NP-MRD: Showing NP-Card for 3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol (NP0049935)

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Record Information

Version

1.0

Created at

2022-03-17 21:20:30 UTC

Updated at

2022-03-17 21:20:30 UTC

NP-MRD ID

NP0049935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol

Description

Cucurbitachrome 1 belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Cucurbitachrome 1 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cucurbitachrome 1 has been detected, but not quantified in, several different foods, such as fruits, green bell peppers, yellow bell peppers, italian sweet red peppers, and herbs and spices. 3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol is found in Capsicum annuum var. longum . It was first documented in 2000 (PMID: 11413487). This could make cucurbitachrome 1 a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241209502D          

 44 47  0  0  0  0            999 V2000
   -8.1408   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1408   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4273   -1.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4273   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0004   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2851   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8565   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5714   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7153   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7153   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8879   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5008   -2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6404    0.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0145    0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7279   -0.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -0.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273    0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5196    0.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691    0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561    1.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    1.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9144    1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692    2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561   -0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1408   -0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  3  1  0  0  0  0
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 34 35  1  0  0  0  0
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 35 36  1  0  0  0  0
 35 40  1  0  0  0  0
 35 41  1  0  0  0  0
 37 38  1  0  0  0  0
 37 43  1  0  0  0  0
 37 44  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
M  END


  Mrv0541 02241209502D          

 44 47  0  0  0  0            999 V2000
   -8.1408   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1408   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4273   -1.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7138   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4273   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0004   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2851   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8565   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4278   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2857   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1428   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5714   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7153   -0.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5717    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7144    0.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8580   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7153   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8879   -1.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5008   -2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6404    0.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0145    0.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7279   -0.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -0.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1802   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3273    0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5196    0.5879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691    0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561    1.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    1.4666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9144    1.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692    2.2643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5561   -0.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1408   -0.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 31  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5 31  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 23  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
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 19 20  2  0  0  0  0
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 21 22  2  0  0  0  0
 22 26  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 36  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 37  1  0  0  0  0
 35 36  1  0  0  0  0
 35 40  1  0  0  0  0
 35 41  1  0  0  0  0
 37 38  1  0  0  0  0
 37 43  1  0  0  0  0
 37 44  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-40-37(7,8)26-33(43-40)27-39(40,10)42)15-11-12-16-29(2)19-14-20-31(4)34-23-35-36(5,6)24-32(41)25-38(35,9)44-34/h11-23,32-34,41-42H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+

> <INCHI_KEY>
YMNKXGQZDVGTFM-OMSIYMKDSA-N

> <FORMULA>
C40H56O4

> <MOLECULAR_WEIGHT>
600.8702

> <EXACT_MASS>
600.41786028

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
73.854816915595

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-{2-hydroxy-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-1-yl}-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

> <ALOGPS_LOGP>
8.15

> <JCHEM_LOGP>
6.986384524

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.145138452398253

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.69207575130897

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7423933654223616

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
192.20180000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-{2-hydroxy-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-1-yl}-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

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     -15.196  -1.193   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.196  -2.734   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -13.864  -3.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -12.532  -2.734   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.532  -1.193   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.864  -0.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.201  -0.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.866  -1.193   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.534  -0.425   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.199  -1.193   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.867  -0.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.532  -1.193   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.200  -0.425   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.865  -1.193   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.533  -0.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.801  -1.193   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.133  -0.425   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.468  -1.193   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.800  -0.425   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.135  -1.193   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.467  -0.425   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.802  -1.193   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.534   1.116   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.200   1.116   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.468  -2.734   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.802  -2.734   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.991  -2.734   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -12.135  -4.227   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -14.262   1.064   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.094   0.910   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -14.425  -1.400   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      10.137  -0.422   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.536  -1.060   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.572   0.074   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.811   1.409   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.303   1.097   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      14.105   0.074   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      14.876   1.409   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.105   2.738   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.572   2.738   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.040   2.744   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      14.503   4.227   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      14.105  -1.467   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.196  -1.017   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   27   28                                             
CONECT    5    4    6    7   31                                             
CONECT    6    1    5   29   30                                             
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   26   32                                                  
CONECT   23    9                                                            
CONECT   24   13                                                            
CONECT   25   18                                                            
CONECT   26   22                                                            
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    2    5                                                       
CONECT   32   22   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   37                                                  
CONECT   35   34   36   40   41                                             
CONECT   36   32   35                                                       
CONECT   37   34   38   43   44                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   42                                                  
CONECT   40   35   39                                                       
CONECT   41   35                                                            
CONECT   42   39                                                            
CONECT   43   37                                                            
CONECT   44   37                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
(3S,3's,5R,5'r,6R,8'r)-3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-3',5-dihydroxy-beta,beta-carotene	HMDB
Curcurbitachrome 1	HMDB

Chemical Formula

C₄₀H₅₆O₄

Average Mass

600.8702 Da

Monoisotopic Mass

600.41786 Da

IUPAC Name

2-[(2E,4E,6E,8E,10E,12E,14E,16E)-17-{2-hydroxy-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-1-yl}-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-6-ol

Traditional Name

CAS Registry Number

126-29-4

SMILES

C\C(\C=C\C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C1OC2(C)CC(O)CC(C)(C)C2=C1

InChI Identifier

InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-40-37(7,8)26-33(43-40)27-39(40,10)42)15-11-12-16-29(2)19-14-20-31(4)34-23-35-36(5,6)24-32(41)25-38(35,9)44-34/h11-23,32-34,41-42H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+

InChI Key

YMNKXGQZDVGTFM-OMSIYMKDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum var. longum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Benzofuran
Monosaccharide
Cyclic alcohol
Dihydrofuran
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Dialkyl ether
Oxacycle
Ether
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	8.15	ALOGPS
logP	6.99	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	192.2 m³·mol⁻¹	ChemAxon
Polarizability	73.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0041581

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021572

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

131753168

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

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 ]

Showing NP-Card for 3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol (NP0049935)

MOL for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

3D MOL for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

3D SDF for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

3D-SDF for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

PDB for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

3D PDB for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

SMILES for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

INCHI for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

Structure for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)

3D Structure for NP0049935 (3,6:5',8'-Diepoxy-5,5',6,8'-tetrahydro-b,b-carotene-3',5-diol)