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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:34:41 UTC

Update Date

2022-03-07 02:56:49 UTC

HMDB ID

HMDB0040956

Secondary Accession Numbers

HMDB40956

Metabolite Identification

Common Name

9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate

Description

9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate.

Structure

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


  Mrv0541 05061312162D          

 27 28  0  0  0  0            999 V2000
   -0.1484   -0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199   -0.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0960   -0.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467    0.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467    1.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9577    0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801    1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7215   -1.3684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    0.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -2.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947   -2.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963   -2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  2  0  0  0  0
  4 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

HMDB0040956
     RDKit          3D
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate
 59 60  0  0  0  0  0  0  0  0999 V2000
    1.0032    0.6288   -2.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    0.4681   -0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.3590    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.4478    0.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.1910    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0537   -0.8413   -0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    1.0517    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2157    0.8173    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2835    1.7351    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -0.3416   -0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7256   -0.7999    1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408   -0.9724    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -2.4024    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.8403   -0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204   -2.5782    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    0.0386    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.0671   -0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3434    2.1752    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    2.1270    1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615    2.9564    2.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3869    0.9372    1.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    1.3145    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467    2.2049    1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    0.1884    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -0.1785   -1.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6093   -1.3833   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4106    0.5612   -2.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928    1.2339   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.1893   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.1806   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    1.9106    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.4850    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    1.6732   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121    2.7948    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1912   -0.2939   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2884   -1.2782   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -0.4228   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -1.8086    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129   -0.1456    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441   -0.8457    2.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -3.1266    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -3.7381   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -3.2078   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -2.0999   -1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413   -2.3132   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -2.1029    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -3.6819    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450   -0.4386   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627    1.5232   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    2.0466    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2316    3.1229    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    0.3496    1.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860    1.8399   -0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    3.2428    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265    2.1592    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.9096    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381   -1.0184   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1638   -1.9839   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7129   -2.0072   -0.6038 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  2  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 17  2  1  0
 21 16  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv0541 05061312162D          

 27 28  0  0  0  0            999 V2000
   -0.1484   -0.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1484    2.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199   -0.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0960   -0.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467    0.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6467    1.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1316    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9577    0.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.9240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656   -1.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801    1.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7215   -1.3684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    0.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    1.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4238    0.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -2.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947   -2.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7963   -2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1388    1.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  1 15  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  2  0  0  0  0
  4 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 18 24  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040956

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1CC(OC(=O)C=C(C)C)C(=C)C2CC(=O)C(C(C)OC(C)=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O5/c1-11(2)8-20(25)27-19-10-16(12(3)4)22-17(13(19)5)9-18(24)21(22)14(6)26-15(7)23/h8,12,14,16-17,19,21-22H,5,9-10H2,1-4,6-7H3

> <INCHI_KEY>
VUQPPZBQPRNJCH-UHFFFAOYSA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.4865

> <EXACT_MASS>
376.224974134

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.892652000451456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[1-(acetyloxy)ethyl]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl 3-methylbut-2-enoate

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.9509078693333346

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.16527458479869

> <JCHEM_PKA_STRONGEST_BASIC>
-6.545611278071427

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
103.35739999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[1-(acetyloxy)ethyl]-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl 3-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040956
     RDKit          3D
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate
 59 60  0  0  0  0  0  0  0  0999 V2000
    1.0032    0.6288   -2.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    0.4681   -0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.3590    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.4478    0.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.1910    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0537   -0.8413   -0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    1.0517    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2157    0.8173    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2835    1.7351    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -0.3416   -0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7256   -0.7999    1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408   -0.9724    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -2.4024    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.8403   -0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204   -2.5782    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    0.0386    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.0671   -0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3434    2.1752    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    2.1270    1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615    2.9564    2.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3869    0.9372    1.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    1.3145    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467    2.2049    1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    0.1884    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -0.1785   -1.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6093   -1.3833   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4106    0.5612   -2.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928    1.2339   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.1893   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.1806   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    1.9106    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.4850    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    1.6732   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121    2.7948    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1912   -0.2939   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2884   -1.2782   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -0.4228   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -1.8086    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129   -0.1456    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441   -0.8457    2.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -3.1266    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -3.7381   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -3.2078   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -2.0999   -1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413   -2.3132   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -2.1029    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -3.6819    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450   -0.4386   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627    1.5232   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    2.0466    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2316    3.1229    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    0.3496    1.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860    1.8399   -0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    3.2428    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265    2.1592    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.9096    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381   -1.0184   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1638   -1.9839   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7129   -2.0072   -0.6038 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  2  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 17  2  1  0
 21 16  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  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      -0.277  -0.185   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.057   0.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.057   2.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.277   2.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.277   4.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.450  -1.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.913  -1.182   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.074   0.109   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.609   0.585   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.609   2.125   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.074   2.601   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.979   1.355   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.521   1.355   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.611  -2.494   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.278  -1.725   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.056  -2.495   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.390   2.895   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.213  -2.554   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.724   2.125   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.056   2.895   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.724   0.585   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.391   2.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.391   0.585   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.052  -3.846   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.590  -3.765   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.353  -5.218   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.726   2.895   0.000  0.00  0.00           C+0
CONECT    1    2    9   15                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    6    8   18                                                  
CONECT    8    7    9   12                                                  
CONECT    9    1    8   10                                                  
CONECT   10    4    9   11                                                  
CONECT   11   10   12                                                       
CONECT   12    8   11   13                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    1   14   16                                                  
CONECT   16   15                                                            
CONECT   17    3   19                                                       
CONECT   18    7   24                                                       
CONECT   19   17   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21   19                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22                                                            
CONECT   24   18   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0040956
HETATM    1  C1  UNL     1       1.003   0.629  -2.144  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.624   0.468  -0.906  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.454  -0.359   0.005  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.557   0.448   0.389  1.00  0.00           O  
HETATM    5  C4  UNL     1       3.861   0.191   0.033  1.00  0.00           C  
HETATM    6  O2  UNL     1       4.054  -0.841  -0.684  1.00  0.00           O  
HETATM    7  C5  UNL     1       4.960   1.052   0.454  1.00  0.00           C  
HETATM    8  C6  UNL     1       6.216   0.817   0.120  1.00  0.00           C  
HETATM    9  C7  UNL     1       7.284   1.735   0.583  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.613  -0.342  -0.710  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.726  -0.800   1.228  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.741  -0.972   1.104  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.138  -2.402   0.744  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.544  -2.840  -0.572  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.620  -2.578   0.665  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.461   0.039   0.284  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.590   1.067  -0.366  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.343   2.175   0.621  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.575   2.127   1.450  1.00  0.00           C  
HETATM   20  O3  UNL     1      -1.862   2.956   2.289  1.00  0.00           O  
HETATM   21  C18 UNL     1      -2.387   0.937   1.106  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.623   1.315   0.336  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.447   2.205   1.274  1.00  0.00           C  
HETATM   24  O4  UNL     1      -4.394   0.188   0.065  1.00  0.00           O  
HETATM   25  C21 UNL     1      -4.786  -0.179  -1.222  1.00  0.00           C  
HETATM   26  C22 UNL     1      -5.609  -1.383  -1.496  1.00  0.00           C  
HETATM   27  O5  UNL     1      -4.411   0.561  -2.167  1.00  0.00           O  
HETATM   28  H1  UNL     1       0.393   1.234  -2.806  1.00  0.00           H  
HETATM   29  H2  UNL     1       1.901   0.189  -2.555  1.00  0.00           H  
HETATM   30  H3  UNL     1       1.874  -1.181  -0.604  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.714   1.911   1.063  1.00  0.00           H  
HETATM   32  H5  UNL     1       7.464   1.485   1.661  1.00  0.00           H  
HETATM   33  H6  UNL     1       8.202   1.673  -0.018  1.00  0.00           H  
HETATM   34  H7  UNL     1       6.912   2.795   0.598  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.191  -0.294  -1.733  1.00  0.00           H  
HETATM   36  H9  UNL     1       6.288  -1.278  -0.167  1.00  0.00           H  
HETATM   37  H10 UNL     1       7.716  -0.423  -0.760  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.157  -1.809   1.505  1.00  0.00           H  
HETATM   39  H12 UNL     1       1.013  -0.146   2.084  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.144  -0.846   2.157  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.766  -3.127   1.499  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.124  -3.738  -0.898  1.00  0.00           H  
HETATM   43  H16 UNL     1       0.505  -3.208  -0.448  1.00  0.00           H  
HETATM   44  H17 UNL     1      -0.654  -2.100  -1.375  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.041  -2.313  -0.326  1.00  0.00           H  
HETATM   46  H19 UNL     1      -3.174  -2.103   1.503  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.826  -3.682   0.776  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.045  -0.439  -0.556  1.00  0.00           H  
HETATM   49  H22 UNL     1      -1.163   1.523  -1.216  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.583   2.047   1.211  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.232   3.123   0.066  1.00  0.00           H  
HETATM   52  H25 UNL     1      -2.694   0.350   1.996  1.00  0.00           H  
HETATM   53  H26 UNL     1      -3.386   1.840  -0.599  1.00  0.00           H  
HETATM   54  H27 UNL     1      -4.113   3.243   1.061  1.00  0.00           H  
HETATM   55  H28 UNL     1      -5.527   2.159   1.029  1.00  0.00           H  
HETATM   56  H29 UNL     1      -4.332   1.910   2.320  1.00  0.00           H  
HETATM   57  H30 UNL     1      -6.638  -1.018  -1.774  1.00  0.00           H  
HETATM   58  H31 UNL     1      -5.164  -1.984  -2.321  1.00  0.00           H  
HETATM   59  H32 UNL     1      -5.713  -2.007  -0.604  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   17
CONECT    3    4   11   30
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    8   31
CONECT    8    9   10
CONECT    9   32   33   34
CONECT   10   35   36   37
CONECT   11   12   38   39
CONECT   12   13   16   40
CONECT   13   14   15   41
CONECT   14   42   43   44
CONECT   15   45   46   47
CONECT   16   17   21   48
CONECT   17   18   49
CONECT   18   19   50   51
CONECT   19   20   20   21
CONECT   21   22   52
CONECT   22   23   24   53
CONECT   23   54   55   56
CONECT   24   25
CONECT   25   26   27   27
CONECT   26   57   58   59
END

HMDB0040956
     RDKit          3D
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate
 59 60  0  0  0  0  0  0  0  0999 V2000
    1.0032    0.6288   -2.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    0.4681   -0.9064 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4539   -0.3590    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566    0.4478    0.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    0.1910    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0537   -0.8413   -0.6839 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    1.0517    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2157    0.8173    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2835    1.7351    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -0.3416   -0.7099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7256   -0.7999    1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408   -0.9724    1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -2.4024    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -2.8403   -0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204   -2.5782    0.6647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4609    0.0386    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5901    1.0671   -0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3434    2.1752    0.6214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751    2.1270    1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8615    2.9564    2.2892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3869    0.9372    1.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6226    1.3145    0.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4467    2.2049    1.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    0.1884    0.0647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -0.1785   -1.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6093   -1.3833   -1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4106    0.5612   -2.1669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928    1.2339   -2.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.1893   -2.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8737   -1.1806   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7144    1.9106    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4640    1.4850    1.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2022    1.6732   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9121    2.7948    0.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1912   -0.2939   -1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2884   -1.2782   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -0.4228   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1572   -1.8086    1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0129   -0.1456    2.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441   -0.8457    2.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7658   -3.1266    1.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -3.7381   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5051   -3.2078   -0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -2.0999   -1.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0413   -2.3132   -0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736   -2.1029    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8255   -3.6819    0.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0450   -0.4386   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627    1.5232   -1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5832    2.0466    1.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2316    3.1229    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6942    0.3496    1.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3860    1.8399   -0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127    3.2428    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265    2.1592    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.9096    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381   -1.0184   -1.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1638   -1.9839   -2.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7129   -2.0072   -0.6038 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  2  0
  5  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 17  2  1  0
 21 16  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9a-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate	Generator
9a-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acid	Generator
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acid	Generator
9Α-(3-methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate	Generator
9Α-(3-methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetic acid	Generator
1-[1-(Acetyloxy)ethyl]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl 3-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₂H₃₂O₅

Average Molecular Weight

376.4865

Monoisotopic Molecular Weight

376.224974134

IUPAC Name

1-[1-(acetyloxy)ethyl]-4-methylidene-2-oxo-7-(propan-2-yl)-octahydro-1H-inden-5-yl 3-methylbut-2-enoate

Traditional Name

1-[1-(acetyloxy)ethyl]-7-isopropyl-4-methylidene-2-oxo-hexahydro-1H-inden-5-yl 3-methylbut-2-enoate

CAS Registry Number

147742-09-4

SMILES

CC(C)C1CC(OC(=O)C=C(C)C)C(=C)C2CC(=O)C(C(C)OC(C)=O)C12

InChI Identifier

InChI=1S/C22H32O5/c1-11(2)8-20(25)27-19-10-16(12(3)4)22-17(13(19)5)9-18(24)21(22)14(6)26-15(7)23/h8,12,14,16-17,19,21-22H,5,9-10H2,1-4,6-7H3

InChI Key

VUQPPZBQPRNJCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Oplopane sesquiterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040956)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040956)

Source

Endogenous

Endogenous (HMDB: HMDB0040956)

Plant

Plant (HMDB: HMDB0040956)

Animal

Animal (HMDB: HMDB0040956)

Exogenous

Food

Food (HMDB: HMDB0040956)

Tea

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0040956)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0040956)

Cellular process

Cell signaling (HMDB: HMDB0040956)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0040956)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0040956)

Nutrient

Nutrient (HMDB: HMDB0040956)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040956)

Emulsifier (HMDB: HMDB0040956)

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	0.0049 g/L	ALOGPS
logP	3.55	ALOGPS
logP	3.95	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	19.17	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.36 m³·mol⁻¹	ChemAxon
Polarizability	41.89 Å³	ChemAxon
Number of Rings	2	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]+	187.949	31661259
DarkChem	[M-H]-	186.159	31661259
DeepCCS	[M-2H]-	235.032	30932474
DeepCCS	[M+Na]+	210.26	30932474
AllCCS	[M+H]+	192.1	32859911
AllCCS	[M+H-H2O]+	189.8	32859911
AllCCS	[M+NH4]+	194.3	32859911
AllCCS	[M+Na]+	194.9	32859911
AllCCS	[M-H]-	194.0	32859911
AllCCS	[M+Na-2H]-	195.0	32859911
AllCCS	[M+HCOO]-	196.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate	CC(C)C1CC(OC(=O)C=C(C)C)C(=C)C2CC(=O)C(C(C)OC(C)=O)C12	3256.7	Standard polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate	CC(C)C1CC(OC(=O)C=C(C)C)C(=C)C2CC(=O)C(C(C)OC(C)=O)C12	2329.6	Standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate	CC(C)C1CC(OC(=O)C=C(C)C)C(=C)C2CC(=O)C(C(C)OC(C)=O)C12	2408.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TMS,isomer #1	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C(C(C)OC(C)=O)=C(O[Si](C)(C)C)CC12	2505.5	Semi standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TMS,isomer #1	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C(C(C)OC(C)=O)=C(O[Si](C)(C)C)CC12	2531.6	Standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TMS,isomer #2	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C1C=C(O[Si](C)(C)C)C2C(C)OC(C)=O	2465.9	Semi standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TMS,isomer #2	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C1C=C(O[Si](C)(C)C)C2C(C)OC(C)=O	2502.7	Standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TBDMS,isomer #1	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C(C(C)OC(C)=O)=C(O[Si](C)(C)C(C)(C)C)CC12	2704.1	Semi standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TBDMS,isomer #1	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C(C(C)OC(C)=O)=C(O[Si](C)(C)C(C)(C)C)CC12	2744.9	Standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TBDMS,isomer #2	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C1C=C(O[Si](C)(C)C(C)(C)C)C2C(C)OC(C)=O	2664.7	Semi standard non polar	33892256
9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate,1TBDMS,isomer #2	C=C1C(OC(=O)C=C(C)C)CC(C(C)C)C2C1C=C(O[Si](C)(C)C(C)(C)C)C2C(C)OC(C)=O	2672.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9162000000-76992d54600476f6de27	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 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 - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 10V, Positive-QTOF	splash10-004r-5039000000-73e8c4f6e4d2059af7bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 20V, Positive-QTOF	splash10-000l-9021000000-ca7d440927b5e3e331a6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 40V, Positive-QTOF	splash10-000i-9020000000-badaff54cccaa5a628f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 10V, Negative-QTOF	splash10-005c-3029000000-39ac29d1a5f70ddfcecf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 20V, Negative-QTOF	splash10-053u-9077000000-3cf28918674fdbd7059b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 40V, Negative-QTOF	splash10-0a5a-8090000000-12fb18f318bb65d3b040	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 10V, Positive-QTOF	splash10-00n0-0290000000-d0568b1c3c63b4ceddde	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 20V, Positive-QTOF	splash10-00n0-0191000000-cb8d9e0e90869500bc7a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 40V, Positive-QTOF	splash10-053i-4792000000-8663aedf8896dcd22669	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 10V, Negative-QTOF	splash10-00kb-9026000000-ca18c39e57ed7f8f25ef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 20V, Negative-QTOF	splash10-0a5a-9000000000-df2dbe9dfb59e54db2e4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate 40V, Negative-QTOF	splash10-0a4i-9111000000-6fcbf45482cc8701ee7b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020804

KNApSAcK ID

Not Available

Chemspider ID

35015059

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85102275

PDB ID

Not Available

ChEBI ID

174992

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 9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate (HMDB0040956)

MOL for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

3D MOL for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

3D SDF for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

3D-SDF for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

PDB for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

3D PDB for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

SMILES for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

INCHI for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

Structure for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

3D Structure for HMDB0040956 (9alpha-(3-Methyl-2E-butenoyloxy)-4S-hydroxy-10(14)-oplopen-3-one 4-acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra