0.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2592    0.8184   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8248    1.0135    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1877    0.7893    1.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3526    0.1317    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340   -0.3077    2.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2676   -0.9818    3.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6691   -0.6452   -1.4191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352   -1.3160   -0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2780    0.8067   -0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7361    1.6570   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9816    2.0082   -2.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993    1.1392   -2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090   -0.9612   -2.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1220    0.3971   -3.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2786   -0.5360   -0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804   -1.0272   -2.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7991    1.3706   -2.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280    1.8882   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3549    0.5961    0.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2214    1.7929   -0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688    0.0425   -2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -1.2202   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658    1.1270   -1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487    0.9390    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6806   -0.0896    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3242   -2.3255    3.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656   -1.8565    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8979    1.3052   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5227    1.5417    0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1453    1.1251    2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6349   -0.0525    3.8749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5381   -1.1416    4.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 18 11  1  0
 25 19  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 15 45  1  0
 17 46  1  0
 18 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 24 51  1  0
 26 52  1  0
M  END

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Synonyms

Value	Source
Malabaricone C	MeSH

Chemical Formula

C₂₁H₂₆O₅

Average Molecular Weight

358.4281

Monoisotopic Molecular Weight

358.178023942

IUPAC Name

1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)nonan-1-one

Traditional Name

malabaricone C

CAS Registry Number

63335-25-1

SMILES

OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C21H26O5/c22-16-13-12-15(14-20(16)26)8-5-3-1-2-4-6-9-17(23)21-18(24)10-7-11-19(21)25/h7,10-14,22,24-26H,1-6,8-9H2

InChI Key

HCOZRFYGIFMIEX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Aryl alkyl ketone
Resorcinol
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

butanone (CHEBI:69015 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0005798)
Cell membrane (HMDB: HMDB0005798)

Source

Exogenous

Exogenous (HMDB: HMDB0005798)

Food

Food (HMDB: HMDB0005798)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	119 - 121 °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	0.015 g/L	ALOGPS
logP	4.15	ALOGPS
logP	6.56	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	101.31 m³·mol⁻¹	ChemAxon
Polarizability	40.2 Å³	ChemAxon
Number of Rings	2	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]+	186.718	31661259
DarkChem	[M-H]-	186.667	31661259
DeepCCS	[M+H]+	189.138	30932474
DeepCCS	[M-H]-	186.68	30932474
DeepCCS	[M-2H]-	220.812	30932474
DeepCCS	[M+Na]+	196.164	30932474
AllCCS	[M+H]+	191.5	32859911
AllCCS	[M+H-H2O]+	188.4	32859911
AllCCS	[M+NH4]+	194.3	32859911
AllCCS	[M+Na]+	195.2	32859911
AllCCS	[M-H]-	191.6	32859911
AllCCS	[M+Na-2H]-	192.6	32859911
AllCCS	[M+HCOO]-	193.8	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.	9.34 minutes	32390414
Predicted by Siyang on May 30, 2022	17.0575 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.72 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3026.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	352.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	605.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	986.6 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	923.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	82.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1654.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	635.1 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	1747.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	584.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	529.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	452.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	138.8 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	91.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Malabaricone C	OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC(O)=C(O)C=C1	4293.6	Standard polar	33892256
Malabaricone C	OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC(O)=C(O)C=C1	3263.8	Standard non polar	33892256
Malabaricone C	OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC(O)=C(O)C=C1	3268.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Malabaricone C,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC=C(O)C(O)=C1	3216.2	Semi standard non polar	33892256
Malabaricone C,1TMS,isomer #2	C[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)=CC=C1O	3181.9	Semi standard non polar	33892256
Malabaricone C,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)C=C1O	3182.7	Semi standard non polar	33892256
Malabaricone C,2TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C)=C1C(=O)CCCCCCCCC1=CC=C(O)C(O)=C1	3189.2	Semi standard non polar	33892256
Malabaricone C,2TMS,isomer #2	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C)C=C1O	3139.4	Semi standard non polar	33892256
Malabaricone C,2TMS,isomer #3	C[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C)=CC=C1O	3141.8	Semi standard non polar	33892256
Malabaricone C,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)C=C1O[Si](C)(C)C	3138.0	Semi standard non polar	33892256
Malabaricone C,3TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C)C=CC=C2O[Si](C)(C)C)C=C1O	3192.3	Semi standard non polar	33892256
Malabaricone C,3TMS,isomer #2	C[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C)C=CC=C2O[Si](C)(C)C)=CC=C1O	3176.4	Semi standard non polar	33892256
Malabaricone C,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C)C=C1O[Si](C)(C)C	3160.0	Semi standard non polar	33892256
Malabaricone C,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C)C=CC=C2O[Si](C)(C)C)C=C1O[Si](C)(C)C	3244.5	Semi standard non polar	33892256
Malabaricone C,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(O)=C1C(=O)CCCCCCCCC1=CC=C(O)C(O)=C1	3493.4	Semi standard non polar	33892256
Malabaricone C,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)=CC=C1O	3441.8	Semi standard non polar	33892256
Malabaricone C,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)C=C1O	3447.9	Semi standard non polar	33892256
Malabaricone C,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1C(=O)CCCCCCCCC1=CC=C(O)C(O)=C1	3717.5	Semi standard non polar	33892256
Malabaricone C,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C(C)(C)C)C=C1O	3636.9	Semi standard non polar	33892256
Malabaricone C,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3648.0	Semi standard non polar	33892256
Malabaricone C,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O)C=C1O[Si](C)(C)C(C)(C)C	3614.5	Semi standard non polar	33892256
Malabaricone C,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2O[Si](C)(C)C(C)(C)C)C=C1O	3860.0	Semi standard non polar	33892256
Malabaricone C,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2O[Si](C)(C)C(C)(C)C)=CC=C1O	3839.2	Semi standard non polar	33892256
Malabaricone C,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O)C=CC=C2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	3802.7	Semi standard non polar	33892256
Malabaricone C,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(CCCCCCCCC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=CC=C2O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	4053.5	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 - Malabaricone C GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1920000000-b8592506af2248437650	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malabaricone C GC-MS (4 TMS) - 70eV, Positive	splash10-001i-0092012000-0c22b43dd02d160f671a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Malabaricone C 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 - Malabaricone C 10V, Positive-QTOF	splash10-0a4i-0219000000-e51af4d04290eb642011	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 20V, Positive-QTOF	splash10-000i-0922000000-42c53ffcaea645650850	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 40V, Positive-QTOF	splash10-000i-2900000000-4abf227b55b271a2038d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 10V, Negative-QTOF	splash10-0a4i-0209000000-0f6a0ead2336735f06fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 20V, Negative-QTOF	splash10-0a4i-0915000000-012d981777388454277b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 40V, Negative-QTOF	splash10-0a4i-4921000000-5f3698a77ed91a620153	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 10V, Negative-QTOF	splash10-0a4i-0009000000-7002cb51d7f42580da74	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 20V, Negative-QTOF	splash10-0a4r-1914000000-2b2d930703f4846b4e18	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 40V, Negative-QTOF	splash10-066r-8920000000-098e4e80b4bf38bf80af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 10V, Positive-QTOF	splash10-0a4r-0639000000-d71a1b0cdf06248f5975	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 20V, Positive-QTOF	splash10-000i-1911000000-366ad04c286826c770ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malabaricone C 40V, Positive-QTOF	splash10-000i-1900000000-85e717dc79759f411d54	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB023771

KNApSAcK ID

C00037468

Chemspider ID

90651

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100313

PDB ID

Not Available

ChEBI ID

584521

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hosoi S; Kiuchi F; Nakamura N; Imasho M; Ali M A; Sasaki Y; Tanaka E; Tsumamoto Y; Kondo K; Tsuda Y Synthesis and nematocidal activity of diarylnonanoids related to malabaricones. Chemical & pharmaceutical bulletin (1999), 47(1), 37-43.

Material Safety Data Sheet (MSDS)

Not Available

General References

Orabi KY, Mossa JS, el-Feraly FS: Isolation and characterization of two antimicrobial agents from mace (Myristica fragrans). J Nat Prod. 1991 May-Jun;54(3):856-9. [PubMed:1955885 ]
Shinohara C, Mori S, Ando T, Tsuji T: Arg-gingipain inhibition and anti-bacterial activity selective for Porphyromonas gingivalis by malabaricone C. Biosci Biotechnol Biochem. 1999 Aug;63(8):1475-7. [PubMed:10501006 ]
Patro BS, Bauri AK, Mishra S, Chattopadhyay S: Antioxidant activity of Myristica malabarica extracts and their constituents. J Agric Food Chem. 2005 Aug 24;53(17):6912-8. [PubMed:16104820 ]

Showing metabocard for Malabaricone C (HMDB0005798)

MOL for HMDB0005798 (Malabaricone C)

3D MOL for HMDB0005798 (Malabaricone C)

3D SDF for HMDB0005798 (Malabaricone C)

3D-SDF for HMDB0005798 (Malabaricone C)

PDB for HMDB0005798 (Malabaricone C)

3D PDB for HMDB0005798 (Malabaricone C)

SMILES for HMDB0005798 (Malabaricone C)

INCHI for HMDB0005798 (Malabaricone C)

Structure for HMDB0005798 (Malabaricone C)

3D Structure for HMDB0005798 (Malabaricone C)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra