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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:14:35 UTC

Update Date

2022-03-07 02:54:26 UTC

HMDB ID

HMDB0035286

Secondary Accession Numbers

HMDB35286

Metabolite Identification

Common Name

Crispanone

Description

Crispanone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a significant number of articles have been published on Crispanone.

Structure

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

HMDB0035286
     RDKit          3D
Crispanone
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.9810   -1.2189   -1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8978   -0.8708   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4625   -0.0789    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    0.2559    1.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.4654    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    1.2225    1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    0.2806   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8684    0.0030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7686    1.9397   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2505    2.7439   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    3.7627   -2.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    2.6564   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802    1.2781   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.2341    0.0567 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819    0.5157    1.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -1.0470   -0.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0069   -1.7516    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -0.8956    1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7471   -3.0104    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702   -1.8679   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1081   -1.0765   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.1707   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745   -0.1429    0.0231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0684   -1.0225    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -1.7678   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939   -1.9319   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934   -0.3362   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.2737   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.3412    2.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1412   -0.5817    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    1.1570    1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8824    1.4427    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.1083   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8275    4.5843   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    4.2327   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245    3.3471   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    3.4636   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    2.8361    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    1.3123   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.9796   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.3928    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -0.8084   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -2.1033    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0016   -1.4446    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655    0.0030    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.5702    2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -3.3138    1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -3.8325    0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4187   -2.7723   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -2.8880   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6564   -1.9800   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1417   -0.9151    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252   -2.0963    1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.6544    2.1062 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
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  1
 23  8  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  1
  9 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  6
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END


  Mrv0541 02241210322D          

 24 25  0  0  0  0            999 V2000
    0.9296    1.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9296   -0.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    1.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    1.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9850    0.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    0.1419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2846    0.3969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2846    1.2218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7550   -0.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -1.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620   -0.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7550    2.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9168    0.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296    2.5612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6441    2.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6441    3.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    2.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730    2.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    1.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730    3.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  9  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  6 10  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  1  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  1  0  0  0
 10 15  1  1  0  0  0
  6 16  2  0  0  0  0
  4 17  1  0  0  0  0
  1 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035286

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C(\C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)CC(=O)[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-7-14(5)18(22)24-17-10-13(4)8-9-20(23)15(12(2)3)11-16(21)19(17,20)6/h7,10,12,15,17,23H,8-9,11H2,1-6H3/b14-7-/t15-,17-,19-,20+/m1/s1

> <INCHI_KEY>
IVSKJBHOJBAMEK-PLZRYLHISA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.4498

> <EXACT_MASS>
334.214409448

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.67625264924098

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aR,4R,8aS)-8a-hydroxy-3a,6-dimethyl-3-oxo-1-(propan-2-yl)-1,2,3,3a,4,7,8,8a-octahydroazulen-4-yl (2Z)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
4.256359434000002

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.961613176460563

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.889085081171821

> <JCHEM_PKA_STRONGEST_BASIC>
-3.284529562188255

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
95.01049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3aR,4R,8aS)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-3-oxo-2,4,7,8-tetrahydro-1H-azulen-4-yl (2Z)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035286
     RDKit          3D
Crispanone
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.9810   -1.2189   -1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8978   -0.8708   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4625   -0.0789    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    0.2559    1.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.4654    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    1.2225    1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    0.2806   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8684    0.0030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7686    1.9397   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2505    2.7439   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    3.7627   -2.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    2.6564   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802    1.2781   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.2341    0.0567 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819    0.5157    1.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -1.0470   -0.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0069   -1.7516    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -0.8956    1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7471   -3.0104    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702   -1.8679   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1081   -1.0765   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.1707   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745   -0.1429    0.0231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0684   -1.0225    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -1.7678   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939   -1.9319   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934   -0.3362   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.2737   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.3412    2.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1412   -0.5817    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    1.1570    1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8824    1.4427    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.1083   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8275    4.5843   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    4.2327   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245    3.3471   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    3.4636   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    2.8361    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    1.3123   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.9796   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.3928    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -0.8084   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -2.1033    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0016   -1.4446    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655    0.0030    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.5702    2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -3.3138    1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -3.8325    0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4187   -2.7723   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -2.8880   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6564   -1.9800   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1417   -0.9151    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252   -2.0963    1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.6544    2.1062 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
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  1
 23  8  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  1
  9 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  6
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.735   3.241   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.735  -0.219   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.237   0.123   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.905   1.511   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.237   2.898   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.934   2.757   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.839   1.511   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.934   0.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.531   0.741   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.531   2.281   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.409  -1.200   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.379  -2.344   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.916  -1.520   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.531  -0.799   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.531   3.821   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.409   4.221   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.445   1.511   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.735   4.781   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.069   5.551   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.069   7.091   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.403   4.781   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.736   5.551   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.403   3.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.736   7.091   0.000  0.00  0.00           C+0
CONECT    1   10    5   18                                                  
CONECT    2    9    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    1                                                       
CONECT    6    7   10   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    2    8   10   14                                             
CONECT   10    1    6    9   15                                             
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16    6                                                            
CONECT   17    4                                                            
CONECT   18    1   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   24                                                       
CONECT   23   21                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0035286
HETATM    1  C1  UNL     1      -3.981  -1.219  -1.240  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.898  -0.871  -0.130  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.462  -0.079   0.826  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.422   0.256   1.944  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.138   0.465   0.830  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.824   1.222   1.815  1.00  0.00           O  
HETATM    7  O2  UNL     1      -2.141   0.281  -0.100  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.862   0.868   0.003  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.769   1.940  -1.002  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.251   2.744  -1.293  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.110   3.763  -2.360  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.581   2.656  -0.565  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.080   1.278  -0.874  1.00  0.00           C  
HETATM   14  C12 UNL     1       1.607   0.234   0.057  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.982   0.516   1.361  1.00  0.00           O  
HETATM   16  C13 UNL     1       2.347  -1.047  -0.357  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.007  -1.752   0.773  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.043  -0.896   1.463  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.747  -3.010   0.294  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.370  -1.868  -1.150  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.108  -1.076  -1.135  1.00  0.00           C  
HETATM   22  O4  UNL     1      -0.793  -1.171  -1.910  1.00  0.00           O  
HETATM   23  C19 UNL     1       0.174  -0.143   0.023  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.068  -1.022   1.258  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.591  -1.768  -2.017  1.00  0.00           H  
HETATM   26  H2  UNL     1      -3.194  -1.932  -0.920  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.593  -0.336  -1.782  1.00  0.00           H  
HETATM   28  H4  UNL     1      -5.932  -1.274  -0.109  1.00  0.00           H  
HETATM   29  H5  UNL     1      -4.841   0.341   2.861  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.141  -0.582   2.055  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.017   1.157   1.695  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.882   1.443   0.990  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.636   2.108  -1.591  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.827   4.584  -2.185  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.911   4.233  -2.279  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.224   3.347  -3.372  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.263   3.464  -0.924  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.334   2.836   0.492  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.193   1.312  -0.826  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.796   0.980  -1.910  1.00  0.00           H  
HETATM   41  H17 UNL     1       2.405   1.393   1.444  1.00  0.00           H  
HETATM   42  H18 UNL     1       3.185  -0.808  -1.085  1.00  0.00           H  
HETATM   43  H19 UNL     1       2.330  -2.103   1.565  1.00  0.00           H  
HETATM   44  H20 UNL     1       5.002  -1.445   1.549  1.00  0.00           H  
HETATM   45  H21 UNL     1       4.266   0.003   0.854  1.00  0.00           H  
HETATM   46  H22 UNL     1       3.710  -0.570   2.472  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.389  -3.314   1.155  1.00  0.00           H  
HETATM   48  H24 UNL     1       3.055  -3.833   0.106  1.00  0.00           H  
HETATM   49  H25 UNL     1       4.419  -2.772  -0.544  1.00  0.00           H  
HETATM   50  H26 UNL     1       1.231  -2.888  -0.745  1.00  0.00           H  
HETATM   51  H27 UNL     1       1.656  -1.980  -2.214  1.00  0.00           H  
HETATM   52  H28 UNL     1      -1.142  -0.915   1.604  1.00  0.00           H  
HETATM   53  H29 UNL     1       0.025  -2.096   1.034  1.00  0.00           H  
HETATM   54  H30 UNL     1       0.522  -0.654   2.106  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3   28
CONECT    3    4    5
CONECT    4   29   30   31
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   23   32
CONECT    9   10   10   33
CONECT   10   11   12
CONECT   11   34   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   16   23
CONECT   15   41
CONECT   16   17   20   42
CONECT   17   18   19   43
CONECT   18   44   45   46
CONECT   19   47   48   49
CONECT   20   21   50   51
CONECT   21   22   22   23
CONECT   23   24
CONECT   24   52   53   54
END

HMDB0035286
     RDKit          3D
Crispanone
 54 55  0  0  0  0  0  0  0  0999 V2000
   -3.9810   -1.2189   -1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8978   -0.8708   -0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4625   -0.0789    0.8258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4223    0.2559    1.9436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    0.4654    0.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8236    1.2225    1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    0.2806   -0.0998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8684    0.0030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7686    1.9397   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2505    2.7439   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096    3.7627   -2.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5810    2.6564   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802    1.2781   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6071    0.2341    0.0567 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9819    0.5157    1.3609 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3469   -1.0470   -0.3569 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0069   -1.7516    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -0.8956    1.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7471   -3.0104    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702   -1.8679   -1.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1081   -1.0765   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.1707   -1.9103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745   -0.1429    0.0231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0684   -1.0225    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5913   -1.7678   -2.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1939   -1.9319   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934   -0.3362   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9321   -1.2737   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8408    0.3412    2.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1412   -0.5817    2.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0174    1.1570    1.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8824    1.4427    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6362    2.1083   -1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8275    4.5843   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9105    4.2327   -2.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245    3.3471   -3.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    3.4636   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3338    2.8361    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1926    1.3123   -0.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    0.9796   -1.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    1.3928    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -0.8084   -1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296   -2.1033    1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0016   -1.4446    1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655    0.0030    0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.5702    2.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894   -3.3138    1.1546 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0553   -3.8325    0.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4187   -2.7723   -0.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -2.8880   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6564   -1.9800   -2.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1417   -0.9151    1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0252   -2.0963    1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -0.6544    2.1062 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
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  1
 23  8  1  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  8 32  1  1
  9 33  1  0
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  6
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Siol angelate	HMDB
Vaginatin	HMDB
(1R,3AR,4R,8as)-8a-hydroxy-3a,6-dimethyl-3-oxo-1-(propan-2-yl)-1,2,3,3a,4,7,8,8a-octahydroazulen-4-yl (2Z)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.4498

Monoisotopic Molecular Weight

334.214409448

IUPAC Name

(1R,3aR,4R,8aS)-8a-hydroxy-3a,6-dimethyl-3-oxo-1-(propan-2-yl)-1,2,3,3a,4,7,8,8a-octahydroazulen-4-yl (2Z)-2-methylbut-2-enoate

Traditional Name

(1R,3aR,4R,8aS)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-3-oxo-2,4,7,8-tetrahydro-1H-azulen-4-yl (2Z)-2-methylbut-2-enoate

CAS Registry Number

11053-21-7

SMILES

C\C=C(\C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)CC(=O)[C@]12C

InChI Identifier

InChI=1S/C20H30O4/c1-7-14(5)18(22)24-17-10-13(4)8-9-20(23)15(12(2)3)11-16(21)19(17,20)6/h7,10,12,15,17,23H,8-9,11H2,1-6H3/b14-7-/t15-,17-,19-,20+/m1/s1

InChI Key

IVSKJBHOJBAMEK-PLZRYLHISA-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
Daucane sesquiterpenoid
Fatty acid ester
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0035286)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035286)

Source

Endogenous

Endogenous (HMDB: HMDB0035286)

Plant

Plant (HMDB: HMDB0035286)

Exogenous

Food

Food (HMDB: HMDB0035286)

Herb and spice

Herb

Parsley (FooDB: FOOD00131)

Herbs and Spices (FooDB: FOOD00866)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035286)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035286)

Cellular process

Cell signaling (HMDB: HMDB0035286)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035286)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035286)

Nutrient

Nutrient (HMDB: HMDB0035286)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035286)

Emulsifier (HMDB: HMDB0035286)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	77 - 78 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	12.07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	3.53	ALOGPS
logP	4.26	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	13.89	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.01 m³·mol⁻¹	ChemAxon
Polarizability	37.68 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]+	182.289	31661259
DarkChem	[M-H]-	174.773	31661259
DeepCCS	[M-2H]-	217.929	30932474
DeepCCS	[M+Na]+	193.193	30932474
AllCCS	[M+H]+	181.7	32859911
AllCCS	[M+H-H2O]+	178.9	32859911
AllCCS	[M+NH4]+	184.3	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	187.6	32859911
AllCCS	[M+Na-2H]-	188.2	32859911
AllCCS	[M+HCOO]-	189.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Crispanone	C\C=C(\C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)CC(=O)[C@]12C	3308.2	Standard polar	33892256
Crispanone	C\C=C(\C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)CC(=O)[C@]12C	2272.6	Standard non polar	33892256
Crispanone	C\C=C(\C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)CC(=O)[C@]12C	2208.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Crispanone,1TMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C)[C@@H](C(C)C)CC(=O)[C@]12C	2325.5	Semi standard non polar	33892256
Crispanone,1TMS,isomer #2	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)C=C(O[Si](C)(C)C)[C@]12C	2302.5	Semi standard non polar	33892256
Crispanone,2TMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C)[C@@H](C(C)C)C=C(O[Si](C)(C)C)[C@]12C	2350.3	Semi standard non polar	33892256
Crispanone,2TMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C)[C@@H](C(C)C)C=C(O[Si](C)(C)C)[C@]12C	2411.9	Standard non polar	33892256
Crispanone,1TBDMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)CC(=O)[C@]12C	2543.8	Semi standard non polar	33892256
Crispanone,1TBDMS,isomer #2	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O)[C@@H](C(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@]12C	2537.1	Semi standard non polar	33892256
Crispanone,2TBDMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@]12C	2815.5	Semi standard non polar	33892256
Crispanone,2TBDMS,isomer #1	C/C=C(/C)C(=O)O[C@@H]1C=C(C)CC[C@]2(O[Si](C)(C)C(C)(C)C)[C@@H](C(C)C)C=C(O[Si](C)(C)C(C)(C)C)[C@]12C	2729.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Crispanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-9131000000-07f4937d61c88a97c900	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Crispanone GC-MS (1 TMS) - 70eV, Positive	splash10-0a7l-9003000000-5fe8e40ff9dc0790ac03	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Crispanone 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 - Crispanone 10V, Positive-QTOF	splash10-00kr-3049000000-3d00a3246e0047d817b8	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 20V, Positive-QTOF	splash10-05o9-9062000000-eb39224103bfd328e6bc	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 40V, Positive-QTOF	splash10-0zgi-9020000000-cb573b42afe91e6207be	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 10V, Negative-QTOF	splash10-001i-1019000000-eb00ce70fa1fdddcf4ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 20V, Negative-QTOF	splash10-001i-6069000000-fb02ad5d4fcdd6c59ff7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 40V, Negative-QTOF	splash10-067j-9020000000-0c1d56330ae534d8adff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 10V, Negative-QTOF	splash10-001i-0009000000-3633929612c8039c4442	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 20V, Negative-QTOF	splash10-001j-9057000000-0163579df049ac000443	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 40V, Negative-QTOF	splash10-0pb9-9200000000-11ba53875f20a4905dcf	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 10V, Positive-QTOF	splash10-000i-0292000000-49cd31ec3f3a7d8d0b77	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 20V, Positive-QTOF	splash10-000i-9331000000-2dc5f6c5aabaccfcba1d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Crispanone 40V, Positive-QTOF	splash10-052f-9200000000-268bdaca2635807d4787	2021-09-25	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

FDB013951

KNApSAcK ID

C00021410

Chemspider ID

30777080

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751697

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1848841

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Appendino G, Jakupovic J, Bossio E: Structural revision of the parsley sesquiterpenes crispanone and crispane. Phytochemistry. 1998 Nov 20;49(6):1719-1722. [PubMed:11711088 ]
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 Crispanone (HMDB0035286)

MOL for HMDB0035286 (Crispanone)

3D MOL for HMDB0035286 (Crispanone)

3D SDF for HMDB0035286 (Crispanone)

3D-SDF for HMDB0035286 (Crispanone)

PDB for HMDB0035286 (Crispanone)

3D PDB for HMDB0035286 (Crispanone)

SMILES for HMDB0035286 (Crispanone)

INCHI for HMDB0035286 (Crispanone)

Structure for HMDB0035286 (Crispanone)

3D Structure for HMDB0035286 (Crispanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra