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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:54 UTC

Update Date

2022-03-07 02:52:33 UTC

HMDB ID

HMDB0030455

Secondary Accession Numbers

HMDB30455

Metabolite Identification

Common Name

Macrophorin C

Description

Macrophorin C belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Macrophorin C has been detected, but not quantified in, pomes. This could make macrophorin C a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Macrophorin C.

Structure

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

  Mrv0541 02241210532D          

 27 30  0  0  0  0            999 V2000
    2.8172    1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -0.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    3.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922    2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3423    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4825    1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194   -3.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579   -3.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 26  1  0  0  0  0
 13 14  1  0  0  0  0
 13 21  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0030455
     RDKit          3D
Macrophorin C
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.9314   -0.1050    2.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    0.1212    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990    1.5358    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.6400    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.4028    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.6550    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -0.0877    1.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.1363    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3343   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.7205   -1.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.0413   -2.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.8536   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119   -0.8120   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -2.0478    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.9057   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091   -0.8441   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007   -1.0685   -1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.0031   -2.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.0936   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    0.2549   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    1.6055   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.3782    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.0949    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0128    1.4348    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -1.4060    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -1.9592   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -3.1691    0.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -1.1517    2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.6352    2.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    2.2409    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.8124   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    1.9505   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    2.5145    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    0.1589    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6068   -0.3104    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786   -1.0130    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0739    0.5227    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    2.7808   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    2.4465    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8116    2.2917    0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294    1.1903   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4777   -0.6875   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4247   -0.4579   -3.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4933    0.9843   -2.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -1.9017   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -0.5953   -2.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -2.8804    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443   -2.3853   -0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0118   -1.9598    1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.8982    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.1371   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -1.7091   -1.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    1.0558   -1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467   -0.2393   -1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8554    1.6095   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541    0.1185    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4376    2.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    2.0462    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898   -1.8584    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  2  0
 15  2  1  0
 19 17  1  0
 13  5  1  0
 26 17  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
M  END

  Mrv0541 02241210532D          

 27 30  0  0  0  0            999 V2000
    2.8172    1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672   -0.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548    0.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4684   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -0.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    3.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922    2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5797    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7548    1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3423    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4825    1.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -0.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1035   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194   -3.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3886   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8579   -3.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 26  1  0  0  0  0
 13 14  1  0  0  0  0
 13 21  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 26  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030455

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC2(C)C(CC34OC3C(O)C(CO)=CC4=O)C(=C)CCC12

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h9,14-16,18-19,23-24,26H,1,5-8,10-11H2,2-4H3

> <INCHI_KEY>
ZJIGIRXWBMNWPJ-UHFFFAOYSA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.4865

> <EXACT_MASS>
376.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.32713453396934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-1-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.8973270763333336

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.255311946097411

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.180562623675801

> <JCHEM_PKA_STRONGEST_BASIC>
-0.834983642063949

> <JCHEM_POLAR_SURFACE_AREA>
90.29

> <JCHEM_REFRACTIVITY>
102.17359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-1-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030455
     RDKit          3D
Macrophorin C
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.9314   -0.1050    2.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    0.1212    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990    1.5358    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.6400    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.4028    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.6550    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -0.0877    1.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.1363    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3343   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.7205   -1.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.0413   -2.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.8536   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119   -0.8120   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -2.0478    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.9057   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091   -0.8441   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007   -1.0685   -1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.0031   -2.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.0936   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    0.2549   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    1.6055   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.3782    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.0949    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0128    1.4348    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -1.4060    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -1.9592   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -3.1691    0.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -1.1517    2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.6352    2.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    2.2409    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.8124   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    1.9505   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    2.5145    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    0.1589    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6068   -0.3104    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786   -1.0130    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0739    0.5227    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    2.7808   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    2.4465    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8116    2.2917    0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294    1.1903   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4777   -0.6875   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4247   -0.4579   -3.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4933    0.9843   -2.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -1.9017   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -0.5953   -2.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -2.8804    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443   -2.3853   -0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0118   -1.9598    1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.8982    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.1371   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -1.7091   -1.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    1.0558   -1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467   -0.2393   -1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8554    1.6095   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541    0.1185    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4376    2.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    2.0462    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898   -1.8584    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  2  0
 15  2  1  0
 19 17  1  0
 13  5  1  0
 26 17  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  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  O   UNK     0       5.259   1.950   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.719   1.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.949   0.618   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.179  -0.716   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.409   0.618   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.074  -0.151   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.074  -1.691   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.409  -2.461   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.741  -1.691   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.409  -4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.074  -4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.260  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.260  -2.461   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.260  -0.921   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.949   5.951   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.719   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.949   3.285   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.409   3.285   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.639   1.950   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.901   1.950   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.592  -1.691   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.927  -2.461   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.927  -4.001   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.259  -4.771   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.583  -5.951   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.592  -4.771   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.601  -5.951   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3    5                                                       
CONECT    5    3    4    6   19                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   26                                                  
CONECT   13    7   12   14   21                                             
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17    2   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19    5   18   20                                                  
CONECT   20   19                                                            
CONECT   21   13   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   12   23   25   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0030455
HETATM    1  C1  UNL     1       0.931  -0.105   2.128  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.474   0.121   0.918  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.299   1.536   0.489  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.164   1.640   0.113  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.947   0.403   0.361  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.395   0.655   0.167  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.212  -0.088   1.240  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.691   2.136   0.427  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.916   0.334  -1.197  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.858  -0.721  -1.156  1.00  0.00           O  
HETATM   11  C10 UNL     1      -2.890   0.041  -2.232  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.763  -0.854  -1.805  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.412  -0.812  -0.368  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.006  -2.048   0.288  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.085  -0.906  -0.069  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.909  -0.844  -1.318  1.00  0.00           C  
HETATM   17  C16 UNL     1       2.401  -1.069  -1.094  1.00  0.00           C  
HETATM   18  O2  UNL     1       3.188  -1.003  -2.256  1.00  0.00           O  
HETATM   19  C17 UNL     1       3.283   0.094  -1.387  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.514   0.255  -0.582  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.877   1.606  -0.527  1.00  0.00           O  
HETATM   22  C19 UNL     1       4.529  -0.378   0.737  1.00  0.00           C  
HETATM   23  C20 UNL     1       5.402   0.095   1.854  1.00  0.00           C  
HETATM   24  O4  UNL     1       5.013   1.435   2.087  1.00  0.00           O  
HETATM   25  C21 UNL     1       3.757  -1.406   0.991  1.00  0.00           C  
HETATM   26  C22 UNL     1       2.859  -1.959  -0.013  1.00  0.00           C  
HETATM   27  O5  UNL     1       2.509  -3.169   0.078  1.00  0.00           O  
HETATM   28  H1  UNL     1       1.063  -1.152   2.451  1.00  0.00           H  
HETATM   29  H2  UNL     1       1.194   0.635   2.845  1.00  0.00           H  
HETATM   30  H3  UNL     1       0.502   2.241   1.316  1.00  0.00           H  
HETATM   31  H4  UNL     1       0.983   1.812  -0.333  1.00  0.00           H  
HETATM   32  H5  UNL     1      -1.170   1.950  -0.973  1.00  0.00           H  
HETATM   33  H6  UNL     1      -1.571   2.515   0.652  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.807   0.159   1.458  1.00  0.00           H  
HETATM   35  H8  UNL     1      -3.607  -0.310   2.128  1.00  0.00           H  
HETATM   36  H9  UNL     1      -4.679  -1.013   0.790  1.00  0.00           H  
HETATM   37  H10 UNL     1      -5.074   0.523   1.579  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.293   2.781  -0.385  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.437   2.447   1.441  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.812   2.292   0.355  1.00  0.00           H  
HETATM   41  H14 UNL     1      -4.529   1.190  -1.619  1.00  0.00           H  
HETATM   42  H15 UNL     1      -5.478  -0.688  -1.915  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.425  -0.458  -3.088  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.493   0.984  -2.718  1.00  0.00           H  
HETATM   45  H18 UNL     1      -2.032  -1.902  -2.150  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.914  -0.595  -2.503  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.272  -2.880   0.069  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.944  -2.385  -0.140  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.012  -1.960   1.393  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.347  -1.898   0.404  1.00  0.00           H  
HETATM   51  H24 UNL     1       0.800   0.137  -1.815  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.618  -1.709  -1.982  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.827   1.056  -1.740  1.00  0.00           H  
HETATM   54  H27 UNL     1       5.347  -0.239  -1.187  1.00  0.00           H  
HETATM   55  H28 UNL     1       5.855   1.610  -0.282  1.00  0.00           H  
HETATM   56  H29 UNL     1       6.454   0.119   1.570  1.00  0.00           H  
HETATM   57  H30 UNL     1       5.221  -0.438   2.786  1.00  0.00           H  
HETATM   58  H31 UNL     1       5.772   2.046   2.079  1.00  0.00           H  
HETATM   59  H32 UNL     1       3.790  -1.858   1.983  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   15
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   13   34
CONECT    6    7    8    9
CONECT    7   35   36   37
CONECT    8   38   39   40
CONECT    9   10   11   41
CONECT   10   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   15
CONECT   14   47   48   49
CONECT   15   16   50
CONECT   16   17   51   52
CONECT   17   18   19   26
CONECT   18   19
CONECT   19   20   53
CONECT   20   21   22   54
CONECT   21   55
CONECT   22   23   25   25
CONECT   23   24   56   57
CONECT   24   58
CONECT   25   26   59
CONECT   26   27   27
END

HMDB0030455
     RDKit          3D
Macrophorin C
 59 62  0  0  0  0  0  0  0  0999 V2000
    0.9314   -0.1050    2.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    0.1212    0.9181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990    1.5358    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1641    1.6400    0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.4028    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945    0.6550    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2117   -0.0877    1.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6910    2.1363    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3343   -1.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8582   -0.7205   -1.1555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8902    0.0413   -2.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.8536   -1.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4119   -0.8120   -0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0063   -2.0478    0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849   -0.9057   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091   -0.8441   -1.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4007   -1.0685   -1.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.0031   -2.2556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2829    0.0936   -1.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    0.2549   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    1.6055   -0.5270 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -0.3782    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4020    0.0949    1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0128    1.4348    2.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -1.4060    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8588   -1.9592   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5094   -3.1691    0.0777 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0628   -1.1517    2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    0.6352    2.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    2.2409    1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.8124   -0.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1702    1.9505   -0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    2.5145    0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    0.1589    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6068   -0.3104    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786   -1.0130    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0739    0.5227    1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2928    2.7808   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4371    2.4465    1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8116    2.2917    0.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294    1.1903   -1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4777   -0.6875   -1.9150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4247   -0.4579   -3.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4933    0.9843   -2.7184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -1.9017   -2.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -0.5953   -2.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -2.8804    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443   -2.3853   -0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0118   -1.9598    1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469   -1.8982    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7996    0.1371   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6178   -1.7091   -1.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8271    1.0558   -1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467   -0.2393   -1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8554    1.6095   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4541    0.1185    1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -0.4376    2.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7725    2.0462    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7898   -1.8584    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  2  0
 25 26  1  0
 26 27  2  0
 15  2  1  0
 19 17  1  0
 13  5  1  0
 26 17  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₅

Average Molecular Weight

376.4865

Monoisotopic Molecular Weight

376.224974134

IUPAC Name

5-hydroxy-1-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl)methyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

Traditional Name

5-hydroxy-1-[(6-hydroxy-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl)methyl]-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

CAS Registry Number

85764-11-0

SMILES

CC1(C)C(O)CCC2(C)C(CC34OC3C(O)C(CO)=CC4=O)C(=C)CCC12

InChI Identifier

InChI=1S/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h9,14-16,18-19,23-24,26H,1,5-8,10-11H2,2-4H3

InChI Key

ZJIGIRXWBMNWPJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030455)

Source

Endogenous

Endogenous (HMDB: HMDB0030455)

Plant

Plant (HMDB: HMDB0030455)

Exogenous

Food

Food (HMDB: HMDB0030455)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Exogenous (HMDB: HMDB0030455)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030455)

Role

Biological role

Energy source (HMDB: HMDB0030455)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030455)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 - 116 °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	0.23 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.9	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.18	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.17 m³·mol⁻¹	ChemAxon
Polarizability	41.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	185.155	31661259
DarkChem	[M-H]-	180.028	31661259
DeepCCS	[M-2H]-	223.764	30932474
DeepCCS	[M+Na]+	199.262	30932474
AllCCS	[M+H]+	193.7	32859911
AllCCS	[M+H-H2O]+	191.2	32859911
AllCCS	[M+NH4]+	196.0	32859911
AllCCS	[M+Na]+	196.7	32859911
AllCCS	[M-H]-	195.3	32859911
AllCCS	[M+Na-2H]-	196.0	32859911
AllCCS	[M+HCOO]-	196.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Macrophorin C	CC1(C)C(O)CCC2(C)C(CC34OC3C(O)C(CO)=CC4=O)C(=C)CCC12	3169.4	Standard polar	33892256
Macrophorin C	CC1(C)C(O)CCC2(C)C(CC34OC3C(O)C(CO)=CC4=O)C(=C)CCC12	2885.7	Standard non polar	33892256
Macrophorin C	CC1(C)C(O)CCC2(C)C(CC34OC3C(O)C(CO)=CC4=O)C(=C)CCC12	3309.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Macrophorin C,1TMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1CC12OC1C(O)C(CO)=CC2=O	3034.8	Semi standard non polar	33892256
Macrophorin C,1TMS,isomer #2	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O[Si](C)(C)C)C(CO)=CC2=O	3051.5	Semi standard non polar	33892256
Macrophorin C,1TMS,isomer #3	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O)C(CO[Si](C)(C)C)=CC2=O	3086.0	Semi standard non polar	33892256
Macrophorin C,2TMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1CC12OC1C(O[Si](C)(C)C)C(CO)=CC2=O	3001.0	Semi standard non polar	33892256
Macrophorin C,2TMS,isomer #2	C=C1CCC2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1CC12OC1C(O)C(CO[Si](C)(C)C)=CC2=O	3043.0	Semi standard non polar	33892256
Macrophorin C,2TMS,isomer #3	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC2=O	3084.9	Semi standard non polar	33892256
Macrophorin C,3TMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C)CCC2(C)C1CC12OC1C(O[Si](C)(C)C)C(CO[Si](C)(C)C)=CC2=O	3024.3	Semi standard non polar	33892256
Macrophorin C,1TBDMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1CC12OC1C(O)C(CO)=CC2=O	3250.1	Semi standard non polar	33892256
Macrophorin C,1TBDMS,isomer #2	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O[Si](C)(C)C(C)(C)C)C(CO)=CC2=O	3279.2	Semi standard non polar	33892256
Macrophorin C,1TBDMS,isomer #3	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O)C(CO[Si](C)(C)C(C)(C)C)=CC2=O	3325.3	Semi standard non polar	33892256
Macrophorin C,2TBDMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1CC12OC1C(O[Si](C)(C)C(C)(C)C)C(CO)=CC2=O	3452.6	Semi standard non polar	33892256
Macrophorin C,2TBDMS,isomer #2	C=C1CCC2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1CC12OC1C(O)C(CO[Si](C)(C)C(C)(C)C)=CC2=O	3483.9	Semi standard non polar	33892256
Macrophorin C,2TBDMS,isomer #3	C=C1CCC2C(C)(C)C(O)CCC2(C)C1CC12OC1C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC2=O	3539.1	Semi standard non polar	33892256
Macrophorin C,3TBDMS,isomer #1	C=C1CCC2C(C)(C)C(O[Si](C)(C)C(C)(C)C)CCC2(C)C1CC12OC1C(O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)=CC2=O	3679.0	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 - Macrophorin C GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-7149000000-8d6c16dca7c7bcf429b5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Macrophorin C GC-MS (3 TMS) - 70eV, Positive	splash10-004i-2290080000-f47780a2966a186b34bd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Macrophorin C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Macrophorin 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 - Macrophorin C 10V, Positive-QTOF	splash10-0a6r-0019000000-dcbf66b2ccf31fd77abd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 20V, Positive-QTOF	splash10-0a4l-0329000000-c0d925276d084c6f0450	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 40V, Positive-QTOF	splash10-0frf-4966000000-7476738ab9e056874847	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 10V, Negative-QTOF	splash10-004i-0009000000-5d5227799b827fd3b3c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 20V, Negative-QTOF	splash10-056s-0009000000-89d5b1f944b33a610b29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 40V, Negative-QTOF	splash10-06z9-9786000000-fd9c1307e89e7a6ec44e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 10V, Positive-QTOF	splash10-004i-0209000000-1c51d9ef81116ff7041f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 20V, Positive-QTOF	splash10-000i-0954000000-5a9220e7c5dfe8af28a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 40V, Positive-QTOF	splash10-0006-3911000000-ccace2eebccb1c1954c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 10V, Negative-QTOF	splash10-004i-0009000000-3a1451db94076fb251f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 20V, Negative-QTOF	splash10-004i-0009000000-ee77fe3ab788d66f72bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Macrophorin C 40V, Negative-QTOF	splash10-056r-3309000000-d6ffaa6702fae166810a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB002323

KNApSAcK ID

Not Available

Chemspider ID

35013199

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751019

PDB ID

Not Available

ChEBI ID

Not Available

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 Macrophorin C (HMDB0030455)

MOL for HMDB0030455 (Macrophorin C)

3D MOL for HMDB0030455 (Macrophorin C)

3D SDF for HMDB0030455 (Macrophorin C)

3D-SDF for HMDB0030455 (Macrophorin C)

PDB for HMDB0030455 (Macrophorin C)

3D PDB for HMDB0030455 (Macrophorin C)

SMILES for HMDB0030455 (Macrophorin C)

INCHI for HMDB0030455 (Macrophorin C)

Structure for HMDB0030455 (Macrophorin C)

3D Structure for HMDB0030455 (Macrophorin C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra