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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:03:04 UTC

Update Date

2022-03-07 02:56:59 UTC

HMDB ID

HMDB0041372

Secondary Accession Numbers

HMDB41372

Metabolite Identification

Common Name

Alectrol

Description

Alectrol is found in cowpea. Alectrol is isolated from the roots of Vigna unguiculata (genuine host plant for Alectra species) Strigolactones are plant hormones that have been implicated in inhibition of shoot branching. Strigolactones are carotenoid-derived and trigger germination of parasitic plant seeds (for example striga from which they gained their name) and stimulate symbiotic mycorrhizal fungi. Strigolactones contain a labile ether bond that is easily hydrolysed in the rhizosphere meaning that there is a large concentration gradient between areas near the root and those further away.

Structure

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

HMDB0041372
     RDKit          3D
Alectrol
 47 50  0  0  0  0  0  0  0  0999 V2000
    7.1046   -1.0420    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0557    0.0231    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287    0.6333   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.6090   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.4225   -0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    0.3053   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    0.4267   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230    1.6754   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400    2.7997   -0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    1.4137    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195    0.1163    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0850   -0.6604    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.0306   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -1.0054   -1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609   -1.3099   -2.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925   -0.7992   -1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282    0.4729   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989    0.1808    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.4882    1.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.6274    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357   -0.6327    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108   -1.7920    1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797    1.5423    1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5274    0.5901    1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8900    0.2524    2.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220   -0.6994    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575   -2.0141    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -1.0642   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521    0.3802   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    2.6202   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -0.7032   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056    0.0984    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738   -1.5004    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239   -1.2795   -2.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207   -0.8636   -3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407   -2.4145   -2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025   -0.5753   -2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629   -1.5747   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011    1.1553   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.0010   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    2.3393    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5258    1.4177    1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    1.7401    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1197   -0.6259    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.7155    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.2115    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.5623    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 24  2  1  0
 12  7  1  0
 21 14  1  0
 21 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
M  END


  Mrv0541 05061312372D          

 25 28  0  0  0  0            999 V2000
    7.8618    7.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8003    2.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7854    1.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0666    3.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    4.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060    2.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1687    5.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1109    4.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0915    4.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8455    6.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340    3.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7686    3.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5935    3.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4081    5.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983    3.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5033    5.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8329    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094    2.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6734    3.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2928    6.1546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6123    2.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9941    2.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9101    4.4942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2329    5.1357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1560    2.6777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  7  2  0  0  0  0
 11  5  1  0  0  0  0
 11  8  2  0  0  0  0
 12  8  1  0  0  0  0
 13  9  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18  3  1  0  0  0  0
 18  6  1  0  0  0  0
 19 11  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  2  0  0  0  0
 21 17  2  0  0  0  0
 22 19  1  0  0  0  0
 23  9  1  0  0  0  0
 23 14  1  0  0  0  0
 24 14  1  0  0  0  0
 24 16  1  0  0  0  0
 25 15  1  0  0  0  0
 25 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041372

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(O\C=C2\C3C=C4CCCC(C)(C)C4(O)C3OC2=O)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O6/c1-10-7-14(24-16(10)20)23-9-13-12-8-11-5-4-6-18(2,3)19(11,22)15(12)25-17(13)21/h7-9,12,14-15,22H,4-6H2,1-3H3/b13-9-

> <INCHI_KEY>
FIKOOQXJBAJJSE-LCYFTJDESA-N

> <FORMULA>
C19H22O6

> <MOLECULAR_WEIGHT>
346.3744

> <EXACT_MASS>
346.141638436

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.71357793987305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(3Z)-8a-hydroxy-8,8-dimethyl-2-oxo-2H,3H,3aH,5H,6H,7H,8H,8aH,8bH-indeno[1,2-b]furan-3-ylidene]methoxy}-3-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
2.7728297250000002

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.377528759422237

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9460541303310426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.705641269426059

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
88.83699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(3Z)-8a-hydroxy-8,8-dimethyl-2-oxo-3aH,5H,6H,7H,8bH-indeno[1,2-b]furan-3-ylidene]methoxy}-3-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041372
     RDKit          3D
Alectrol
 47 50  0  0  0  0  0  0  0  0999 V2000
    7.1046   -1.0420    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0557    0.0231    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287    0.6333   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.6090   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.4225   -0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    0.3053   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    0.4267   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230    1.6754   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400    2.7997   -0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    1.4137    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195    0.1163    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0850   -0.6604    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.0306   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -1.0054   -1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609   -1.3099   -2.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925   -0.7992   -1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282    0.4729   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989    0.1808    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.4882    1.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.6274    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357   -0.6327    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108   -1.7920    1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797    1.5423    1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5274    0.5901    1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8900    0.2524    2.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220   -0.6994    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575   -2.0141    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -1.0642   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521    0.3802   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    2.6202   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -0.7032   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056    0.0984    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738   -1.5004    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239   -1.2795   -2.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207   -0.8636   -3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407   -2.4145   -2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025   -0.5753   -2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629   -1.5747   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011    1.1553   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.0010   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    2.3393    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5258    1.4177    1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    1.7401    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1197   -0.6259    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.7155    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.2115    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.5623    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 24  2  1  0
 12  7  1  0
 21 14  1  0
 21 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  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      14.675  13.511   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.094   3.993   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.199   3.418   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.858   6.658   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.910   7.782   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.305   5.184   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.382  11.091   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.674   8.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.371   8.580   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.645  11.971   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.410   7.432   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.901   7.383   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.441   7.353   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.828   9.617   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.397   5.928   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.873  11.042   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.888   5.879   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.804   4.834   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.857   5.958   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      17.347  11.489   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.343   5.374   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.456   4.539   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.899   8.389   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.368   9.587   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.625   4.998   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   18                                                       
CONECT    7   10   14                                                       
CONECT    8   11   12                                                       
CONECT    9   13   23                                                       
CONECT   10    1    7   16                                                  
CONECT   11    5    8   19                                                  
CONECT   12    8   13   15                                                  
CONECT   13    9   12   17                                                  
CONECT   14    7   23   24                                                  
CONECT   15   12   19   25                                                  
CONECT   16   10   20   24                                                  
CONECT   17   13   21   25                                                  
CONECT   18    2    3    6   19                                             
CONECT   19   11   15   18   22                                             
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23    9   14                                                       
CONECT   24   14   16                                                       
CONECT   25   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0041372
HETATM    1  C1  UNL     1       7.105  -1.042   0.295  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.056   0.023   0.378  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.429   0.633  -0.604  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.478   1.609  -0.109  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.158   1.422  -0.563  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.403   0.305  -0.343  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.090   0.427  -0.187  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.323   1.675  -0.223  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.740   2.800  -0.586  1.00  0.00           O  
HETATM   10  O3  UNL     1      -0.974   1.414   0.220  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.020   0.116   0.786  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.085  -0.660   0.062  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.607  -1.031  -1.213  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.923  -1.005  -1.069  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.961  -1.310  -2.103  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.292  -0.799  -1.664  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.128   0.473  -0.902  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.499   0.181   0.442  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.277   1.488   1.167  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.493  -0.627   1.246  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.236  -0.633   0.307  1.00  0.00           C  
HETATM   22  O4  UNL     1      -2.311  -1.792   1.115  1.00  0.00           O  
HETATM   23  O5  UNL     1       4.580   1.542   1.291  1.00  0.00           O  
HETATM   24  C19 UNL     1       5.527   0.590   1.613  1.00  0.00           C  
HETATM   25  O6  UNL     1       5.890   0.252   2.777  1.00  0.00           O  
HETATM   26  H1  UNL     1       7.922  -0.699   0.996  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.757  -2.014   0.641  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.575  -1.064  -0.708  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.652   0.380  -1.653  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.837   2.620  -0.472  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.796  -0.703  -0.285  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.906   0.098   1.868  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.474  -1.500   0.626  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.024  -1.279  -2.114  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.721  -0.864  -3.082  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.041  -2.414  -2.233  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.903  -0.575  -2.583  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.863  -1.575  -1.119  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.501   1.155  -1.495  1.00  0.00           H  
HETATM   40  H15 UNL     1      -5.085   1.001  -0.700  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.106   2.339   0.471  1.00  0.00           H  
HETATM   42  H17 UNL     1      -2.526   1.418   1.968  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.246   1.740   1.688  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.120  -0.626   2.307  1.00  0.00           H  
HETATM   45  H20 UNL     1      -4.465  -1.715   0.946  1.00  0.00           H  
HETATM   46  H21 UNL     1      -5.507  -0.212   1.231  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.144  -1.562   2.073  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   24
CONECT    3    4   29
CONECT    4    5   23   30
CONECT    5    6
CONECT    6    7    7   31
CONECT    7    8   12
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   21   32
CONECT   12   13   33
CONECT   13   14   14   34
CONECT   14   15   21
CONECT   15   16   35   36
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   20   21
CONECT   19   41   42   43
CONECT   20   44   45   46
CONECT   21   22
CONECT   22   47
CONECT   23   24
CONECT   24   25   25
END

HMDB0041372
     RDKit          3D
Alectrol
 47 50  0  0  0  0  0  0  0  0999 V2000
    7.1046   -1.0420    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0557    0.0231    0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4287    0.6333   -0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.6090   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1583    1.4225   -0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4034    0.3053   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    0.4267   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3230    1.6754   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400    2.7997   -0.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9745    1.4137    0.2200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195    0.1163    0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0850   -0.6604    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6075   -1.0306   -1.2128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231   -1.0054   -1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9609   -1.3099   -2.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925   -0.7992   -1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1282    0.4729   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4989    0.1808    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2773    1.4882    1.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927   -0.6274    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357   -0.6327    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3108   -1.7920    1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5797    1.5423    1.2915 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5274    0.5901    1.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8900    0.2524    2.7769 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9220   -0.6994    0.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7575   -2.0141    0.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5750   -1.0642   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6521    0.3802   -1.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8368    2.6202   -0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959   -0.7032   -0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9056    0.0984    1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4738   -1.5004    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239   -1.2795   -2.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7207   -0.8636   -3.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0407   -2.4145   -2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9025   -0.5753   -2.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629   -1.5747   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5011    1.1553   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0848    1.0010   -0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    2.3393    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5258    1.4177    1.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2460    1.7401    1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1197   -0.6259    2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4646   -1.7155    0.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5073   -0.2115    1.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.5623    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
  4 23  1  0
 23 24  1  0
 24 25  2  0
 24  2  1  0
 12  7  1  0
 21 14  1  0
 21 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  0
  6 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Alectrol	MeSH

Chemical Formula

C₁₉H₂₂O₆

Average Molecular Weight

346.3744

Monoisotopic Molecular Weight

346.141638436

IUPAC Name

5-{[(3Z)-8a-hydroxy-8,8-dimethyl-2-oxo-2H,3H,3aH,5H,6H,7H,8H,8aH,8bH-indeno[1,2-b]furan-3-ylidene]methoxy}-3-methyl-2,5-dihydrofuran-2-one

Traditional Name

5-{[(3Z)-8a-hydroxy-8,8-dimethyl-2-oxo-3aH,5H,6H,7H,8bH-indeno[1,2-b]furan-3-ylidene]methoxy}-3-methyl-5H-furan-2-one

CAS Registry Number

143572-84-3

SMILES

CC1=CC(O\C=C2\C3C=C4CCCC(C)(C)C4(O)C3OC2=O)OC1=O

InChI Identifier

InChI=1S/C19H22O6/c1-10-7-14(24-16(10)20)23-9-13-12-8-11-5-4-6-18(2,3)19(11,22)15(12)25-17(13)21/h7-9,12,14-15,22H,4-6H2,1-3H3/b13-9-

InChI Key

FIKOOQXJBAJJSE-LCYFTJDESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

2-furanone
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Alcohol
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041372)
Cytoplasm (HMDB: HMDB0041372)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041372)

Source

Exogenous

Food

Food (HMDB: HMDB0041372)

Pulse

Pea

Cowpea (FooDB: FOOD00202)

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Fabaceae (HMDB: HMDB0041372)

Not Available

Nutrient (HMDB: HMDB0041372)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041372)

Emulsifier (HMDB: HMDB0041372)

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	4755 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	1.9	ALOGPS
logP	2.77	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.84 m³·mol⁻¹	ChemAxon
Polarizability	35.71 Å³	ChemAxon
Number of Rings	4	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]+	178.563	31661259
DarkChem	[M-H]-	175.806	31661259
DeepCCS	[M+H]+	189.172	30932474
DeepCCS	[M-H]-	186.709	30932474
DeepCCS	[M-2H]-	220.418	30932474
DeepCCS	[M+Na]+	195.854	30932474
AllCCS	[M+H]+	182.0	32859911
AllCCS	[M+H-H2O]+	179.1	32859911
AllCCS	[M+NH4]+	184.7	32859911
AllCCS	[M+Na]+	185.5	32859911
AllCCS	[M-H]-	184.2	32859911
AllCCS	[M+Na-2H]-	184.1	32859911
AllCCS	[M+HCOO]-	184.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alectrol	CC1=CC(O\C=C2\C3C=C4CCCC(C)(C)C4(O)C3OC2=O)OC1=O	3816.4	Standard polar	33892256
Alectrol	CC1=CC(O\C=C2\C3C=C4CCCC(C)(C)C4(O)C3OC2=O)OC1=O	2744.9	Standard non polar	33892256
Alectrol	CC1=CC(O\C=C2\C3C=C4CCCC(C)(C)C4(O)C3OC2=O)OC1=O	3006.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alectrol,1TMS,isomer #1	CC1=CC(O/C=C2\C(=O)OC3C2C=C2CCCC(C)(C)C23O[Si](C)(C)C)OC1=O	2845.6	Semi standard non polar	33892256
Alectrol,1TBDMS,isomer #1	CC1=CC(O/C=C2\C(=O)OC3C2C=C2CCCC(C)(C)C23O[Si](C)(C)C(C)(C)C)OC1=O	3086.9	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 - Alectrol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3900000000-7818b2e0d3841514c49b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alectrol GC-MS (1 TMS) - 70eV, Positive	splash10-00ba-9432000000-aaa085c0f745c5b12fae	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alectrol 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 - Alectrol 10V, Positive-QTOF	splash10-008a-3293000000-9dcf064942adb6d491d0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 20V, Positive-QTOF	splash10-001i-9150000000-fd98c1710fe6da7cfb5e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 40V, Positive-QTOF	splash10-05nu-9000000000-c541fa70af5402af3dfe	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 10V, Negative-QTOF	splash10-0002-1059000000-562d33047f0ebc1153e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 20V, Negative-QTOF	splash10-02ft-6493000000-667f0d55fbb75a594254	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 40V, Negative-QTOF	splash10-0550-9650000000-4779922eefac10baa421	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 10V, Negative-QTOF	splash10-0002-1019000000-649d0fec9485f9ae722e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 20V, Negative-QTOF	splash10-0002-1193000000-bcdc31eb42054ea0989e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 40V, Negative-QTOF	splash10-0007-8491000000-06c44a216a269b2be054	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 10V, Positive-QTOF	splash10-0002-0089000000-64755cebd5a7af78d5fb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 20V, Positive-QTOF	splash10-0fba-3298000000-5b9b69b8643f28614307	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alectrol 40V, Positive-QTOF	splash10-01r2-1940000000-d27fe4c92557940c496b	2021-09-25	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Strigolactone

METLIN ID

Not Available

PubChem Compound

131753126

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891781

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Alectrol (HMDB0041372)

MOL for HMDB0041372 (Alectrol)

3D MOL for HMDB0041372 (Alectrol)

3D SDF for HMDB0041372 (Alectrol)

3D-SDF for HMDB0041372 (Alectrol)

PDB for HMDB0041372 (Alectrol)

3D PDB for HMDB0041372 (Alectrol)

SMILES for HMDB0041372 (Alectrol)

INCHI for HMDB0041372 (Alectrol)

Structure for HMDB0041372 (Alectrol)

3D Structure for HMDB0041372 (Alectrol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra