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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:48:30 UTC

Update Date

2022-03-07 02:54:15 UTC

HMDB ID

HMDB0034876

Secondary Accession Numbers

HMDB34876

Metabolite Identification

Common Name

Castaneiolide

Description

Castaneiolide, also known as fema 3879, belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. Based on a literature review very few articles have been published on Castaneiolide.

Structure

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


  Mrv0541 05061308072D          

 30 32  0  0  0  0            999 V2000
   -2.5486   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3092   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682    0.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7850    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737    0.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395    0.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -1.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682   -3.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END

HMDB0034876
     RDKit          3D
Castaneiolide
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.9394   -1.4623    2.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -2.2134    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8108   -1.6919   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -0.2176   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    0.3515   -1.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    0.2691   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057    1.0368    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    2.1970    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    2.2678    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    3.6196    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    4.1051    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062    4.3182   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    3.4635   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    3.8161   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    1.2325    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    0.5337    2.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    0.2802    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488    0.9712   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.7169    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -1.8002    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -1.2986   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -2.5273   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639   -0.4332   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    0.4390   -1.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836    0.7694   -1.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520    1.6401   -2.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218    2.1480   -3.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905    1.8135   -3.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    1.0899   -2.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    1.0452   -2.9187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060   -1.2771    2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -2.0467    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5223    2.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969   -2.1049    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -3.2890    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258   -1.8056    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -2.2254   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373   -0.2052   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954    0.3885    0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269   -0.1339   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    1.4356   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780   -0.8258   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.3363    1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    1.4090    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.7165    1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    0.9235    3.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    1.5700    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.2304    1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -0.1847    2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779   -2.4522    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -2.5161    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -0.6281    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2560   -0.7552   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -2.2377   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2621   -2.7846   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7011   -3.3223   -0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080   -1.0538    0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -1.2247   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 25  6  1  0
 13  8  1  0
 29 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
 23 58  1  0
M  END


  Mrv0541 05061308072D          

 30 32  0  0  0  0            999 V2000
   -2.5486   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6642   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8342   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8615   -1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1197   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3092   -2.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8221   -0.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1127   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -2.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682    0.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7850    0.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0394    0.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2559   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737    0.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0395    0.4998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5203   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6161   -3.2183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895    1.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932   -1.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464    1.2126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0682   -3.4483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 13  2  0  0  0  0
 17 16  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22  9  1  0  0  0  0
 22 11  1  0  0  0  0
 22 17  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  2  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 21  2  0  0  0  0
 28 22  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034876

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O8/c1-3-5-7-8-12-10-13-16(21(27)29-18(13)24)17(23)22(28,9-6-4-2)11-14-15(12)20(26)30-19(14)25/h12,17,23,28H,3-11H2,1-2H3

> <INCHI_KEY>
RKHYCZRKSYBVGA-UHFFFAOYSA-N

> <FORMULA>
C22H28O8

> <MOLECULAR_WEIGHT>
420.4529

> <EXACT_MASS>
420.178417872

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
42.88153447986347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
3.6709829839999997

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.538468162508632

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.96669469770594

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3956547986666292

> <JCHEM_POLAR_SURFACE_AREA>
127.2

> <JCHEM_REFRACTIVITY>
105.42199999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034876
     RDKit          3D
Castaneiolide
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.9394   -1.4623    2.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -2.2134    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8108   -1.6919   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -0.2176   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    0.3515   -1.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    0.2691   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057    1.0368    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    2.1970    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    2.2678    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    3.6196    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    4.1051    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062    4.3182   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    3.4635   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    3.8161   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    1.2325    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    0.5337    2.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    0.2802    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488    0.9712   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.7169    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -1.8002    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -1.2986   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -2.5273   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639   -0.4332   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    0.4390   -1.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836    0.7694   -1.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520    1.6401   -2.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218    2.1480   -3.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905    1.8135   -3.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    1.0899   -2.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    1.0452   -2.9187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060   -1.2771    2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -2.0467    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5223    2.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969   -2.1049    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -3.2890    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258   -1.8056    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -2.2254   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373   -0.2052   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954    0.3885    0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269   -0.1339   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    1.4356   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780   -0.8258   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.3363    1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    1.4090    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.7165    1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    0.9235    3.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    1.5700    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.2304    1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -0.1847    2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779   -2.4522    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -2.5161    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -0.6281    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2560   -0.7552   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -2.2377   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2621   -2.7846   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7011   -3.3223   -0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080   -1.0538    0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -1.2247   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 25  6  1  0
 13  8  1  0
 29 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
 23 58  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.757  -3.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.573  -2.626   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.424  -3.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.075  -2.271   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.090  -3.847   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.633  -0.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.756  -3.077   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.577  -3.847   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.135  -0.440   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.644  -1.561   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.810  -3.077   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.911  -3.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.414  -0.227   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.631  -4.067   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.091  -4.067   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.861   0.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.308  -0.227   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.465   0.987   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.106  -5.531   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.615  -5.531   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.807   1.839   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.078  -1.561   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.298   0.953   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.074   0.933   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.571  -6.007   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.150  -6.007   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.020   2.787   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.454  -2.252   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.327   2.264   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.861  -6.437   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    9                                                       
CONECT    7    5    8                                                       
CONECT    8    7   12                                                       
CONECT    9    6   22                                                       
CONECT   10   12   13                                                       
CONECT   11   14   22                                                       
CONECT   12    8   10   15                                                  
CONECT   13   10   16   18                                                  
CONECT   14   11   15   19                                                  
CONECT   15   12   14   20                                                  
CONECT   16   13   17   21                                                  
CONECT   17   16   22   23                                                  
CONECT   18   13   24   29                                                  
CONECT   19   14   25   30                                                  
CONECT   20   15   26   30                                                  
CONECT   21   16   27   29                                                  
CONECT   22    9   11   17   28                                             
CONECT   23   17                                                            
CONECT   24   18                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   22                                                            
CONECT   29   18   21                                                       
CONECT   30   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0034876
HETATM    1  C1  UNL     1       4.939  -1.462   2.197  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.917  -2.213   0.895  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.811  -1.692  -0.021  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.047  -0.218  -0.315  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.986   0.351  -1.220  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.605   0.269  -0.688  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.506   1.037   0.613  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.578   2.197   0.416  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.671   2.268   0.745  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.131   3.620   0.333  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.299   4.105   0.472  1.00  0.00           O  
HETATM   12  O2  UNL     1      -0.106   4.318  -0.241  1.00  0.00           O  
HETATM   13  C11 UNL     1       0.983   3.463  -0.209  1.00  0.00           C  
HETATM   14  O3  UNL     1       2.104   3.816  -0.672  1.00  0.00           O  
HETATM   15  C12 UNL     1      -1.485   1.233   1.398  1.00  0.00           C  
HETATM   16  O4  UNL     1      -0.836   0.534   2.408  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.177   0.280   0.436  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.149   0.971  -0.290  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.882  -0.717   1.307  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.636  -1.800   0.648  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.729  -1.299  -0.250  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.442  -2.527  -0.820  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.264  -0.433  -0.491  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.680   0.439  -1.548  1.00  0.00           C  
HETATM   25  C20 UNL     1       0.584   0.769  -1.670  1.00  0.00           C  
HETATM   26  C21 UNL     1       0.752   1.640  -2.845  1.00  0.00           C  
HETATM   27  O6  UNL     1       1.822   2.148  -3.269  1.00  0.00           O  
HETATM   28  O7  UNL     1      -0.491   1.814  -3.422  1.00  0.00           O  
HETATM   29  C22 UNL     1      -1.381   1.090  -2.648  1.00  0.00           C  
HETATM   30  O8  UNL     1      -2.624   1.045  -2.919  1.00  0.00           O  
HETATM   31  H1  UNL     1       3.906  -1.277   2.586  1.00  0.00           H  
HETATM   32  H2  UNL     1       5.461  -2.047   2.974  1.00  0.00           H  
HETATM   33  H3  UNL     1       5.512  -0.522   2.058  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.897  -2.105   0.397  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.729  -3.289   1.069  1.00  0.00           H  
HETATM   36  H6  UNL     1       2.826  -1.806   0.462  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.896  -2.225  -0.990  1.00  0.00           H  
HETATM   38  H8  UNL     1       5.037  -0.205  -0.862  1.00  0.00           H  
HETATM   39  H9  UNL     1       4.195   0.389   0.577  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.127  -0.134  -2.205  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.272   1.436  -1.358  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.378  -0.826  -0.560  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.202   0.336   1.380  1.00  0.00           H  
HETATM   44  H14 UNL     1       2.516   1.409   0.944  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.349   1.717   1.950  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.943   0.923   3.295  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.697   1.570   0.277  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.120  -1.230   1.988  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.532  -0.185   2.075  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.178  -2.452   1.414  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.953  -2.516   0.103  1.00  0.00           H  
HETATM   52  H22 UNL     1      -5.389  -0.628   0.300  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.256  -0.755  -1.115  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.805  -2.238  -1.819  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.262  -2.785  -0.121  1.00  0.00           H  
HETATM   56  H26 UNL     1      -4.701  -3.322  -0.915  1.00  0.00           H  
HETATM   57  H27 UNL     1      -0.508  -1.054   0.033  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.912  -1.225  -0.991  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   40   41
CONECT    6    7   25   42
CONECT    7    8   43   44
CONECT    8    9    9   13
CONECT    9   10   15
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   14
CONECT   15   16   17   45
CONECT   16   46
CONECT   17   18   19   23
CONECT   18   47
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   54   55   56
CONECT   23   24   57   58
CONECT   24   25   25   29
CONECT   25   26
CONECT   26   27   27   28
CONECT   28   29
CONECT   29   30   30
END

HMDB0034876
     RDKit          3D
Castaneiolide
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.9394   -1.4623    2.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -2.2134    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8108   -1.6919   -0.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0468   -0.2176   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9861    0.3515   -1.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046    0.2691   -0.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5057    1.0368    0.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781    2.1970    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6712    2.2678    0.7449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    3.6196    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2988    4.1051    0.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1062    4.3182   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9833    3.4635   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1044    3.8161   -0.6716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    1.2325    1.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356    0.5337    2.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1773    0.2802    0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1488    0.9712   -0.2898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.7169    1.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -1.8002    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287   -1.2986   -0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -2.5273   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639   -0.4332   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6803    0.4390   -1.5476 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836    0.7694   -1.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520    1.6401   -2.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218    2.1480   -3.2688 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4905    1.8135   -3.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3814    1.0899   -2.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6240    1.0452   -2.9187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9060   -1.2771    2.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615   -2.0467    2.9736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -0.5223    2.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8969   -2.1049    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -3.2890    1.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258   -1.8056    0.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8963   -2.2254   -0.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373   -0.2052   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954    0.3885    0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1269   -0.1339   -2.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2720    1.4356   -1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780   -0.8258   -0.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019    0.3363    1.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5164    1.4090    0.9439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491    1.7165    1.9502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9427    0.9235    3.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6973    1.5700    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.2304    1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5323   -0.1847    2.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1779   -2.4522    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9534   -2.5161    0.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -0.6281    0.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2560   -0.7552   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -2.2377   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2621   -2.7846   -0.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7011   -3.3223   -0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5080   -1.0538    0.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -1.2247   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 25  6  1  0
 13  8  1  0
 29 24  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
 23 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methylthiomethyl butyric acid	HMDB
(Methylthio)methyl butyrate	HMDB
FEMA 3879	HMDB
Methyl 2-methylthiobutyrate	HMDB

Chemical Formula

C₂₂H₂₈O₈

Average Molecular Weight

420.4529

Monoisotopic Molecular Weight

420.178417872

IUPAC Name

10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

Traditional Name

10-butyl-9,10-dihydroxy-2-pentyl-6,14-dioxatricyclo[10.3.0.0⁴,⁸]pentadeca-1(12),4(8)-diene-5,7,13,15-tetrone

CAS Registry Number

125300-50-7

SMILES

CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O

InChI Identifier

InChI=1S/C22H28O8/c1-3-5-7-8-12-10-13-16(21(27)29-18(13)24)17(23)22(28,9-6-4-2)11-14-15(12)20(26)30-19(14)25/h12,17,23,28H,3-11H2,1-2H3

InChI Key

RKHYCZRKSYBVGA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tetracarboxylic acids and derivatives

Direct Parent

Tetracarboxylic acids and derivatives

Alternative Parents

Substituents

Tetracarboxylic acid or derivatives
2-furanone
Carboxylic acid anhydride
Dihydrofuran
Tertiary alcohol
1,2-diol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0034876)

Exogenous

Food

Food (HMDB: HMDB0034876)

Exogenous (HMDB: HMDB0034876)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0034876)

Role

Biological role

Energy source (HMDB: HMDB0034876)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034876)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 163 °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	0.38 g/L	ALOGPS
logP	2.29	ALOGPS
logP	3.67	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	12.97	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.42 m³·mol⁻¹	ChemAxon
Polarizability	42.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.919	31661259
DarkChem	[M-H]-	196.903	31661259
DeepCCS	[M+H]+	204.653	30932474
DeepCCS	[M-H]-	202.068	30932474
DeepCCS	[M-2H]-	237.053	30932474
DeepCCS	[M+Na]+	213.219	30932474
AllCCS	[M+H]+	200.7	32859911
AllCCS	[M+H-H2O]+	198.3	32859911
AllCCS	[M+NH4]+	202.9	32859911
AllCCS	[M+Na]+	203.6	32859911
AllCCS	[M-H]-	204.1	32859911
AllCCS	[M+Na-2H]-	205.0	32859911
AllCCS	[M+HCOO]-	206.1	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.	8.92 minutes	32390414
Predicted by Siyang on May 30, 2022	19.9518 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3481.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	429.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	217.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	215.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	850.5 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	1039.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1728.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	655.3 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	2112.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	572.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	556.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	493.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	409.4 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	84.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Castaneiolide	CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O	5420.2	Standard polar	33892256
Castaneiolide	CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O	3177.8	Standard non polar	33892256
Castaneiolide	CCCCCC1CC2=C(C(O)C(O)(CCCC)CC3=C1C(=O)OC3=O)C(=O)OC2=O	3325.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Castaneiolide,1TMS,isomer #1	CCCCCC1CC2=C(C(=O)OC2=O)C(O[Si](C)(C)C)C(O)(CCCC)CC2=C1C(=O)OC2=O	3398.2	Semi standard non polar	33892256
Castaneiolide,1TMS,isomer #2	CCCCCC1CC2=C(C(=O)OC2=O)C(O)C(CCCC)(O[Si](C)(C)C)CC2=C1C(=O)OC2=O	3427.7	Semi standard non polar	33892256
Castaneiolide,2TMS,isomer #1	CCCCCC1CC2=C(C(=O)OC2=O)C(O[Si](C)(C)C)C(CCCC)(O[Si](C)(C)C)CC2=C1C(=O)OC2=O	3399.8	Semi standard non polar	33892256
Castaneiolide,1TBDMS,isomer #1	CCCCCC1CC2=C(C(=O)OC2=O)C(O[Si](C)(C)C(C)(C)C)C(O)(CCCC)CC2=C1C(=O)OC2=O	3630.1	Semi standard non polar	33892256
Castaneiolide,1TBDMS,isomer #2	CCCCCC1CC2=C(C(=O)OC2=O)C(O)C(CCCC)(O[Si](C)(C)C(C)(C)C)CC2=C1C(=O)OC2=O	3658.1	Semi standard non polar	33892256
Castaneiolide,2TBDMS,isomer #1	CCCCCC1CC2=C(C(=O)OC2=O)C(O[Si](C)(C)C(C)(C)C)C(CCCC)(O[Si](C)(C)C(C)(C)C)CC2=C1C(=O)OC2=O	3886.6	Semi standard non polar	33892256

Spectra

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

FDB013451

KNApSAcK ID

C00054136

Chemspider ID

325115

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

366241

PDB ID

Not Available

ChEBI ID

175360

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 Castaneiolide (HMDB0034876)

MOL for HMDB0034876 (Castaneiolide)

3D MOL for HMDB0034876 (Castaneiolide)

3D SDF for HMDB0034876 (Castaneiolide)

3D-SDF for HMDB0034876 (Castaneiolide)

PDB for HMDB0034876 (Castaneiolide)

3D PDB for HMDB0034876 (Castaneiolide)

SMILES for HMDB0034876 (Castaneiolide)

INCHI for HMDB0034876 (Castaneiolide)

Structure for HMDB0034876 (Castaneiolide)

3D Structure for HMDB0034876 (Castaneiolide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized