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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:08:51 UTC

Update Date

2022-03-07 02:54:04 UTC

HMDB ID

HMDB0034334

Secondary Accession Numbers

HMDB34334

Metabolite Identification

Common Name

14alpha-Hydroxyixocarpanolide

Description

14alpha-Hydroxyixocarpanolide belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. 14alpha-Hydroxyixocarpanolide 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 02241209422D          

 35 40  0  0  0  0            999 V2000
   -3.6066   -1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8918   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1783   -1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8918   -1.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4634   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4634   -1.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6066    0.7443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
M  END

HMDB0034334
     RDKit          3D
14alpha-Hydroxyixocarpanolide
 75 80  0  0  0  0  0  0  0  0999 V2000
    6.9862   -0.3545   -1.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.8672   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3800    0.7414    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1243    0.6247    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1807   -2.0558    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
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 35 75  1  0
M  END


  Mrv0541 02241209422D          

 35 40  0  0  0  0            999 V2000
   -3.6066   -1.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6066   -2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 11 22  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 33  2  0  0  0  0
 30 31  1  0  0  0  0
 30 34  1  0  0  0  0
 31 32  1  0  0  0  0
 31 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034334

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(OC(=O)C1C)C(C)(O)C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O7/c1-14-13-19(34-23(30)15(14)2)26(5,31)17-9-12-27(32)20-16(8-11-24(17,27)3)25(4)18(29)7-6-10-28(25,33)22-21(20)35-22/h6-7,14-17,19-22,31-33H,8-13H2,1-5H3

> <INCHI_KEY>
SPZVPSAUINZULS-UHFFFAOYSA-N

> <FORMULA>
C28H40O7

> <MOLECULAR_WEIGHT>
488.613

> <EXACT_MASS>
488.277403634

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
53.315753428773725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
2.5456392586666654

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.694633014604268

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.98088759159372

> <JCHEM_PKA_STRONGEST_BASIC>
-3.200281350713418

> <JCHEM_POLAR_SURFACE_AREA>
116.59

> <JCHEM_REFRACTIVITY>
127.76809999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034334
     RDKit          3D
14alpha-Hydroxyixocarpanolide
 75 80  0  0  0  0  0  0  0  0999 V2000
    6.9862   -0.3545   -1.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.8672   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6422    0.2383   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -0.1147   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    0.8607   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    2.2512   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7269   -2.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9925    0.9421    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0044    1.1826    1.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3800    0.7414    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1243    0.6247    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487    1.9773    0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    0.0731    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6606   -1.3998    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -1.9323    1.7843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442   -1.7720    0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9905   -0.6215    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3232    0.1979    1.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3690   -1.1235   -0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2254    0.0731   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7183    1.2855   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2907    1.4837   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8141    2.6303   -0.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.2269   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8510   -0.4042   -2.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146    0.5342   -0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -0.0649   -1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.1296   -1.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880   -0.0626   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2967   -1.3559    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -0.1362    1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9759   -0.4835    1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3808   -0.0541    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702   -1.3521    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1798   -1.3626    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8979    0.3384   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4276    0.2611   -0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -1.2146   -1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197   -1.7189   -1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978    1.1508   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917    0.4369   -2.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -1.1595   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    3.0489   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636    2.3351   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691    2.2784    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614    1.6089   -2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5102    1.9110   -0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    2.2837    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.6206    2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361   -0.1151    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8483    1.5780    2.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853    2.5384    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.5373    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1673   -1.9737   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -2.7537    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531   -0.2557    2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3183   -1.7553   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7039   -1.7941    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2871   -0.0601    0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4350    2.0903   -0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553   -0.2445   -2.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3593    0.1664   -2.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481   -1.4710   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850    1.6450   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3795    0.5014   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -1.0851   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256    0.7052   -2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014   -1.0556   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.3432    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011   -2.2306   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273   -1.6648    1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3364   -2.3879    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234   -0.3696    1.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9068   -1.7857    0.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1807   -2.0558    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  4 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 34  2  1  0
 29  8  1  0
 29 11  1  0
 26 13  1  0
 16 14  1  0
 24 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 21 60  1  0
 25 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 35 75  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      -6.732  -2.927   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.732  -4.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.398  -5.241   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.066  -4.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.066  -2.927   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.398  -2.158   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.732  -5.241   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.400  -4.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.400  -2.927   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.732  -2.158   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.071  -2.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.071  -0.623   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.400   0.142   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.732  -0.623   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.387  -2.631   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.284  -1.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.387  -0.153   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.398  -0.616   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.066  -6.013   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.400  -6.013   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -4.066  -1.385   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.071  -3.701   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.071   0.919   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.387   1.389   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.050   2.161   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.724   2.161   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.387   2.932   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.061   1.389   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.395   2.161   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.395   3.701   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.061   4.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.724   3.701   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.732   1.389   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.730   4.472   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.061   6.013   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7   19                                             
CONECT    5    4    6   10   21                                             
CONECT    6    1    5   18                                                  
CONECT    7    4    8   20                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    5    9   14                                                  
CONECT   11    9   12   15   22                                             
CONECT   12   11   13   17   23                                             
CONECT   13   12   14                                                       
CONECT   14   10   13                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16   24                                                  
CONECT   18    6                                                            
CONECT   19    4                                                            
CONECT   20    7    8                                                       
CONECT   21    5                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
CONECT   24   17   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24   28   32                                                  
CONECT   27   24                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   33                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32   35                                                  
CONECT   32   26   31                                                       
CONECT   33   29                                                            
CONECT   34   30                                                            
CONECT   35   31                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

COMPND    HMDB0034334
HETATM    1  C1  UNL     1       6.986  -0.355  -1.251  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.638  -0.867  -0.797  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.642   0.238  -0.986  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.320  -0.115  -0.269  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.285   0.861  -0.603  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.940   2.251  -0.492  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.089   0.727  -2.014  1.00  0.00           O  
HETATM    8  C7  UNL     1       0.992   0.942   0.030  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.004   1.183   1.527  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.380   0.741   2.036  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.124   0.625   0.769  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.249   1.977   0.328  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.461   0.073   0.742  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.661  -1.400   0.705  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.286  -1.932   1.784  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.144  -1.772   0.747  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.990  -0.621   0.438  1.00  0.00           C  
HETATM   18  O4  UNL     1      -5.323   0.198   1.543  1.00  0.00           O  
HETATM   19  C15 UNL     1      -6.369  -1.123  -0.027  1.00  0.00           C  
HETATM   20  C16 UNL     1      -7.225   0.073  -0.134  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.718   1.286  -0.418  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.291   1.484  -0.638  1.00  0.00           C  
HETATM   23  O5  UNL     1      -4.814   2.630  -0.740  1.00  0.00           O  
HETATM   24  C19 UNL     1      -4.464   0.227  -0.728  1.00  0.00           C  
HETATM   25  C20 UNL     1      -4.851  -0.404  -2.053  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.015   0.534  -0.622  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.143  -0.065  -1.665  1.00  0.00           C  
HETATM   28  C23 UNL     1      -0.712  -0.130  -1.482  1.00  0.00           C  
HETATM   29  C24 UNL     1      -0.088  -0.063  -0.135  1.00  0.00           C  
HETATM   30  C25 UNL     1       0.297  -1.356   0.480  1.00  0.00           C  
HETATM   31  O6  UNL     1       3.705  -0.136   1.096  1.00  0.00           O  
HETATM   32  C26 UNL     1       4.976  -0.484   1.511  1.00  0.00           C  
HETATM   33  O7  UNL     1       5.381  -0.054   2.609  1.00  0.00           O  
HETATM   34  C27 UNL     1       5.770  -1.352   0.604  1.00  0.00           C  
HETATM   35  C28 UNL     1       7.180  -1.363   1.124  1.00  0.00           C  
HETATM   36  H1  UNL     1       6.898   0.338  -2.130  1.00  0.00           H  
HETATM   37  H2  UNL     1       7.428   0.261  -0.428  1.00  0.00           H  
HETATM   38  H3  UNL     1       7.633  -1.215  -1.518  1.00  0.00           H  
HETATM   39  H4  UNL     1       5.320  -1.719  -1.439  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.098   1.151  -0.501  1.00  0.00           H  
HETATM   41  H6  UNL     1       4.492   0.437  -2.044  1.00  0.00           H  
HETATM   42  H7  UNL     1       3.137  -1.159  -0.569  1.00  0.00           H  
HETATM   43  H8  UNL     1       2.192   3.049  -0.507  1.00  0.00           H  
HETATM   44  H9  UNL     1       3.664   2.335  -1.327  1.00  0.00           H  
HETATM   45  H10 UNL     1       3.569   2.278   0.444  1.00  0.00           H  
HETATM   46  H11 UNL     1       1.961   1.609  -2.424  1.00  0.00           H  
HETATM   47  H12 UNL     1       0.510   1.911  -0.366  1.00  0.00           H  
HETATM   48  H13 UNL     1       1.102   2.284   1.762  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.756   0.621   2.078  1.00  0.00           H  
HETATM   50  H15 UNL     1      -0.336  -0.115   2.690  1.00  0.00           H  
HETATM   51  H16 UNL     1      -0.848   1.578   2.635  1.00  0.00           H  
HETATM   52  H17 UNL     1      -1.585   2.538   1.058  1.00  0.00           H  
HETATM   53  H18 UNL     1      -3.040   0.537   1.564  1.00  0.00           H  
HETATM   54  H19 UNL     1      -2.167  -1.974  -0.099  1.00  0.00           H  
HETATM   55  H20 UNL     1      -4.465  -2.754   0.303  1.00  0.00           H  
HETATM   56  H21 UNL     1      -5.153  -0.256   2.388  1.00  0.00           H  
HETATM   57  H22 UNL     1      -6.318  -1.755  -0.905  1.00  0.00           H  
HETATM   58  H23 UNL     1      -6.704  -1.794   0.819  1.00  0.00           H  
HETATM   59  H24 UNL     1      -8.287  -0.060   0.027  1.00  0.00           H  
HETATM   60  H25 UNL     1      -7.435   2.090  -0.472  1.00  0.00           H  
HETATM   61  H26 UNL     1      -5.955  -0.244  -2.213  1.00  0.00           H  
HETATM   62  H27 UNL     1      -4.359   0.166  -2.857  1.00  0.00           H  
HETATM   63  H28 UNL     1      -4.648  -1.471  -2.108  1.00  0.00           H  
HETATM   64  H29 UNL     1      -2.885   1.645  -0.636  1.00  0.00           H  
HETATM   65  H30 UNL     1      -2.380   0.501  -2.620  1.00  0.00           H  
HETATM   66  H31 UNL     1      -2.586  -1.085  -1.882  1.00  0.00           H  
HETATM   67  H32 UNL     1      -0.226   0.705  -2.076  1.00  0.00           H  
HETATM   68  H33 UNL     1      -0.301  -1.056  -1.980  1.00  0.00           H  
HETATM   69  H34 UNL     1       1.303  -1.343   0.950  1.00  0.00           H  
HETATM   70  H35 UNL     1       0.201  -2.231  -0.225  1.00  0.00           H  
HETATM   71  H36 UNL     1      -0.327  -1.665   1.372  1.00  0.00           H  
HETATM   72  H37 UNL     1       5.336  -2.388   0.717  1.00  0.00           H  
HETATM   73  H38 UNL     1       7.423  -0.370   1.513  1.00  0.00           H  
HETATM   74  H39 UNL     1       7.907  -1.786   0.421  1.00  0.00           H  
HETATM   75  H40 UNL     1       7.181  -2.056   2.015  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3   34   39
CONECT    3    4   40   41
CONECT    4    5   31   42
CONECT    5    6    7    8
CONECT    6   43   44   45
CONECT    7   46
CONECT    8    9   29   47
CONECT    9   10   48   49
CONECT   10   11   50   51
CONECT   11   12   13   29
CONECT   12   52
CONECT   13   14   26   53
CONECT   14   15   16   54
CONECT   15   16
CONECT   16   17   55
CONECT   17   18   19   24
CONECT   18   56
CONECT   19   20   57   58
CONECT   20   21   21   59
CONECT   21   22   60
CONECT   22   23   23   24
CONECT   24   25   26
CONECT   25   61   62   63
CONECT   26   27   64
CONECT   27   28   65   66
CONECT   28   29   67   68
CONECT   29   30
CONECT   30   69   70   71
CONECT   31   32
CONECT   32   33   33   34
CONECT   34   35   72
CONECT   35   73   74   75
END

HMDB0034334
     RDKit          3D
14alpha-Hydroxyixocarpanolide
 75 80  0  0  0  0  0  0  0  0999 V2000
    6.9862   -0.3545   -1.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6380   -0.8672   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6422    0.2383   -0.9862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -0.1147   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847    0.8607   -0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    2.2512   -0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885    0.7269   -2.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9925    0.9421    0.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0044    1.1826    1.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3800    0.7414    2.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1243    0.6247    0.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2487    1.9773    0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4608    0.0731    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6606   -1.3998    0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -1.9323    1.7843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1442   -1.7720    0.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9905   -0.6215    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3232    0.1979    1.5428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3690   -1.1235   -0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2254    0.0731   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7183    1.2855   -0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2907    1.4837   -0.6378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8141    2.6303   -0.7400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.2269   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8510   -0.4042   -2.0530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0146    0.5342   -0.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427   -0.0649   -1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7117   -0.1296   -1.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880   -0.0626   -0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2967   -1.3559    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7046   -0.1362    1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9759   -0.4835    1.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3808   -0.0541    2.6092 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7702   -1.3521    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1798   -1.3626    1.1242 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8979    0.3384   -2.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4276    0.2611   -0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -1.2146   -1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3197   -1.7189   -1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978    1.1508   -0.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917    0.4369   -2.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1365   -1.1595   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916    3.0489   -0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636    2.3351   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5691    2.2784    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614    1.6089   -2.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5102    1.9110   -0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1016    2.2837    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.6206    2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3361   -0.1151    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8483    1.5780    2.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853    2.5384    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.5373    1.5639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1673   -1.9737   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -2.7537    0.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531   -0.2557    2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3183   -1.7553   -0.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7039   -1.7941    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2871   -0.0601    0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4350    2.0903   -0.4717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553   -0.2445   -2.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3593    0.1664   -2.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6481   -1.4710   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850    1.6450   -0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3795    0.5014   -2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -1.0851   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2256    0.7052   -2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014   -1.0556   -1.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3033   -1.3432    0.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011   -2.2306   -0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3273   -1.6648    1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3364   -2.3879    0.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234   -0.3696    1.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9068   -1.7857    0.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1807   -2.0558    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  4 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 34  2  1  0
 29  8  1  0
 29 11  1  0
 26 13  1  0
 16 14  1  0
 24 17  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  8 47  1  0
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 21 60  1  0
 25 61  1  0
 25 62  1  0
 25 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 35 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14a-Hydroxyixocarpanolide	Generator
14Α-hydroxyixocarpanolide	Generator
6,7-Epoxy-5,14,20-trihydroxy-1-oxowith-2-enolide	HMDB

Chemical Formula

C₂₈H₄₀O₇

Average Molecular Weight

488.613

Monoisotopic Molecular Weight

488.277403634

IUPAC Name

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

Traditional Name

15-[1-(4,5-dimethyl-6-oxooxan-2-yl)-1-hydroxyethyl]-5,18-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁸]octadec-7-en-9-one

CAS Registry Number

107221-65-8

SMILES

CC1CC(OC(=O)C1C)C(C)(O)C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H40O7/c1-14-13-19(34-23(30)15(14)2)26(5,31)17-9-12-27(32)20-16(8-11-24(17,27)3)25(4)18(29)7-6-10-28(25,33)22-21(20)35-22/h6-7,14-17,19-22,31-33H,8-13H2,1-5H3

InChI Key

SPZVPSAUINZULS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0034334)
Cell membrane (HMDB: HMDB0034334)

Biofluid or Excreta

Urine (HMDB: HMDB0034334)

Tissue substructure

Hepatic tissue (HMDB: HMDB0034334)

Cellular substructure

Extracellular (HMDB: HMDB0034334)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034334)

Source

Endogenous

Endogenous (HMDB: HMDB0034334)

Plant

Plant (HMDB: HMDB0034334)

Animal

Animal (HMDB: HMDB0034334)

Exogenous

Food

Food (HMDB: HMDB0034334)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0034334)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0034334)

Cellular process

Cell signaling (HMDB: HMDB0034334)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0034334)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034334)

Nutrient

Nutrient (HMDB: HMDB0034334)

Molecular messenger

Signaling molecule (HMDB: HMDB0034334)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034334)

Emulsifier (HMDB: HMDB0034334)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	245 - 250 °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	0.054 g/L	ALOGPS
logP	2.12	ALOGPS
logP	2.55	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.98	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	127.77 m³·mol⁻¹	ChemAxon
Polarizability	53.32 Å³	ChemAxon
Number of Rings	6	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]+	212.999	31661259
DarkChem	[M-H]-	207.787	31661259
DeepCCS	[M-2H]-	242.663	30932474
DeepCCS	[M+Na]+	218.088	30932474
AllCCS	[M+H]+	216.3	32859911
AllCCS	[M+H-H2O]+	214.5	32859911
AllCCS	[M+NH4]+	217.9	32859911
AllCCS	[M+Na]+	218.4	32859911
AllCCS	[M-H]-	217.8	32859911
AllCCS	[M+Na-2H]-	219.7	32859911
AllCCS	[M+HCOO]-	222.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
14alpha-Hydroxyixocarpanolide	CC1CC(OC(=O)C1C)C(C)(O)C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C	3920.9	Standard polar	33892256
14alpha-Hydroxyixocarpanolide	CC1CC(OC(=O)C1C)C(C)(O)C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C	3365.9	Standard non polar	33892256
14alpha-Hydroxyixocarpanolide	CC1CC(OC(=O)C1C)C(C)(O)C1CCC2(O)C3C4OC4C4(O)CC=CC(=O)C4(C)C3CCC12C	4179.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
14alpha-Hydroxyixocarpanolide,1TMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C)C2CCC3(O)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4097.5	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,1TMS,isomer #2	CC1CC(C(C)(O)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4113.5	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,1TMS,isomer #3	CC1CC(C(C)(O)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4076.5	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4073.1	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TMS,isomer #2	CC1CC(C(C)(O[Si](C)(C)C)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	3991.3	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TMS,isomer #3	CC1CC(C(C)(O)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4017.8	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,3TMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C)C2CCC3(O[Si](C)(C)C)C4C5OC5C5(O[Si](C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	3950.9	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,1TBDMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C(C)(C)C)C2CCC3(O)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4331.7	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,1TBDMS,isomer #2	CC1CC(C(C)(O)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4324.6	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,1TBDMS,isomer #3	CC1CC(C(C)(O)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4288.9	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TBDMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C(C)(C)C)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4518.9	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TBDMS,isomer #2	CC1CC(C(C)(O[Si](C)(C)C(C)(C)C)C2CCC3(O)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4445.7	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,2TBDMS,isomer #3	CC1CC(C(C)(O)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4426.8	Semi standard non polar	33892256
14alpha-Hydroxyixocarpanolide,3TBDMS,isomer #1	CC1CC(C(C)(O[Si](C)(C)C(C)(C)C)C2CCC3(O[Si](C)(C)C(C)(C)C)C4C5OC5C5(O[Si](C)(C)C(C)(C)C)CC=CC(=O)C5(C)C4CCC23C)OC(=O)C1C	4582.6	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 - 14alpha-Hydroxyixocarpanolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-5257900000-fd60032a6e676f24a3f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 14alpha-Hydroxyixocarpanolide GC-MS (2 TMS) - 70eV, Positive	splash10-014r-6211795000-4e63ea9d00740be422d1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 14alpha-Hydroxyixocarpanolide 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 - 14alpha-Hydroxyixocarpanolide 10V, Positive-QTOF	splash10-00dr-0001900000-d62d26aa79f9c8a63448	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 20V, Positive-QTOF	splash10-0uk9-5265900000-04d0d606abaac484437a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 40V, Positive-QTOF	splash10-0006-9114200000-f13f62519f6ce8d939bc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 10V, Negative-QTOF	splash10-000i-0001900000-e964952cb095b5e1e218	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 20V, Negative-QTOF	splash10-014i-1847900000-b6de82d3d5f6ce77edc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 40V, Negative-QTOF	splash10-014i-9302000000-63482182134afb414536	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 10V, Negative-QTOF	splash10-000i-0000900000-1ca5acea1291533c2042	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 20V, Negative-QTOF	splash10-00kr-0000900000-64eac0871c0ac0b1ab60	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 40V, Negative-QTOF	splash10-0159-1102900000-dbd9d36d15815fa93e43	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 10V, Positive-QTOF	splash10-000i-0002900000-9bd976f974ec8a3bd775	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 20V, Positive-QTOF	splash10-0002-5409400000-d03152394dd678693b3a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14alpha-Hydroxyixocarpanolide 40V, Positive-QTOF	splash10-0f6w-7439100000-0c3a55553ddfc125c89b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB012693

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14605187

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 14alpha-Hydroxyixocarpanolide (HMDB0034334)

MOL for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

3D MOL for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

3D SDF for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

3D-SDF for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

PDB for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

3D PDB for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

SMILES for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

INCHI for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

Structure for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

3D Structure for HMDB0034334 (14alpha-Hydroxyixocarpanolide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra