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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:15:51 UTC

Update Date

2022-03-07 02:55:59 UTC

HMDB ID

HMDB0038916

Secondary Accession Numbers

HMDB38916

Metabolite Identification

Common Name

7alpha,8alpha-Dihydroxycalonectrin

Description

7alpha,8alpha-Dihydroxycalonectrin, also known as 7α,8α-dihydroxycalonectrin, belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. 7alpha,8alpha-Dihydroxycalonectrin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 02241216202D          

 27 30  0  0  0  0            999 V2000
   -0.1524   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520    0.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572    0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786   -2.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -1.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -0.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105    0.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    1.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8105   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201   -0.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2162    1.8238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -1.2159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8105   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018   -0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0502   -1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8611   -2.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546    2.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    2.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572    2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -2.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -2.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  3  9  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  1  0  0  0  0
 15 26  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END

HMDB0038916
     RDKit          3D
7alpha,8alpha-Dihydroxycalonectrin
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.2985    3.5294   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.4984   -2.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    2.4200   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.6168   -1.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.6587   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.2396    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -1.0253   -0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -2.4924   -0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.1503   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -4.6101   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -2.3555    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -3.0612    0.9856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -1.1000    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.3676    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.6468   -0.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560   -0.5085    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230    1.0069    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365    1.2006   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862    1.7606   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208    1.8824   -1.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    2.1306    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    1.4682    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    0.5633    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216    1.3371    2.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8263   -0.4036    1.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094   -0.3513    3.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -1.4663    2.4530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756    4.4711   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    3.7794   -4.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    3.2184   -3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5565   -0.0230   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6276    1.1965   -0.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -0.8299   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569   -3.0789   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -4.9882    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2125   -5.1338   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588   -5.0107    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -2.0581   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -3.3702    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414   -1.3327    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.6126    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039   -1.1355    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020    1.3212    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309    0.9433   -2.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    2.7559   -2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2800    1.9228   -1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284    2.5202    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572    1.1861   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627    2.2746    2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    1.5736    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575    0.7337    2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482    0.0410    3.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3389   -0.6587    3.2641 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 16  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
M  END


  Mrv0541 02241216202D          

 27 30  0  0  0  0            999 V2000
   -0.1524   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520    0.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572    0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786   -2.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -1.6718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -0.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6585   -0.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105    0.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    1.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3681    0.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8105   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5201   -0.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2162    1.8238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -1.2159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8105   -1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018   -0.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0502   -1.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8105   -2.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8611   -2.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -2.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546    2.1281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611    2.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572    2.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1786   -2.1788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -2.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5707   -2.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  3  9  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  1  0  0  0  0
 15 26  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 20  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038916

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC12C(O)C(O)C(C)=CC1OC1C(CC2(C)C11CO1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O8/c1-9-5-13-18(7-24-10(2)20,15(23)14(9)22)17(4)6-12(26-11(3)21)16(27-13)19(17)8-25-19/h5,12-16,22-23H,6-8H2,1-4H3

> <INCHI_KEY>
JSKXQQKSUOVSKS-UHFFFAOYSA-N

> <FORMULA>
C19H26O8

> <MOLECULAR_WEIGHT>
382.4049

> <EXACT_MASS>
382.162767808

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.256416487106634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10'-(acetyloxy)-3',4'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
-0.8538114616666654

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.677383055154088

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.248284749789011

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4137788550761394

> <JCHEM_POLAR_SURFACE_AREA>
114.82

> <JCHEM_REFRACTIVITY>
90.6152

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10'-(acetyloxy)-3',4'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038916
     RDKit          3D
7alpha,8alpha-Dihydroxycalonectrin
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.2985    3.5294   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.4984   -2.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    2.4200   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.6168   -1.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.6587   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.2396    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -1.0253   -0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -2.4924   -0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.1503   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -4.6101   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -2.3555    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -3.0612    0.9856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -1.1000    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.3676    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.6468   -0.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560   -0.5085    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230    1.0069    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365    1.2006   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862    1.7606   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208    1.8824   -1.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    2.1306    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    1.4682    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    0.5633    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216    1.3371    2.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8263   -0.4036    1.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094   -0.3513    3.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -1.4663    2.4530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756    4.4711   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    3.7794   -4.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    3.2184   -3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5565   -0.0230   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6276    1.1965   -0.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -0.8299   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569   -3.0789   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -4.9882    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2125   -5.1338   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588   -5.0107    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -2.0581   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -3.3702    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414   -1.3327    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.6126    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039   -1.1355    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020    1.3212    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309    0.9433   -2.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    2.7559   -2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2800    1.9228   -1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284    2.5202    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572    1.1861   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627    2.2746    2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    1.5736    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575    0.7337    2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482    0.0410    3.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3389   -0.6587    3.2641 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 16  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  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  O   UNK     0      -0.284  -0.379   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.284   0.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.040   0.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.067  -3.783   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.648  -3.121   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.648  -1.513   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.229  -0.851   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.513   0.756   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.001   1.702   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.607   2.081   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.554   0.662   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.513  -0.662   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.838  -1.419   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.270   3.404   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.932  -2.270   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.513  -2.459   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.190  -1.702   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.094  -3.216   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.513  -3.972   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.607  -5.485   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.851  -4.445   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.662   3.972   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.607   4.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.040   5.485   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.067  -4.067   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.932  -4.067   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.932  -5.202   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    3                                                       
CONECT    3    1    2    9   12                                             
CONECT    4    5                                                            
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    3    8   10                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12    3   11   13   17                                             
CONECT   13   12                                                            
CONECT   14   10   23                                                       
CONECT   15   16   26                                                       
CONECT   16   15   17                                                       
CONECT   17    7   12   16   18                                             
CONECT   18   17   19   21                                                  
CONECT   19    5   18   20                                                  
CONECT   20   19                                                            
CONECT   21   18                                                            
CONECT   22   23                                                            
CONECT   23   14   22   24                                                  
CONECT   24   23                                                            
CONECT   25   26                                                            
CONECT   26   15   25   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0038916
HETATM    1  C1  UNL     1      -1.299   3.529  -3.141  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.972   2.498  -2.309  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.225   2.420  -2.325  1.00  0.00           O  
HETATM    4  O2  UNL     1      -1.274   1.617  -1.514  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.886   0.659  -0.740  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.992  -0.240   0.083  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.035  -1.025  -0.746  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.113  -2.492  -0.608  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.176  -3.150  -0.190  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.154  -4.610  -0.087  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.374  -2.356   0.168  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.222  -3.061   0.986  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.967  -1.100   0.887  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.175  -0.368   1.054  1.00  0.00           O  
HETATM   15  O5  UNL     1       1.282  -0.647  -0.679  1.00  0.00           O  
HETATM   16  C11 UNL     1       1.856  -0.509   0.551  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.223   1.007   0.603  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.137   1.201  -0.414  1.00  0.00           O  
HETATM   19  C13 UNL     1       4.386   1.761  -0.289  1.00  0.00           C  
HETATM   20  C14 UNL     1       5.221   1.882  -1.502  1.00  0.00           C  
HETATM   21  O7  UNL     1       4.727   2.131   0.860  1.00  0.00           O  
HETATM   22  C15 UNL     1       0.792   1.468   0.227  1.00  0.00           C  
HETATM   23  C16 UNL     1      -0.135   0.563   1.057  1.00  0.00           C  
HETATM   24  C17 UNL     1      -0.922   1.337   2.051  1.00  0.00           C  
HETATM   25  C18 UNL     1       0.826  -0.404   1.691  1.00  0.00           C  
HETATM   26  C19 UNL     1       1.309  -0.351   3.004  1.00  0.00           C  
HETATM   27  O8  UNL     1       0.506  -1.466   2.453  1.00  0.00           O  
HETATM   28  H1  UNL     1      -1.176   4.471  -2.569  1.00  0.00           H  
HETATM   29  H2  UNL     1      -1.900   3.779  -4.045  1.00  0.00           H  
HETATM   30  H3  UNL     1      -0.304   3.218  -3.496  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.556  -0.023  -1.347  1.00  0.00           H  
HETATM   32  H5  UNL     1      -2.628   1.196  -0.080  1.00  0.00           H  
HETATM   33  H6  UNL     1      -0.334  -0.830  -1.824  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.757  -3.079  -0.867  1.00  0.00           H  
HETATM   35  H8  UNL     1      -2.030  -4.988   0.514  1.00  0.00           H  
HETATM   36  H9  UNL     1      -1.212  -5.134  -1.074  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.259  -5.011   0.428  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.948  -2.058  -0.735  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.049  -3.370   0.555  1.00  0.00           H  
HETATM   40  H13 UNL     1      -1.641  -1.333   1.889  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.836  -0.613   0.366  1.00  0.00           H  
HETATM   42  H15 UNL     1       2.704  -1.136   0.793  1.00  0.00           H  
HETATM   43  H16 UNL     1       2.502   1.321   1.603  1.00  0.00           H  
HETATM   44  H17 UNL     1       5.131   0.943  -2.098  1.00  0.00           H  
HETATM   45  H18 UNL     1       4.951   2.756  -2.126  1.00  0.00           H  
HETATM   46  H19 UNL     1       6.280   1.923  -1.166  1.00  0.00           H  
HETATM   47  H20 UNL     1       0.628   2.520   0.416  1.00  0.00           H  
HETATM   48  H21 UNL     1       0.757   1.186  -0.862  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.363   2.275   2.329  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.951   1.574   1.798  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.957   0.734   2.998  1.00  0.00           H  
HETATM   52  H25 UNL     1       0.748   0.041   3.874  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.339  -0.659   3.264  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   31   32
CONECT    6    7   13   23
CONECT    7    8   15   33
CONECT    8    9    9   34
CONECT    9   10   11
CONECT   10   35   36   37
CONECT   11   12   13   38
CONECT   12   39
CONECT   13   14   40
CONECT   14   41
CONECT   15   16
CONECT   16   17   25   42
CONECT   17   18   22   43
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   44   45   46
CONECT   22   23   47   48
CONECT   23   24   25
CONECT   24   49   50   51
CONECT   25   26   27
CONECT   26   27   52   53
END

HMDB0038916
     RDKit          3D
7alpha,8alpha-Dihydroxycalonectrin
 53 56  0  0  0  0  0  0  0  0999 V2000
   -1.2985    3.5294   -3.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9723    2.4984   -2.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2250    2.4200   -2.3253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2741    1.6168   -1.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862    0.6587   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.2396    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -1.0253   -0.7462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1128   -2.4924   -0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -3.1503   -0.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1538   -4.6101   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736   -2.3555    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -3.0612    0.9856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9674   -1.1000    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1746   -0.3676    1.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -0.6468   -0.6795 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560   -0.5085    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230    1.0069    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365    1.2006   -0.4136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3862    1.7606   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208    1.8824   -1.5015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7273    2.1306    0.8598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7924    1.4682    0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1354    0.5633    1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9216    1.3371    2.0510 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8263   -0.4036    1.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094   -0.3513    3.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5062   -1.4663    2.4530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756    4.4711   -2.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    3.7794   -4.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3037    3.2184   -3.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5565   -0.0230   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6276    1.1965   -0.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336   -0.8299   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569   -3.0789   -0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -4.9882    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2125   -5.1338   -1.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588   -5.0107    0.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9475   -2.0581   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -3.3702    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414   -1.3327    1.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362   -0.6126    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7039   -1.1355    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5020    1.3212    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309    0.9433   -2.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    2.7559   -2.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2800    1.9228   -1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6284    2.5202    0.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572    1.1861   -0.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627    2.2746    2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512    1.5736    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9575    0.7337    2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482    0.0410    3.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3389   -0.6587    3.2641 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 16  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
7a,8a-Dihydroxycalonectrin	Generator
7Α,8α-dihydroxycalonectrin	Generator
7,8-Dihydroxycalonectrin	HMDB
[10'-(Acetyloxy)-3',4'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl]methyl acetic acid	Generator

Chemical Formula

C₁₉H₂₆O₈

Average Molecular Weight

382.4049

Monoisotopic Molecular Weight

382.162767808

IUPAC Name

10'-(acetyloxy)-3',4'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

Traditional Name

10'-(acetyloxy)-3',4'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

CAS Registry Number

95673-99-7

SMILES

CC(=O)OCC12C(O)C(O)C(C)=CC1OC1C(CC2(C)C11CO1)OC(C)=O

InChI Identifier

InChI=1S/C19H26O8/c1-9-5-13-18(7-24-10(2)20,15(23)14(9)22)17(4)6-12(26-11(3)21)16(27-13)19(17)8-25-19/h5,12-16,22-23H,6-8H2,1-4H3

InChI Key

JSKXQQKSUOVSKS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Oxepane
Dicarboxylic acid or derivatives
Oxane
1,2-diol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038916)

Cellular substructure

Extracellular (HMDB: HMDB0038916)
Cytoplasm (HMDB: HMDB0038916)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038916)

Source

Endogenous

Endogenous (HMDB: HMDB0038916)

Animal

Animal (HMDB: HMDB0038916)

Exogenous

Food

Food (HMDB: HMDB0038916)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038916)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038916)

Cellular process

Cell signaling (HMDB: HMDB0038916)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038916)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038916)

Nutrient

Nutrient (HMDB: HMDB0038916)

Environmental role

Environmental contaminant (HMDB: HMDB0038916)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	190 - 192 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.11 g/L	ALOGPS
logP	0.35	ALOGPS
logP	-0.85	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	13.25	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	114.82 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	90.62 m³·mol⁻¹	ChemAxon
Polarizability	38.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	186.14	31661259
DarkChem	[M-H]-	182.058	31661259
DeepCCS	[M-2H]-	213.803	30932474
DeepCCS	[M+Na]+	189.03	30932474
AllCCS	[M+H]+	188.3	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	190.7	32859911
AllCCS	[M+Na]+	191.3	32859911
AllCCS	[M-H]-	191.9	32859911
AllCCS	[M+Na-2H]-	192.2	32859911
AllCCS	[M+HCOO]-	192.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7alpha,8alpha-Dihydroxycalonectrin	CC(=O)OCC12C(O)C(O)C(C)=CC1OC1C(CC2(C)C11CO1)OC(C)=O	4094.1	Standard polar	33892256
7alpha,8alpha-Dihydroxycalonectrin	CC(=O)OCC12C(O)C(O)C(C)=CC1OC1C(CC2(C)C11CO1)OC(C)=O	2498.6	Standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin	CC(=O)OCC12C(O)C(O)C(C)=CC1OC1C(CC2(C)C11CO1)OC(C)=O	2650.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7alpha,8alpha-Dihydroxycalonectrin,1TMS,isomer #1	CC(=O)OCC12C(C=C(C)C(O)C1O[Si](C)(C)C)OC1C(OC(C)=O)CC2(C)C12CO2	2630.8	Semi standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin,1TMS,isomer #2	CC(=O)OCC12C(C=C(C)C(O[Si](C)(C)C)C1O)OC1C(OC(C)=O)CC2(C)C12CO2	2641.0	Semi standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin,2TMS,isomer #1	CC(=O)OCC12C(C=C(C)C(O[Si](C)(C)C)C1O[Si](C)(C)C)OC1C(OC(C)=O)CC2(C)C12CO2	2653.9	Semi standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin,1TBDMS,isomer #1	CC(=O)OCC12C(C=C(C)C(O)C1O[Si](C)(C)C(C)(C)C)OC1C(OC(C)=O)CC2(C)C12CO2	2858.1	Semi standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin,1TBDMS,isomer #2	CC(=O)OCC12C(C=C(C)C(O[Si](C)(C)C(C)(C)C)C1O)OC1C(OC(C)=O)CC2(C)C12CO2	2862.7	Semi standard non polar	33892256
7alpha,8alpha-Dihydroxycalonectrin,2TBDMS,isomer #1	CC(=O)OCC12C(C=C(C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C)OC1C(OC(C)=O)CC2(C)C12CO2	3087.2	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 - 7alpha,8alpha-Dihydroxycalonectrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-5429000000-7a48677f8e0abd130af0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin GC-MS (2 TMS) - 70eV, Positive	splash10-00lu-4701920000-8da272a4d64f41d28a3b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin GC-MS ("7alpha,8alpha-Dihydroxycalonectrin,2TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - 7alpha,8alpha-Dihydroxycalonectrin 10V, Positive-QTOF	splash10-00ec-0009000000-99cab0057f810fda1a56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 20V, Positive-QTOF	splash10-00ec-0519000000-081cce0e56f40483ff9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 40V, Positive-QTOF	splash10-03l0-3597000000-f9921bbefb44ea609297	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 10V, Negative-QTOF	splash10-001r-2009000000-ad528d3dff52dd39f22f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 20V, Negative-QTOF	splash10-0a4r-6229000000-3eb55c762dc8e1810583	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 40V, Negative-QTOF	splash10-052f-6910000000-6983b8c9dbcae09929bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 10V, Negative-QTOF	splash10-001i-1019000000-aee615f5c3328d5ac0ac	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 20V, Negative-QTOF	splash10-0a4i-9002000000-49e48d4ba0820d831d49	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 40V, Negative-QTOF	splash10-0a4l-9101000000-59bbdc8d5ed89f4a8384	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 10V, Positive-QTOF	splash10-001i-0009000000-a2e85f2dcead66b7aff9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 20V, Positive-QTOF	splash10-0006-0098000000-8011feb42942fff9f019	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7alpha,8alpha-Dihydroxycalonectrin 40V, Positive-QTOF	splash10-0006-9345000000-d30e9a6df62d8d2b15d5	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB018380

KNApSAcK ID

Not Available

Chemspider ID

484624

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

557474

PDB ID

Not Available

ChEBI ID

Not Available

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 7alpha,8alpha-Dihydroxycalonectrin (HMDB0038916)

MOL for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

3D MOL for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

3D SDF for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

3D-SDF for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

PDB for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

3D PDB for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

SMILES for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

INCHI for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

Structure for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

3D Structure for HMDB0038916 (7alpha,8alpha-Dihydroxycalonectrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra