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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:52:16 UTC

Update Date

2022-03-07 02:55:01 UTC

HMDB ID

HMDB0036704

Secondary Accession Numbers

HMDB36704

Metabolite Identification

Common Name

Epoxysiderol

Description

Epoxysiderol belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Based on a literature review a small amount of articles have been published on Epoxysiderol.

Structure

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

  Mrv0541 05061309172D          

 26 30  0  0  0  0            999 V2000
    1.3105    4.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1143    3.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9933    1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410    0.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1453    2.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2151    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    3.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7163    1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568    3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9129    4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409    2.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2307    2.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5191    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888    1.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593    1.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    2.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    4.2753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    4.5450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260    3.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4086    2.3992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 13  1  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  1  0  0  0  0
 19  2  1  0  0  0  0
 19  8  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20  3  1  0  0  0  0
 20  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 26 21  1  0  0  0  0
M  END

HMDB0036704
     RDKit          3D
Epoxysiderol
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.6218    4.4503    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693    3.5564    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    3.9374   -0.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423    2.2846    0.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    1.4807   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894    1.2438   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557   -0.0107    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -0.0933    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    0.9537    1.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.3104   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520    1.6153   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -1.4097    1.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3763   -2.5923    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.3997    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -1.1857   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110   -1.5039   -1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -0.9352   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662   -2.1912   -1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -1.9519   -1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584   -0.6750   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939    0.4578   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2250   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7917   -0.0098    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -1.2211    1.3109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -0.5541    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036   -0.0496    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078    4.3191    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    4.2388    2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    5.4925    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695    2.0368   -1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    1.2033   -1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779    2.1039   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6579    0.0220    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    0.6579    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    1.0032    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.9606    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.3320   -1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7892    0.2952    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6262    2.0806   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.3759    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367   -1.5576    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -3.1151   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -3.3712    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.3039    1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -3.3323   -0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083   -2.0868   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534   -2.1686   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -0.5925   -2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.6742   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406   -2.7629   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714   -2.8598   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371   -1.9183   -2.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -2.7848   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -0.5829   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562    0.3733   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    1.4331   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6123    0.7939    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873   -0.9496    2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.5235    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0878    0.4986    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22  5  1  0
 25 23  1  0
 15  7  1  0
 22 17  1  0
 25 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 23 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
M  END

  Mrv0541 05061309172D          

 26 30  0  0  0  0            999 V2000
    1.3105    4.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1143    3.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    1.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425    1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9933    1.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9410    0.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1453    2.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2151    1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    3.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7163    1.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568    3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9129    4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2549    0.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010    1.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7409    2.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2307    2.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5191    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5888    1.8533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7593    1.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1039    2.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0223    4.2753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7023    4.5450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7260    3.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4086    2.3992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  5  1  0  0  0  0
 13  1  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
 15  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17 10  1  0  0  0  0
 19  2  1  0  0  0  0
 19  8  1  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 20  3  1  0  0  0  0
 20  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21  4  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
 22 11  1  0  0  0  0
 22 15  1  0  0  0  0
 22 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  2  0  0  0  0
 25 13  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 26 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036704

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O4/c1-13(24)25-17-10-16-19(2,12-23)8-5-9-20(16,3)15-7-6-14-11-22(15,17)18-21(14,4)26-18/h14-18,23H,5-12H2,1-4H3

> <INCHI_KEY>
YSPZBZPFWJQSQN-UHFFFAOYSA-N

> <FORMULA>
C22H34O4

> <MOLECULAR_WEIGHT>
362.503

> <EXACT_MASS>
362.245709576

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.023684045453436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
2.8208273633333336

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.592292898998593

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2271000001535488

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
97.69009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036704
     RDKit          3D
Epoxysiderol
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.6218    4.4503    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693    3.5564    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    3.9374   -0.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423    2.2846    0.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    1.4807   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894    1.2438   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557   -0.0107    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -0.0933    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    0.9537    1.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.3104   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520    1.6153   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -1.4097    1.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3763   -2.5923    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.3997    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -1.1857   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110   -1.5039   -1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -0.9352   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662   -2.1912   -1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -1.9519   -1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584   -0.6750   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939    0.4578   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2250   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7917   -0.0098    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -1.2211    1.3109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -0.5541    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036   -0.0496    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078    4.3191    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    4.2388    2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    5.4925    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695    2.0368   -1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    1.2033   -1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779    2.1039   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6579    0.0220    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    0.6579    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    1.0032    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.9606    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.3320   -1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7892    0.2952    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6262    2.0806   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.3759    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367   -1.5576    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -3.1151   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -3.3712    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.3039    1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -3.3323   -0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083   -2.0868   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534   -2.1686   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -0.5925   -2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.6742   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406   -2.7629   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714   -2.8598   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371   -1.9183   -2.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -2.7848   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -0.5829   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562    0.3733   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    1.4331   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6123    0.7939    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873   -0.9496    2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.5235    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0878    0.4986    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22  5  1  0
 25 23  1  0
 15  7  1  0
 22 17  1  0
 25 20  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 23 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  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       2.446   9.088   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.680   6.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.416   1.946   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.079   2.322   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.321   2.968   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.623   0.732   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.107   1.322   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.605   4.481   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.868   2.457   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.818   5.993   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.204   2.806   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.626   6.461   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.571   8.036   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.342   1.723   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.229   2.939   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.983   4.973   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.346   5.484   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.297   4.348   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.436   5.484   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.699   3.459   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.417   3.084   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.927   3.948   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.375   7.981   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.044   8.484   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.222   6.536   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.763   4.479   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5    8    9                                                       
CONECT    6    7   14                                                       
CONECT    7    6   15                                                       
CONECT    8    5   19                                                       
CONECT    9    5   20                                                       
CONECT   10   16   17                                                       
CONECT   11   14   22                                                       
CONECT   12   19   23                                                       
CONECT   13    1   24   25                                                  
CONECT   14    6   11   21                                                  
CONECT   15    7   20   22                                                  
CONECT   16   10   19   20                                                  
CONECT   17   10   22   25                                                  
CONECT   18   21   22   26                                                  
CONECT   19    2    8   12   16                                             
CONECT   20    3    9   15   16                                             
CONECT   21    4   14   18   26                                             
CONECT   22   11   15   17   18                                             
CONECT   23   12                                                            
CONECT   24   13                                                            
CONECT   25   13   17                                                       
CONECT   26   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0036704
HETATM    1  C1  UNL     1      -1.622   4.450   1.491  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.269   3.556   0.345  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.443   3.937  -0.849  1.00  0.00           O  
HETATM    4  O2  UNL     1      -0.742   2.285   0.524  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.427   1.481  -0.623  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.089   1.244  -0.683  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.356  -0.011   0.067  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.722  -0.093   0.643  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.752   0.954   1.776  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.840   0.310  -0.290  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.752   1.615  -0.749  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.029  -1.410   1.296  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.376  -2.592   0.688  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.984  -2.400   0.196  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.883  -1.186  -0.721  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.711  -1.504  -1.942  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.535  -0.935  -1.156  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.366  -2.191  -1.085  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.804  -1.952  -1.378  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.358  -0.675  -0.828  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.494   0.458  -1.341  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.216   0.225  -0.509  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.792  -0.010   0.833  1.00  0.00           C  
HETATM   24  O4  UNL     1      -2.189  -1.221   1.311  1.00  0.00           O  
HETATM   25  C21 UNL     1      -3.195  -0.554   0.665  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.304  -0.050   1.520  1.00  0.00           C  
HETATM   27  H1  UNL     1      -2.708   4.319   1.674  1.00  0.00           H  
HETATM   28  H2  UNL     1      -1.018   4.239   2.385  1.00  0.00           H  
HETATM   29  H3  UNL     1      -1.488   5.492   1.124  1.00  0.00           H  
HETATM   30  H4  UNL     1      -0.670   2.037  -1.557  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.417   1.203  -1.734  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.578   2.104  -0.144  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.658   0.022   0.968  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.482   0.658   2.552  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.763   1.003   2.286  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.952   1.961   1.379  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.943  -0.332  -1.178  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.789   0.295   0.332  1.00  0.00           H  
HETATM   39  H13 UNL     1       4.626   2.081  -0.764  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.837  -1.376   2.406  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.137  -1.558   1.217  1.00  0.00           H  
HETATM   42  H16 UNL     1       3.048  -3.115  -0.057  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.302  -3.371   1.511  1.00  0.00           H  
HETATM   44  H18 UNL     1       0.324  -2.304   1.086  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.722  -3.332  -0.386  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.008  -2.087  -2.615  1.00  0.00           H  
HETATM   47  H21 UNL     1       2.553  -2.169  -1.778  1.00  0.00           H  
HETATM   48  H22 UNL     1       1.986  -0.593  -2.514  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.502  -0.674  -2.253  1.00  0.00           H  
HETATM   50  H24 UNL     1      -1.241  -2.763  -0.163  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.971  -2.860  -1.908  1.00  0.00           H  
HETATM   52  H26 UNL     1      -2.937  -1.918  -2.484  1.00  0.00           H  
HETATM   53  H27 UNL     1      -3.421  -2.785  -0.982  1.00  0.00           H  
HETATM   54  H28 UNL     1      -4.405  -0.583  -1.137  1.00  0.00           H  
HETATM   55  H29 UNL     1      -2.256   0.373  -2.402  1.00  0.00           H  
HETATM   56  H30 UNL     1      -2.891   1.433  -1.033  1.00  0.00           H  
HETATM   57  H31 UNL     1      -1.612   0.794   1.575  1.00  0.00           H  
HETATM   58  H32 UNL     1      -4.787  -0.950   2.002  1.00  0.00           H  
HETATM   59  H33 UNL     1      -3.870   0.524   2.388  1.00  0.00           H  
HETATM   60  H34 UNL     1      -5.088   0.499   1.002  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   22   30
CONECT    6    7   31   32
CONECT    7    8   15   33
CONECT    8    9   10   12
CONECT    9   34   35   36
CONECT   10   11   37   38
CONECT   11   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   17
CONECT   16   46   47   48
CONECT   17   18   22   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   25   54
CONECT   21   22   55   56
CONECT   22   23
CONECT   23   24   25   57
CONECT   24   25
CONECT   25   26
CONECT   26   58   59   60
END

HMDB0036704
     RDKit          3D
Epoxysiderol
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.6218    4.4503    1.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2693    3.5564    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433    3.9374   -0.8495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423    2.2846    0.5244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4270    1.4807   -0.6235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0894    1.2438   -0.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557   -0.0107    0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7215   -0.0933    0.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7524    0.9537    1.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396    0.3104   -0.2903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7520    1.6153   -0.7489 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -1.4097    1.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3763   -2.5923    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.3997    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8826   -1.1857   -0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7110   -1.5039   -1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5345   -0.9352   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3662   -2.1912   -1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -1.9519   -1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584   -0.6750   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4939    0.4578   -1.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    0.2250   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7917   -0.0098    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1887   -1.2211    1.3109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1945   -0.5541    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3036   -0.0496    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7078    4.3191    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0179    4.2388    2.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878    5.4925    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6695    2.0368   -1.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    1.2033   -1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5779    2.1039   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6579    0.0220    0.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    0.6579    2.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631    1.0032    2.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517    1.9606    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9435   -0.3320   -1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7892    0.2952    0.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6262    2.0806   -0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8373   -1.3759    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367   -1.5576    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -3.1151   -0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3016   -3.3712    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3239   -2.3039    1.0856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7217   -3.3323   -0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083   -2.0868   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534   -2.1686   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864   -0.5925   -2.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5019   -0.6742   -2.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2406   -2.7629   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9714   -2.8598   -1.9080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9371   -1.9183   -2.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4213   -2.7848   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4053   -0.5829   -1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2562    0.3733   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    1.4331   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6123    0.7939    1.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873   -0.9496    2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8701    0.5235    2.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0878    0.4986    1.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22  5  1  0
 25 23  1  0
 15  7  1  0
 22 17  1  0
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  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
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 13 43  1  0
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 18 50  1  0
 18 51  1  0
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 23 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(Hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetic acid	HMDB

Chemical Formula

C₂₂H₃₄O₄

Average Molecular Weight

362.503

Monoisotopic Molecular Weight

362.245709576

IUPAC Name

5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate

Traditional Name

5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate

CAS Registry Number

22338-62-1

SMILES

CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C

InChI Identifier

InChI=1S/C22H34O4/c1-13(24)25-17-10-16-19(2,12-23)8-5-9-20(16,3)15-7-6-14-11-22(15,17)18-21(14,4)26-18/h14-18,23H,5-12H2,1-4H3

InChI Key

YSPZBZPFWJQSQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Oxane
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Alcohol
Organic oxygen compound
Organooxygen compound
Organic oxide
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036704)

Source

Endogenous

Endogenous (HMDB: HMDB0036704)

Animal

Animal (HMDB: HMDB0036704)

Exogenous

Food

Food (HMDB: HMDB0036704)

Exogenous (HMDB: HMDB0036704)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036704)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036704)

Lipid metabolism pathway (HMDB: HMDB0036704)

Cellular process

Cell signaling (HMDB: HMDB0036704)

Biochemical process

Lipid transport (HMDB: HMDB0036704)

Role

Biological role

Energy source (HMDB: HMDB0036704)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036704)

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	0.0051 g/L	ALOGPS
logP	3	ALOGPS
logP	2.82	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	18.59	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.69 m³·mol⁻¹	ChemAxon
Polarizability	41.02 Å³	ChemAxon
Number of Rings	5	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]+	183.725	31661259
DarkChem	[M-H]-	179.781	31661259
DeepCCS	[M-2H]-	210.22	30932474
DeepCCS	[M+Na]+	185.447	30932474
AllCCS	[M+H]+	188.9	32859911
AllCCS	[M+H-H2O]+	186.4	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	192.9	32859911
AllCCS	[M+Na-2H]-	193.3	32859911
AllCCS	[M+HCOO]-	193.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Epoxysiderol	CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C	3221.4	Standard polar	33892256
Epoxysiderol	CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C	2642.5	Standard non polar	33892256
Epoxysiderol	CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C	2777.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Epoxysiderol,1TMS,isomer #1	CC(=O)OC1CC2C(C)(CO[Si](C)(C)C)CCCC2(C)C2CCC3CC12C1OC31C	2651.0	Semi standard non polar	33892256
Epoxysiderol,1TBDMS,isomer #1	CC(=O)OC1CC2C(C)(CO[Si](C)(C)C(C)(C)C)CCCC2(C)C2CCC3CC12C1OC31C	2921.3	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 - Epoxysiderol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uem-4549000000-c89e58b092db4a091792	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxysiderol GC-MS (1 TMS) - 70eV, Positive	splash10-02kc-9178600000-e9e0e58804f506686738	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxysiderol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Epoxysiderol 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 - Epoxysiderol 10V, Positive-QTOF	splash10-03dj-0009000000-93c99fb1bc8ff7e1dcb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 20V, Positive-QTOF	splash10-0udj-1039000000-669feabcac17580ea3fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 40V, Positive-QTOF	splash10-0006-9443000000-cd841aabad8f7cf2606d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 10V, Negative-QTOF	splash10-03di-0009000000-0e0e3975b92e98a3f543	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 20V, Negative-QTOF	splash10-0n3c-2019000000-2ac84cafd13ca293a290	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 40V, Negative-QTOF	splash10-0k9l-9088000000-b96775093d66656b5c1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 10V, Positive-QTOF	splash10-03di-0019000000-f818c8feeb10a053a78c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 20V, Positive-QTOF	splash10-03di-0239000000-57e36951164a8da97bb4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 40V, Positive-QTOF	splash10-0a4i-1409000000-de1f8b2027da2a356a0f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 10V, Negative-QTOF	splash10-03di-2009000000-96e256e81ed5bbb4fb1d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 20V, Negative-QTOF	splash10-03di-1009000000-ccd04736091900297189	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Epoxysiderol 40V, Negative-QTOF	splash10-0bt9-2009000000-d0ffc77391b57307d9c0	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB015640

KNApSAcK ID

Not Available

Chemspider ID

35014213

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752043

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1856621

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 Epoxysiderol (HMDB0036704)

MOL for HMDB0036704 (Epoxysiderol)

3D MOL for HMDB0036704 (Epoxysiderol)

3D SDF for HMDB0036704 (Epoxysiderol)

3D-SDF for HMDB0036704 (Epoxysiderol)

PDB for HMDB0036704 (Epoxysiderol)

3D PDB for HMDB0036704 (Epoxysiderol)

SMILES for HMDB0036704 (Epoxysiderol)

INCHI for HMDB0036704 (Epoxysiderol)

Structure for HMDB0036704 (Epoxysiderol)

3D Structure for HMDB0036704 (Epoxysiderol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra