NP-MRD: Showing NP-Card for (2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene (NP0065850)

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Record Information

Version

2.0

Created at

2022-04-28 10:03:00 UTC

Updated at

2022-04-28 10:03:00 UTC

NP-MRD ID

NP0065850

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene

Description

3',4'-Dihydromonoanhydrobacterioruberin 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. Thus, 3',4'-dihydromonoanhydrobacterioruberin is considered to be an isoprenoid. (2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene is found in Haloferax volcanii. Based on a literature review very few articles have been published on 3',4'-dihydromonoanhydrobacterioruberin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282212032D          

 53 52  0  0  1  0            999 V2000
   -5.9072   12.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   11.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927   11.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927   10.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   10.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    8.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    7.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    7.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    6.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    5.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   11.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217   12.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217   13.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362   14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506   15.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0506   16.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506   17.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8756   16.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2256   16.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7651   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4796   15.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1940   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9085   14.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6065   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7815   14.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 20 33  1  0  0  0  0
 16 34  1  0  0  0  0
 12 35  1  0  0  0  0
  7 36  1  0  0  0  0
  3 37  1  0  0  0  0
  1 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 42 41  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  1  0  0  0  0
 42 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
 39 53  1  0  0  0  0
M  END


  Mrv1652304282212032D          

 53 52  0  0  1  0            999 V2000
   -5.9072   12.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   11.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927   11.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927   10.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   10.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    8.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    7.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    7.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    6.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    5.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    5.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   11.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217   12.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217   13.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362   14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506   15.3730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0506   16.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506   17.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8756   16.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2256   16.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7651   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4796   15.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1940   14.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9085   14.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6065   15.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7815   14.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072   14.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 20 33  1  0  0  0  0
 16 34  1  0  0  0  0
 12 35  1  0  0  0  0
  7 36  1  0  0  0  0
  3 37  1  0  0  0  0
  1 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 42 41  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 43 46  1  0  0  0  0
 42 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
 39 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0065850

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@@H](CC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H](CCC(C)(C)O)C(C)(C)O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C50H76O3/c1-39(2)31-34-46(49(11,12)52)35-32-44(7)29-19-27-42(5)25-17-23-40(3)21-15-16-22-41(4)24-18-26-43(6)28-20-30-45(8)33-36-47(50(13,14)53)37-38-48(9,10)51/h15-31,33,36,46-47,51-53H,32,34-35,37-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,36-33+,40-21+,41-22+,42-25+,43-26+,44-29+,45-30+/t46-,47+/m0/s1

> <INCHI_KEY>
VWIPPKPLSGQGGH-JDBNOUNMSA-N

> <FORMULA>
C50H76O3

> <MOLECULAR_WEIGHT>
725.155

> <EXACT_MASS>
724.579446307

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
95.53631814563239

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30S)-30-(2-hydroxypropan-2-yl)-2,6,10,14,19,23,27,33-octamethyl-3-(3-methylbut-2-en-1-yl)tetratriaconta-6,8,10,12,14,16,18,20,22,24,26,28-dodecaene-2,33-diol

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
11.533541424333333

> <ALOGPS_LOGS>
-6.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.29641024127044

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.518142973357126

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4964308820881874

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
249.22730000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.88e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30S)-30-(2-hydroxypropan-2-yl)-2,6,10,14,19,23,27,33-octamethyl-3-(3-methylbut-2-en-1-yl)tetratriaconta-6,8,10,12,14,16,18,20,22,24,26,28-dodecaene-2,33-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0     -11.027  23.306   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.027  21.766   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.693  20.996   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.693  19.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.359  18.686   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.359  17.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.026  16.376   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.026  14.836   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.692  14.066   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.692  12.526   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.358  11.756   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.358  10.216   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.025   9.446   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.025   7.906   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.691   7.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.691   5.596   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.357   4.826   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.357   3.286   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.976   2.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.976   0.976   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.310   0.206   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.977  -1.334   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.747  -2.667   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.207   0.000   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.311  -0.564   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.644  -3.644   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.977  -4.414   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.977  -5.954   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.311  -6.724   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.644  -6.724   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.357   0.206   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.025   4.826   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.692   9.446   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.692  17.146   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -8.359  21.766   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -12.360  24.076   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -12.360  25.616   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -13.694  26.386   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -13.694  27.926   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -15.028  28.696   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -15.028  30.236   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -15.028  31.776   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -16.568  30.236   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -13.488  30.236   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -16.362  27.926   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -17.695  28.696   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -19.029  27.926   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -20.363  27.156   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -19.799  29.260   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -18.259  26.593   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0     -11.027  26.386   0.000  0.00  0.00           C+0
CONECT    1    2   38                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   37                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   36                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   35                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   34                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   33                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   23   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   20                                                            
CONECT   34   16                                                            
CONECT   35   12                                                            
CONECT   36    7                                                            
CONECT   37    3                                                            
CONECT   38    1   39                                                       
CONECT   39   38   40   53                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43                                                            
CONECT   47   42   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51   52                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   49                                                            
CONECT   53   39                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₇₆O₃

Average Mass

725.1550 Da

Monoisotopic Mass

724.57945 Da

IUPAC Name

(3R,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30S)-30-(2-hydroxypropan-2-yl)-2,6,10,14,19,23,27,33-octamethyl-3-(3-methylbut-2-en-1-yl)tetratriaconta-6,8,10,12,14,16,18,20,22,24,26,28-dodecaene-2,33-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@@H](CC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H](CCC(C)(C)O)C(C)(C)O)C(C)(C)O

InChI Identifier

InChI=1S/C50H76O3/c1-39(2)31-34-46(49(11,12)52)35-32-44(7)29-19-27-42(5)25-17-23-40(3)21-15-16-22-41(4)24-18-26-43(6)28-20-30-45(8)33-36-47(50(13,14)53)37-38-48(9,10)51/h15-31,33,36,46-47,51-53H,32,34-35,37-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,36-33+,40-21+,41-22+,42-25+,43-26+,44-29+,45-30+/t46-,47+/m0/s1

InChI Key

VWIPPKPLSGQGGH-JDBNOUNMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Haloferax volcanii	Archaea	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
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	8.84	ALOGPS
logP	11.53	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	18.52	ChemAxon
pKa (Strongest Basic)	-0.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	249.23 m³·mol⁻¹	ChemAxon
Polarizability	95.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00023098

Chemspider ID

59700340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162921051

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene (NP0065850)

MOL for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

3D MOL for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

3D SDF for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

3D-SDF for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

PDB for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

3D PDB for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

SMILES for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

INCHI for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

Structure for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)

3D Structure for NP0065850 ((2S,2'R)-1,1',2,2'-Tetrahydro-1,1'-dihydroxy-2-(3-hydroxy-3-methylbutyl)-2'-(3-methyl-2-butenyl)-psi,psi-carotene)