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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:33 UTC

HMDB ID

HMDB0059605

Secondary Accession Numbers

HMDB0036887
HMDB36887
HMDB59605

Metabolite Identification

Common Name

10'-Apo-beta-carotenal

Description

10'-Apo-beta-carotenal, also known as 10'-apo-β,psi-carotenal or beta-apo-10'-carotenal, belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. 10'-Apo-beta-carotenal 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 06301311362D          

 28 28  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 19 18  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22  1  1  0  0  0  0
 22 12  2  0  0  0  0
 22 14  1  0  0  0  0
 23  2  1  0  0  0  0
 23 13  2  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 15  2  0  0  0  0
 24 18  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 26 25  2  0  0  0  0
 27  5  1  0  0  0  0
 27  6  1  0  0  0  0
 27 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28 21  2  0  0  0  0
M  END

HMDB0059605
     RDKit          3D
10'-Apo-beta-carotenal
 64 64  0  0  0  0  0  0  0  0999 V2000
   -6.5836   -0.0032    2.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6324   -1.0078    1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726   -1.2940    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -0.5597    1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7136    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0128    0.0120    1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921    1.0133    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110   -0.2233    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    0.4493    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479    0.1317   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6503    0.8204   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    1.7622    1.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441    0.5588   -0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9878    1.0594   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0771    0.9950   -1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1541    1.8412   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769    1.7450   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498    0.8120   -2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4086    2.6085   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6244    2.6066   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6622    3.4913   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4008    4.2701   -0.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5592   -2.2880   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0916   -1.7504   -1.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -3.3873    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275   -2.9599   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0302   -1.9611    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9465   -1.6546    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059   -0.2538    3.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5640    0.1148    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2851    1.0040    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1474    2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674   -1.4265   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9063    1.3980    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    0.6011    3.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.9435    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -0.9663   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    1.1752    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.6021   -1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    1.1243    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026    2.5840    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    2.1533    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3746   -0.2133   -1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9990    1.8832    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1177    0.2389   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0960    2.5333   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9468   -0.1759   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3196    1.1953   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6545    0.6363   -3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2682    3.3080   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442    1.9442   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6277    3.5234   -1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8541   -0.6837   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9494   -1.9479   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2685   -2.3716   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1849   -4.3593    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -3.6384   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -3.1274    1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0632   -3.8153    0.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725   -3.2527   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8991   -0.9939   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -2.4307   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7615   -1.0277    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9701   -2.5956    2.0999 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28  2  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END


  Mrv0541 06301311362D          

 28 28  0  0  0  0            999 V2000
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 19 18  2  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22  1  1  0  0  0  0
 22 12  2  0  0  0  0
 22 14  1  0  0  0  0
 23  2  1  0  0  0  0
 23 13  2  0  0  0  0
 23 16  1  0  0  0  0
 24  3  1  0  0  0  0
 24 15  2  0  0  0  0
 24 18  1  0  0  0  0
 25  4  1  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 26 25  2  0  0  0  0
 27  5  1  0  0  0  0
 27  6  1  0  0  0  0
 27 20  1  0  0  0  0
 27 26  1  0  0  0  0
 28 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059605

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H36O/c1-22(12-7-8-13-23(2)16-11-21-28)14-9-15-24(3)18-19-26-25(4)17-10-20-27(26,5)6/h7-9,11-16,18-19,21H,10,17,20H2,1-6H3/b8-7+,14-9+,16-11+,19-18+,22-12+,23-13+,24-15+

> <INCHI_KEY>
PJEHRCCPERVGEC-FLHUAPOTSA-N

> <FORMULA>
C27H36O

> <MOLECULAR_WEIGHT>
376.5741

> <EXACT_MASS>
376.276615774

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
48.72482385031849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14E)-4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadeca-2,4,6,8,10,12,14-heptaenal

> <ALOGPS_LOGP>
7.57

> <JCHEM_LOGP>
6.680759750333335

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3031970979525624

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
132.10320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10'-apo-β-carotenal

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0059605
     RDKit          3D
10'-Apo-beta-carotenal
 64 64  0  0  0  0  0  0  0  0999 V2000
   -6.5836   -0.0032    2.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6324   -1.0078    1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726   -1.2940    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -0.5597    1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7136    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0128    0.0120    1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921    1.0133    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110   -0.2233    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    0.4493    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479    0.1317   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6503    0.8204   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    1.7622    1.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441    0.5588   -0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9878    1.0594   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0771    0.9950   -1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1541    1.8412   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769    1.7450   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498    0.8120   -2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4086    2.6085   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6244    2.6066   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6622    3.4913   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4008    4.2701   -0.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5592   -2.2880   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0916   -1.7504   -1.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -3.3873    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275   -2.9599   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0302   -1.9611    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9465   -1.6546    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059   -0.2538    3.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5640    0.1148    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2851    1.0040    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1474    2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674   -1.4265   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9063    1.3980    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    0.6011    3.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.9435    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -0.9663   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    1.1752    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.6021   -1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    1.1243    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026    2.5840    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    2.1533    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3746   -0.2133   -1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9990    1.8832    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1177    0.2389   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0960    2.5333   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9468   -0.1759   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3196    1.1953   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6545    0.6363   -3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2682    3.3080   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442    1.9442   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6277    3.5234   -1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8541   -0.6837   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9494   -1.9479   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2685   -2.3716   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1849   -4.3593    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -3.6384   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -3.1274    1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0632   -3.8153    0.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725   -3.2527   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8991   -0.9939   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -2.4307   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7615   -1.0277    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9701   -2.5956    2.0999 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28  2  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.338   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.672   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.339   6.160   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   27                                                            
CONECT    6   27                                                            
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   14   15                                                       
CONECT   10   17   20                                                       
CONECT   11   16   21                                                       
CONECT   12    7   22                                                       
CONECT   13    8   23                                                       
CONECT   14    9   22                                                       
CONECT   15    9   24                                                       
CONECT   16   11   23                                                       
CONECT   17   10   25                                                       
CONECT   18   19   24                                                       
CONECT   19   18   26                                                       
CONECT   20   10   27                                                       
CONECT   21   11   28                                                       
CONECT   22    1   12   14                                                  
CONECT   23    2   13   16                                                  
CONECT   24    3   15   18                                                  
CONECT   25    4   17   26                                                  
CONECT   26   19   25   27                                                  
CONECT   27    5    6   20   26                                             
CONECT   28   21                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

COMPND    HMDB0059605
HETATM    1  C1  UNL     1      -6.584  -0.003   2.839  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.632  -1.008   1.742  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.573  -1.294   1.007  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.346  -0.560   1.333  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.222  -0.714   0.706  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.013   0.012   1.024  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.892   1.013   2.091  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.911  -0.223   0.287  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.366   0.449   0.516  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.348   0.132  -0.283  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.650   0.820  -0.073  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.773   1.762   1.060  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.644   0.559  -0.843  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.988   1.059  -0.891  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.077   0.995  -1.450  1.00  0.00           C  
HETATM   16  C16 UNL     1       7.154   1.841  -1.005  1.00  0.00           C  
HETATM   17  C17 UNL     1       8.377   1.745  -1.668  1.00  0.00           C  
HETATM   18  C18 UNL     1       8.550   0.812  -2.772  1.00  0.00           C  
HETATM   19  C19 UNL     1       9.409   2.609  -1.206  1.00  0.00           C  
HETATM   20  C20 UNL     1      10.624   2.607  -1.766  1.00  0.00           C  
HETATM   21  C21 UNL     1      11.662   3.491  -1.277  1.00  0.00           C  
HETATM   22  O1  UNL     1      11.401   4.270  -0.295  1.00  0.00           O  
HETATM   23  C22 UNL     1      -5.559  -2.288  -0.078  1.00  0.00           C  
HETATM   24  C23 UNL     1      -5.092  -1.750  -1.409  1.00  0.00           C  
HETATM   25  C24 UNL     1      -4.625  -3.387   0.363  1.00  0.00           C  
HETATM   26  C25 UNL     1      -6.928  -2.960  -0.265  1.00  0.00           C  
HETATM   27  C26 UNL     1      -8.030  -1.961   0.015  1.00  0.00           C  
HETATM   28  C27 UNL     1      -7.946  -1.655   1.506  1.00  0.00           C  
HETATM   29  H1  UNL     1      -5.806  -0.254   3.580  1.00  0.00           H  
HETATM   30  H2  UNL     1      -7.564   0.115   3.334  1.00  0.00           H  
HETATM   31  H3  UNL     1      -6.285   1.004   2.403  1.00  0.00           H  
HETATM   32  H4  UNL     1      -4.400   0.147   2.192  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.167  -1.427  -0.111  1.00  0.00           H  
HETATM   34  H6  UNL     1      -2.906   1.398   2.385  1.00  0.00           H  
HETATM   35  H7  UNL     1      -1.462   0.601   3.029  1.00  0.00           H  
HETATM   36  H8  UNL     1      -1.336   1.943   1.761  1.00  0.00           H  
HETATM   37  H9  UNL     1      -1.005  -0.966  -0.508  1.00  0.00           H  
HETATM   38  H10 UNL     1       0.473   1.175   1.315  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.192  -0.602  -1.040  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.419   1.124   1.952  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.003   2.584   1.042  1.00  0.00           H  
HETATM   42  H14 UNL     1       3.749   2.153   1.260  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.375  -0.213  -1.645  1.00  0.00           H  
HETATM   44  H16 UNL     1       4.999   1.883   0.020  1.00  0.00           H  
HETATM   45  H17 UNL     1       6.118   0.239  -2.265  1.00  0.00           H  
HETATM   46  H18 UNL     1       7.096   2.533  -0.215  1.00  0.00           H  
HETATM   47  H19 UNL     1       8.947  -0.176  -2.423  1.00  0.00           H  
HETATM   48  H20 UNL     1       9.320   1.195  -3.501  1.00  0.00           H  
HETATM   49  H21 UNL     1       7.655   0.636  -3.408  1.00  0.00           H  
HETATM   50  H22 UNL     1       9.268   3.308  -0.394  1.00  0.00           H  
HETATM   51  H23 UNL     1      10.844   1.944  -2.587  1.00  0.00           H  
HETATM   52  H24 UNL     1      12.628   3.523  -1.698  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.854  -0.684  -1.462  1.00  0.00           H  
HETATM   54  H26 UNL     1      -5.949  -1.948  -2.148  1.00  0.00           H  
HETATM   55  H27 UNL     1      -4.269  -2.372  -1.849  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.185  -4.359   0.484  1.00  0.00           H  
HETATM   57  H29 UNL     1      -3.819  -3.638  -0.348  1.00  0.00           H  
HETATM   58  H30 UNL     1      -4.091  -3.127   1.303  1.00  0.00           H  
HETATM   59  H31 UNL     1      -7.063  -3.815   0.403  1.00  0.00           H  
HETATM   60  H32 UNL     1      -6.972  -3.253  -1.340  1.00  0.00           H  
HETATM   61  H33 UNL     1      -7.899  -0.994  -0.522  1.00  0.00           H  
HETATM   62  H34 UNL     1      -8.991  -2.431  -0.213  1.00  0.00           H  
HETATM   63  H35 UNL     1      -8.761  -1.028   1.830  1.00  0.00           H  
HETATM   64  H36 UNL     1      -7.970  -2.596   2.100  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    3   28
CONECT    3    4   23
CONECT    4    5    5   32
CONECT    5    6   33
CONECT    6    7    8    8
CONECT    7   34   35   36
CONECT    8    9   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   13   13
CONECT   12   40   41   42
CONECT   13   14   43
CONECT   14   15   15   44
CONECT   15   16   45
CONECT   16   17   17   46
CONECT   17   18   19
CONECT   18   47   48   49
CONECT   19   20   20   50
CONECT   20   21   51
CONECT   21   22   22   52
CONECT   23   24   25   26
CONECT   24   53   54   55
CONECT   25   56   57   58
CONECT   26   27   59   60
CONECT   27   28   61   62
CONECT   28   63   64
END

HMDB0059605
     RDKit          3D
10'-Apo-beta-carotenal
 64 64  0  0  0  0  0  0  0  0999 V2000
   -6.5836   -0.0032    2.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6324   -1.0078    1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5726   -1.2940    1.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3458   -0.5597    1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217   -0.7136    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0128    0.0120    1.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921    1.0133    2.0912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9110   -0.2233    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660    0.4493    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479    0.1317   -0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6503    0.8204   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732    1.7622    1.0598 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441    0.5588   -0.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9878    1.0594   -0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0771    0.9950   -1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1541    1.8412   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3769    1.7450   -1.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498    0.8120   -2.7724 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4086    2.6085   -1.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6244    2.6066   -1.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6622    3.4913   -1.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4008    4.2701   -0.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5592   -2.2880   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0916   -1.7504   -1.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -3.3873    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275   -2.9599   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0302   -1.9611    0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9465   -1.6546    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8059   -0.2538    3.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5640    0.1148    3.3338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2851    1.0040    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4000    0.1474    2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1674   -1.4265   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9063    1.3980    2.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    0.6011    3.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.9435    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0046   -0.9663   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    1.1752    1.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.6021   -1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4192    1.1243    1.9520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026    2.5840    1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    2.1533    1.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3746   -0.2133   -1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9990    1.8832    0.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1177    0.2389   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0960    2.5333   -0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9468   -0.1759   -2.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3196    1.1953   -3.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6545    0.6363   -3.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2682    3.3080   -0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442    1.9442   -2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6277    3.5234   -1.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8541   -0.6837   -1.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9494   -1.9479   -2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2685   -2.3716   -1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1849   -4.3593    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -3.6384   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0907   -3.1274    1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0632   -3.8153    0.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725   -3.2527   -1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8991   -0.9939   -0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -2.4307   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7615   -1.0277    1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9701   -2.5956    2.0999 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  3 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28  2  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 21 52  1  0
 24 53  1  0
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 24 55  1  0
 25 56  1  0
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 26 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  0
 28 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10'-Apo-beta,psi-carotenal	ChEBI
all-trans-10'-Apo-beta-carotenal	ChEBI
all-trans-10'-Apo-b-carotenal	Generator
all-trans-10'-Apo-β-carotenal	Generator
10'-Apo-b-carotenal	Generator
10'-Apo-β-carotenal	Generator
beta-Apo-10'-carotenal	HMDB
10'-Apo-beta-caroten-10'-al	HMDB
10'-Apo-beta-carotenal	HMDB
10'-Apo-β,ψ-carotenal	HMDB
10'-Apo-β-caroten-10'-al	HMDB
10’-Apo-β,ψ-carotenal	HMDB
10’-Apo-β-caroten-10’-al	HMDB
10’-Apo-β-carotenal	HMDB
all-trans-10’-Apo-β-carotenal	HMDB
β-Apo-10'-carotenal	HMDB
β-Apo-10’-carotenal	HMDB

Chemical Formula

C₂₇H₃₆O

Average Molecular Weight

376.5741

Monoisotopic Molecular Weight

376.276615774

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E)-4,9,13-trimethyl-15-(2,6,6-trimethylcyclohex-1-en-1-yl)pentadeca-2,4,6,8,10,12,14-heptaenal

Traditional Name

10'-apo-β-carotenal

CAS Registry Number

640-49-3

SMILES

C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C27H36O/c1-22(12-7-8-13-23(2)16-11-21-28)14-9-15-24(3)18-19-26-25(4)17-10-20-27(26,5)6/h7-9,11-16,18-19,21H,10,17,20H2,1-6H3/b8-7+,14-9+,16-11+,19-18+,22-12+,23-13+,24-15+

InChI Key

PJEHRCCPERVGEC-FLHUAPOTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

enal (CHEBI:53153 )
apo carotenoid (CHEBI:53153 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059605)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0059605)

Source

Endogenous

Endogenous (HMDB: HMDB0059605)

Plant

Plant (HMDB: HMDB0059605)

Animal

Animal (HMDB: HMDB0059605)

Exogenous

Food

Food (HMDB: HMDB0059605)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0059605)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0059605)

Cellular process

Cell signaling (HMDB: HMDB0059605)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0059605)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0059605)

Nutrient

Nutrient (HMDB: HMDB0059605)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0059605)

Emulsifier (HMDB: HMDB0059605)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0011 g/L	ALOGPS
logP	7.57	ALOGPS
logP	6.68	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132.1 m³·mol⁻¹	ChemAxon
Polarizability	48.72 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.607	31661259
DarkChem	[M-H]-	202.167	31661259
DeepCCS	[M+H]+	216.145	30932474
DeepCCS	[M-H]-	213.749	30932474
DeepCCS	[M-2H]-	246.908	30932474
DeepCCS	[M+Na]+	222.057	30932474
AllCCS	[M+H]+	203.3	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	205.8	32859911
AllCCS	[M+Na]+	206.5	32859911
AllCCS	[M-H]-	196.9	32859911
AllCCS	[M+Na-2H]-	198.1	32859911
AllCCS	[M+HCOO]-	199.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10'-Apo-beta-carotenal	C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C	4125.1	Standard polar	33892256
10'-Apo-beta-carotenal	C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C	3267.8	Standard non polar	33892256
10'-Apo-beta-carotenal	C\C(\C=C\C=O)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C	3195.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10'-Apo-beta-carotenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-3219000000-6c828afb49180aa5dd1e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10'-Apo-beta-carotenal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10'-Apo-beta-carotenal 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 - 10'-Apo-beta-carotenal 10V, Positive-QTOF	splash10-004r-1339000000-c72bd7914d92cfcc19ca	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 20V, Positive-QTOF	splash10-000i-2962000000-a4f260b1deca23b340c6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 40V, Positive-QTOF	splash10-00lr-9867000000-3299a437cd9f72b95200	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 10V, Negative-QTOF	splash10-004i-0009000000-7c3d30efa4d2bad1d673	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 20V, Negative-QTOF	splash10-004j-0009000000-871af117784ae71bc0b2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 40V, Negative-QTOF	splash10-0a5c-4439000000-befcd8ac56da3d1fda80	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 10V, Positive-QTOF	splash10-004i-0579000000-0a1fcc132b78564299a0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 20V, Positive-QTOF	splash10-00rx-2974000000-b293fef625d47af832fd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 40V, Positive-QTOF	splash10-00ke-1920000000-552b4bdf5c9a755dfb7f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 10V, Negative-QTOF	splash10-001i-0009000000-90e33f13e9cd98fc571d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 20V, Negative-QTOF	splash10-000t-0209000000-8cbd365654bd8c7c58fb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10'-Apo-beta-carotenal 40V, Negative-QTOF	splash10-0159-1659000000-f157c6e3d3e4be2bb865	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

FDB015845

KNApSAcK ID

Not Available

Chemspider ID

4952807

KEGG Compound ID

Not Available

BioCyc ID

CPD-13368

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6450190

PDB ID

Not Available

ChEBI ID

53153

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

Kiefer C, Hessel S, Lampert JM, Vogt K, Lederer MO, Breithaupt DE, von Lintig J: Identification and characterization of a mammalian enzyme catalyzing the asymmetric oxidative cleavage of provitamin A. J Biol Chem. 2001 Apr 27;276(17):14110-6. Epub 2001 Jan 29. [PubMed:11278918 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 10'-Apo-beta-carotenal (HMDB0059605)

MOL for HMDB0059605 (10'-Apo-beta-carotenal)

3D MOL for HMDB0059605 (10'-Apo-beta-carotenal)

3D SDF for HMDB0059605 (10'-Apo-beta-carotenal)

3D-SDF for HMDB0059605 (10'-Apo-beta-carotenal)

PDB for HMDB0059605 (10'-Apo-beta-carotenal)

3D PDB for HMDB0059605 (10'-Apo-beta-carotenal)

SMILES for HMDB0059605 (10'-Apo-beta-carotenal)

INCHI for HMDB0059605 (10'-Apo-beta-carotenal)

Structure for HMDB0059605 (10'-Apo-beta-carotenal)

3D Structure for HMDB0059605 (10'-Apo-beta-carotenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra