Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:02:30 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041363

Secondary Accession Numbers

HMDB41363

Metabolite Identification

Common Name

Secoeremopetasitolide B

Description

Secoeremopetasitolide B belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review a small amount of articles have been published on Secoeremopetasitolide B.

Structure

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


  Mrv0541 05061312372D          

 28 30  0  0  0  0            999 V2000
   -0.5368    1.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2849   -3.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1455   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745   -1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    1.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605   -0.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5773    0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4220   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262   -2.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9228   -1.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -1.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -0.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -3.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.0287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -4.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -2.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067   -0.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -2.1055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494   -0.9507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821   -3.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 21  5  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25  6  1  0  0  0  0
 25 20  1  0  0  0  0
 26 14  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  1  0  0  0  0
 27 17  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END

HMDB0041363
     RDKit          3D
Secoeremopetasitolide B
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.6347   -1.7950   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4630   -1.8855   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491   -1.3349    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305   -1.4602    1.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -0.5943   -0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.4783   -1.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.0019    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    0.7046   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    2.1966   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    2.7374    1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    2.0681    2.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    4.1959    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    4.8806    1.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065    4.4402   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    3.2536   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    3.1771   -2.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.2291   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.1627   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926    0.0559    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209    1.2483    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5295   -1.1312    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7651   -2.4411    1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972   -2.2659    0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -1.1617   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -1.4713   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221   -0.9302   -2.3661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -1.9030   -3.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3221   -1.0691   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591   -2.3514   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -0.7456   -2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -2.2466   -2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058   -2.4287    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -2.5526    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -1.1875    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8856    2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    0.5808   -1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.1871    2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    2.7996    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1905    1.8094    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    4.5587    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    4.8632    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070    0.9058   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.1240   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740    2.2236   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7750   -0.1360    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257    1.2425    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    1.2368    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    2.2160    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.1712    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4581   -3.2131    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -2.6846    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564   -3.1883   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.1441    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978   -1.1664   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -2.5958   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -2.5080   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.6162   -3.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -1.3524   -4.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 15  9  1  0
 24 17  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  8 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END


  Mrv0541 05061312372D          

 28 30  0  0  0  0            999 V2000
   -0.5368    1.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3803    0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2849   -3.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1455   -2.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1422   -0.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0745   -1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    1.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9605   -0.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5773    0.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4220   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2262   -2.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9228   -1.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0655   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -1.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -0.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8920   -3.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003   -2.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -1.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -1.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2089    0.0287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6198   -4.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783   -2.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3067   -0.8284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -2.1055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2494   -0.9507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821   -3.4385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  2  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 15  1  0  0  0  0
 20 13  1  0  0  0  0
 21  5  1  0  0  0  0
 21 12  1  0  0  0  0
 21 13  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  1  0  0  0  0
 24 19  2  0  0  0  0
 25  6  1  0  0  0  0
 25 20  1  0  0  0  0
 26 14  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  1  0  0  0  0
 27 17  1  0  0  0  0
 28 18  1  0  0  0  0
 28 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041363

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1OC2CCC1C(C)(C(OC(=O)C(\C)=C/C)C1=C(C)C(O)OC1=O)C2C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O7/c1-7-10(2)17(22)27-16(15-11(3)18(23)28-19(15)24)21(5)12(4)14-9-8-13(21)20(25-6)26-14/h7,12-14,16,18,20,23H,8-9H2,1-6H3/b10-7-

> <INCHI_KEY>
YEMKZDPASIYASW-YFHOEESVSA-N

> <FORMULA>
C21H30O7

> <MOLECULAR_WEIGHT>
394.4587

> <EXACT_MASS>
394.199153314

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.08388194491568

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5-hydroxy-4-methyl-2-oxo-2,5-dihydrofuran-3-yl)({3-methoxy-5,6-dimethyl-2-oxabicyclo[2.2.2]octan-5-yl})methyl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
3.528324584666666

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.40768599327895

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.614602039499557

> <JCHEM_PKA_STRONGEST_BASIC>
-4.017444809805377

> <JCHEM_POLAR_SURFACE_AREA>
91.29

> <JCHEM_REFRACTIVITY>
101.20179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-hydroxy-4-methyl-2-oxo-5H-furan-3-yl)({3-methoxy-5,6-dimethyl-2-oxabicyclo[2.2.2]octan-5-yl})methyl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041363
     RDKit          3D
Secoeremopetasitolide B
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.6347   -1.7950   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4630   -1.8855   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491   -1.3349    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305   -1.4602    1.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -0.5943   -0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.4783   -1.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.0019    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    0.7046   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    2.1966   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    2.7374    1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    2.0681    2.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    4.1959    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    4.8806    1.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065    4.4402   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    3.2536   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    3.1771   -2.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.2291   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.1627   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926    0.0559    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209    1.2483    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5295   -1.1312    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7651   -2.4411    1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972   -2.2659    0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -1.1617   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -1.4713   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221   -0.9302   -2.3661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -1.9030   -3.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3221   -1.0691   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591   -2.3514   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -0.7456   -2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -2.2466   -2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058   -2.4287    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -2.5526    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -1.1875    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8856    2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    0.5808   -1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.1871    2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    2.7996    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1905    1.8094    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    4.5587    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    4.8632    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070    0.9058   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.1240   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740    2.2236   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7750   -0.1360    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257    1.2425    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    1.2368    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    2.2160    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.1712    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4581   -3.2131    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -2.6846    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564   -3.1883   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.1441    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978   -1.1664   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -2.5958   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -2.5080   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.6162   -3.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -1.3524   -4.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 15  9  1  0
 24 17  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  8 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 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      -1.002   2.650   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.443   0.468   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.532  -6.387   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.272  -5.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.265  -1.082   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.739  -2.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.501   2.296   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.793  -0.213   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.250  -1.344   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.944   0.822   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.788  -5.596   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.422  -3.953   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.723  -1.886   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.989  -3.283   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.720  -4.371   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.277  -2.896   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.889  -0.300   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.665  -6.862   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.174  -4.879   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.101  -2.506   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.222  -2.543   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.390   0.054   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.157  -8.316   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.439  -4.001   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.306  -1.546   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.386  -3.930   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.332  -1.775   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.140  -6.419   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   21                                                            
CONECT    6   25                                                            
CONECT    7    1   10                                                       
CONECT    8    9   13                                                       
CONECT    9    8   14                                                       
CONECT   10    2    7   17                                                  
CONECT   11    3   15   18                                                  
CONECT   12    4   14   21                                                  
CONECT   13    8   20   21                                                  
CONECT   14    9   12   26                                                  
CONECT   15   11   16   19                                                  
CONECT   16   15   21   27                                                  
CONECT   17   10   22   27                                                  
CONECT   18   11   23   28                                                  
CONECT   19   15   24   28                                                  
CONECT   20   13   25   26                                                  
CONECT   21    5   12   13   16                                             
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25    6   20                                                       
CONECT   26   14   20                                                       
CONECT   27   16   17                                                       
CONECT   28   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0041363
HETATM    1  C1  UNL     1       4.635  -1.795  -1.667  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.463  -1.885  -0.204  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.449  -1.335   0.432  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.331  -1.460   1.906  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.422  -0.594  -0.274  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.506  -0.478  -1.515  1.00  0.00           O  
HETATM    7  O2  UNL     1       1.342  -0.002   0.358  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.363   0.705  -0.316  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.551   2.197  -0.151  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.881   2.737   1.006  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.126   2.068   2.313  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.989   4.196   0.823  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.062   4.881   1.637  1.00  0.00           O  
HETATM   14  O4  UNL     1       0.607   4.440  -0.485  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.372   3.254  -1.121  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.060   3.177  -2.354  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.032   0.229  -0.271  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.915   1.163  -1.069  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.593   0.056   1.130  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.421   1.248   1.559  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.530  -1.131   1.094  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.765  -2.441   1.071  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.697  -2.266   0.007  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.143  -1.162  -0.917  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.629  -1.471  -1.178  1.00  0.00           C  
HETATM   26  O6  UNL     1      -3.022  -0.930  -2.366  1.00  0.00           O  
HETATM   27  C21 UNL     1      -3.416  -1.903  -3.292  1.00  0.00           C  
HETATM   28  O7  UNL     1      -3.322  -1.069  -0.055  1.00  0.00           O  
HETATM   29  H1  UNL     1       5.559  -2.351  -1.997  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.759  -0.746  -2.022  1.00  0.00           H  
HETATM   31  H3  UNL     1       3.822  -2.247  -2.251  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.206  -2.429   0.363  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.457  -2.553   2.140  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.320  -1.188   2.253  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.138  -0.886   2.429  1.00  0.00           H  
HETATM   36  H8  UNL     1       0.655   0.581  -1.435  1.00  0.00           H  
HETATM   37  H9  UNL     1       1.759   1.187   2.271  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.684   2.800   2.964  1.00  0.00           H  
HETATM   39  H11 UNL     1       0.190   1.809   2.846  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.022   4.559   1.056  1.00  0.00           H  
HETATM   41  H13 UNL     1      -0.836   4.863   1.262  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.007   0.906  -0.982  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.625   1.124  -2.126  1.00  0.00           H  
HETATM   44  H16 UNL     1      -1.774   2.224  -0.709  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.775  -0.136   1.859  1.00  0.00           H  
HETATM   46  H18 UNL     1      -3.426   1.242   1.090  1.00  0.00           H  
HETATM   47  H19 UNL     1      -2.588   1.237   2.655  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.953   2.216   1.318  1.00  0.00           H  
HETATM   49  H21 UNL     1      -3.204  -1.171   1.968  1.00  0.00           H  
HETATM   50  H22 UNL     1      -2.458  -3.213   0.736  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.365  -2.685   2.055  1.00  0.00           H  
HETATM   52  H24 UNL     1      -0.656  -3.188  -0.612  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.263  -2.144   0.485  1.00  0.00           H  
HETATM   54  H26 UNL     1      -0.598  -1.166  -1.874  1.00  0.00           H  
HETATM   55  H27 UNL     1      -2.728  -2.596  -1.254  1.00  0.00           H  
HETATM   56  H28 UNL     1      -4.271  -2.508  -2.920  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.578  -2.616  -3.433  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.667  -1.352  -4.234  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3   32
CONECT    3    4    5
CONECT    4   33   34   35
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   17   36
CONECT    9   10   10   15
CONECT   10   11   12
CONECT   11   37   38   39
CONECT   12   13   14   40
CONECT   13   41
CONECT   14   15
CONECT   15   16   16
CONECT   17   18   19   24
CONECT   18   42   43   44
CONECT   19   20   21   45
CONECT   20   46   47   48
CONECT   21   22   28   49
CONECT   22   23   50   51
CONECT   23   24   52   53
CONECT   24   25   54
CONECT   25   26   28   55
CONECT   26   27
CONECT   27   56   57   58
END

HMDB0041363
     RDKit          3D
Secoeremopetasitolide B
 58 60  0  0  0  0  0  0  0  0999 V2000
    4.6347   -1.7950   -1.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4630   -1.8855   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4491   -1.3349    0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3305   -1.4602    1.9061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225   -0.5943   -0.2744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5057   -0.4783   -1.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.0019    0.3585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3631    0.7046   -0.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5507    2.1966   -0.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8812    2.7374    1.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1262    2.0681    2.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    4.1959    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0622    4.8806    1.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065    4.4402   -0.4851 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722    3.2536   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    3.1771   -2.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0321    0.2291   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9146    1.1627   -1.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5926    0.0559    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209    1.2483    1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5295   -1.1312    1.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7651   -2.4411    1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6972   -2.2659    0.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1435   -1.1617   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293   -1.4713   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0221   -0.9302   -2.3661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160   -1.9030   -3.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3221   -1.0691   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591   -2.3514   -1.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7590   -0.7456   -2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8219   -2.2466   -2.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058   -2.4287    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4569   -2.5526    2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3196   -1.1875    2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381   -0.8856    2.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6548    0.5808   -1.4351 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594    1.1871    2.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839    2.7996    2.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1905    1.8094    2.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    4.5587    1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8355    4.8632    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070    0.9058   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6255    1.1240   -2.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740    2.2236   -0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7750   -0.1360    1.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4257    1.2425    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878    1.2368    2.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    2.2160    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2045   -1.1712    1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4581   -3.2131    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648   -2.6846    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564   -3.1883   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -2.1441    0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5978   -1.1664   -1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276   -2.5958   -1.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2710   -2.5080   -2.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779   -2.6162   -3.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674   -1.3524   -4.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 15  9  1  0
 24 17  1  0
 28 21  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  4 35  1  0
  8 36  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 27 56  1  0
 27 57  1  0
 27 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-Hydroxy-4-methyl-2-oxo-2,5-dihydrofuran-3-yl)({3-methoxy-5,6-dimethyl-2-oxabicyclo[2.2.2]octan-5-yl})methyl (2Z)-2-methylbut-2-enoic acid	HMDB

Chemical Formula

C₂₁H₃₀O₇

Average Molecular Weight

394.4587

Monoisotopic Molecular Weight

394.199153314

IUPAC Name

(5-hydroxy-4-methyl-2-oxo-2,5-dihydrofuran-3-yl)({3-methoxy-5,6-dimethyl-2-oxabicyclo[2.2.2]octan-5-yl})methyl (2Z)-2-methylbut-2-enoate

Traditional Name

(5-hydroxy-4-methyl-2-oxo-5H-furan-3-yl)({3-methoxy-5,6-dimethyl-2-oxabicyclo[2.2.2]octan-5-yl})methyl (2Z)-2-methylbut-2-enoate

CAS Registry Number

178402-71-6

SMILES

COC1OC2CCC1C(C)(C(OC(=O)C(\C)=C/C)C1=C(C)C(O)OC1=O)C2C

InChI Identifier

InChI=1S/C21H30O7/c1-7-10(2)17(22)27-16(15-11(3)18(23)28-19(15)24)21(5)12(4)14-9-8-13(21)20(25-6)26-14/h7,12-14,16,18,20,23H,8-9H2,1-6H3/b10-7-

InChI Key

YEMKZDPASIYASW-YFHOEESVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Eremophilanolide or secoeremophilanolide
Sesquiterpenoid
Fatty acid ester
2-furanone
Dicarboxylic acid or derivatives
Fatty acyl
Oxane
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Hemiacetal
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041363)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041363)

Source

Endogenous

Endogenous (HMDB: HMDB0041363)

Animal

Animal (HMDB: HMDB0041363)

Plant

Plant (HMDB: HMDB0041363)

Exogenous

Food

Food (HMDB: HMDB0041363)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0041363)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0041363)

Cellular process

Cell signaling (HMDB: HMDB0041363)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0041363)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041363)

Nutrient

Nutrient (HMDB: HMDB0041363)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041363)

Emulsifier (HMDB: HMDB0041363)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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	2.47	ALOGPS
logP	3.53	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.61	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.2 m³·mol⁻¹	ChemAxon
Polarizability	41.08 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]+	191.652	31661259
DarkChem	[M-H]-	188.874	31661259
DeepCCS	[M+H]+	196.746	30932474
DeepCCS	[M-H]-	194.388	30932474
DeepCCS	[M-2H]-	228.663	30932474
DeepCCS	[M+Na]+	203.891	30932474
AllCCS	[M+H]+	192.6	32859911
AllCCS	[M+H-H2O]+	190.1	32859911
AllCCS	[M+NH4]+	194.9	32859911
AllCCS	[M+Na]+	195.5	32859911
AllCCS	[M-H]-	197.4	32859911
AllCCS	[M+Na-2H]-	198.1	32859911
AllCCS	[M+HCOO]-	199.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Secoeremopetasitolide B	COC1OC2CCC1C(C)(C(OC(=O)C(\C)=C/C)C1=C(C)C(O)OC1=O)C2C	3628.9	Standard polar	33892256
Secoeremopetasitolide B	COC1OC2CCC1C(C)(C(OC(=O)C(\C)=C/C)C1=C(C)C(O)OC1=O)C2C	2588.4	Standard non polar	33892256
Secoeremopetasitolide B	COC1OC2CCC1C(C)(C(OC(=O)C(\C)=C/C)C1=C(C)C(O)OC1=O)C2C	2682.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Secoeremopetasitolide B,1TMS,isomer #1	C/C=C(/C)C(=O)OC(C1=C(C)C(O[Si](C)(C)C)OC1=O)C1(C)C(C)C2CCC1C(OC)O2	2821.0	Semi standard non polar	33892256
Secoeremopetasitolide B,1TBDMS,isomer #1	C/C=C(/C)C(=O)OC(C1=C(C)C(O[Si](C)(C)C(C)(C)C)OC1=O)C1(C)C(C)C2CCC1C(OC)O2	3050.7	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 - Secoeremopetasitolide B GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9012000000-a52c2f0b2b8250370c09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secoeremopetasitolide B GC-MS (1 TMS) - 70eV, Positive	splash10-0khi-9102200000-953d50c330f84e0c872c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Secoeremopetasitolide B 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 - Secoeremopetasitolide B 10V, Negative-QTOF	splash10-0006-1009000000-91a90a422e4f467af713	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 20V, Negative-QTOF	splash10-0002-4039000000-0a32e061c35134362a05	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 40V, Negative-QTOF	splash10-066s-9172000000-e9f26d827435c22280a1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 10V, Negative-QTOF	splash10-0005-8009000000-a9d24d123e92913997cf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 20V, Negative-QTOF	splash10-0006-3229000000-bcbc8ca7795c5db7bdb0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 40V, Negative-QTOF	splash10-0a4i-9001000000-51383bd43bb3e799a4f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 10V, Positive-QTOF	splash10-000t-4029000000-c025cff01e0315f7c4cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 20V, Positive-QTOF	splash10-053r-9133000000-f348089b4e50c92df8cf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 40V, Positive-QTOF	splash10-053r-9300000000-1c0f4e636bc112d61c07	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 10V, Positive-QTOF	splash10-0002-0329000000-0fd4a52a8fe8e18a2a71	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 20V, Positive-QTOF	splash10-000t-0923000000-db6a7a4e6c3e0d0c6dab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Secoeremopetasitolide B 40V, Positive-QTOF	splash10-05q9-4902000000-b8fd1dd887632721798f	2021-09-23	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

FDB021286

KNApSAcK ID

C00057156

Chemspider ID

35015157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753121

PDB ID

Not Available

ChEBI ID

175963

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Secoeremopetasitolide B (HMDB0041363)

MOL for HMDB0041363 (Secoeremopetasitolide B)

3D MOL for HMDB0041363 (Secoeremopetasitolide B)

3D SDF for HMDB0041363 (Secoeremopetasitolide B)

3D-SDF for HMDB0041363 (Secoeremopetasitolide B)

PDB for HMDB0041363 (Secoeremopetasitolide B)

3D PDB for HMDB0041363 (Secoeremopetasitolide B)

SMILES for HMDB0041363 (Secoeremopetasitolide B)

INCHI for HMDB0041363 (Secoeremopetasitolide B)

Structure for HMDB0041363 (Secoeremopetasitolide B)

3D Structure for HMDB0041363 (Secoeremopetasitolide B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra