NP-MRD: Showing NP-Card for (-)-rosiridol (NP0037295)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 20:15:07 UTC

Updated at

2021-06-30 00:09:25 UTC

NP-MRD ID

NP0037295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-rosiridol

Provided By

JEOL Database JEOL Logo

Description

(-)-Rosiridol belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. (-)-rosiridol is found in Rhodiola rosea and Rhodiola sachalinensis. (-)-rosiridol was first documented in 2008 (PMID: 18451561). Based on a literature review a small amount of articles have been published on (-)-Rosiridol (PMID: 32728678) (PMID: 18591831) (PMID: 18240104).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122153D          

 30 29  0  0  0  0            999 V2000
    3.1995   -3.0027    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -2.5371    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -3.5907    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.2742    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.6445    0.2797 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5981   -0.7131   -1.1033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0871    0.1251   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520   -0.2674   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    1.1733   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -1.1417   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.9181   -1.4074 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0430   -2.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -2.2087    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -3.3435    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3239   -3.8331   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -3.2703    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -4.4851    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -3.8713    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.5950   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.4019    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -1.1087    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325   -1.7382   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -0.2837   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.3385    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    1.4931   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.8402   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7537   -2.1589   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8239    0.0545   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.6850   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988   -0.4389   -3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  2  0  0  0  0
  5  4  1  0  0  0  0
  4  2  2  3  0  0  0
  8  6  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  2  3  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  0  0  0  0
 12 30  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 10 27  1  0  0  0  0
  6 22  1  6  0  0  0
  5 20  1  0  0  0  0
  5 21  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  4 19  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
  7 23  1  0  0  0  0
M  END

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
    3.1995   -3.0027    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -2.5371    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -3.5907    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.2742    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.6445    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981   -0.7131   -1.1033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0871    0.1251   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520   -0.2674   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    1.1733   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -1.1417   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.9181   -1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0430   -2.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -2.2087    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -3.3435    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3239   -3.8331   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -3.2703    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -4.4851    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -3.8713    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.5950   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.4019    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -1.1087    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325   -1.7382   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -0.2837   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.3385    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    1.4931   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.8402   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7537   -2.1589   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8239    0.0545   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.6850   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988   -0.4389   -3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
  8  9  1  0
 10  8  2  0
  5  4  1  0
  4  2  2  3
  8  6  1  0
  2  1  1  0
 11 10  1  0
  2  3  1  0
  6  5  1  0
  6  7  1  0
 12 30  1  0
 11 28  1  0
 11 29  1  0
 10 27  1  0
  6 22  1  6
  5 20  1  0
  5 21  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
  4 19  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  7 23  1  0
M  END


  Mrv1652306202122153D          

 30 29  0  0  0  0            999 V2000
    3.1995   -3.0027    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -2.5371    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -3.5907    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.2742    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.6445    0.2797 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5981   -0.7131   -1.1033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0871    0.1251   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520   -0.2674   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    1.1733   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -1.1417   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.9181   -1.4074 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0430   -2.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -2.2087    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -3.3435    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3239   -3.8331   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -3.2703    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -4.4851    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -3.8713    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.5950   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.4019    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -1.1087    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325   -1.7382   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -0.2837   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.3385    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    1.4931   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.8402   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7537   -2.1589   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8239    0.0545   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.6850   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988   -0.4389   -3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0  0  0  0
  8  9  1  0  0  0  0
 10  8  2  0  0  0  0
  5  4  1  0  0  0  0
  4  2  2  3  0  0  0
  8  6  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  2  3  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  0  0  0  0
 12 30  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 10 27  1  0  0  0  0
  6 22  1  6  0  0  0
  5 20  1  0  0  0  0
  5 21  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
  4 19  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037295

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-8(2)4-5-10(12)9(3)6-7-11/h4,6,10-12H,5,7H2,1-3H3/b9-6+/t10-/m0/s1

> <INCHI_KEY>
PTCYLOJKSMVJTR-ZKXNXJMVSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.252

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.242134838053623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4S)-3,7-dimethylocta-2,6-diene-1,4-diol

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.2715722290000002

> <ALOGPS_LOGS>
-1.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.671625181745892

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.520932479267419

> <JCHEM_PKA_STRONGEST_BASIC>
-2.52758570237666

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
52.6976

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4S)-3,7-dimethylocta-2,6-diene-1,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
    3.1995   -3.0027    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -2.5371    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -3.5907    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.2742    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.6445    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981   -0.7131   -1.1033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0871    0.1251   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520   -0.2674   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    1.1733   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -1.1417   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.9181   -1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0430   -2.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -2.2087    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -3.3435    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3239   -3.8331   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -3.2703    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -4.4851    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -3.8713    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.5950   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.4019    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -1.1087    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325   -1.7382   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -0.2837   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.3385    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    1.4931   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.8402   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7537   -2.1589   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8239    0.0545   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.6850   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988   -0.4389   -3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
  8  9  1  0
 10  8  2  0
  5  4  1  0
  4  2  2  3
  8  6  1  0
  2  1  1  0
 11 10  1  0
  2  3  1  0
  6  5  1  0
  6  7  1  0
 12 30  1  0
 11 28  1  0
 11 29  1  0
 10 27  1  0
  6 22  1  6
  5 20  1  0
  5 21  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
  4 19  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  7 23  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.200  -3.003   0.620  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.767  -2.537   0.630  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.775  -3.591   1.040  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.450  -1.274   0.284  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.077  -0.645   0.280  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.598  -0.713  -1.103  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.087   0.125  -2.034  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.052  -0.267  -1.070  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.288   1.173  -0.694  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.033  -1.142  -1.382  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.509  -0.918  -1.407  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.950  -1.043  -2.750  0.00  0.00           O+0
HETATM   13  H   UNK     0       3.892  -2.209   0.323  0.00  0.00           H+0
HETATM   14  H   UNK     0       3.493  -3.344   1.619  0.00  0.00           H+0
HETATM   15  H   UNK     0       3.324  -3.833  -0.082  0.00  0.00           H+0
HETATM   16  H   UNK     0      -0.264  -3.270   0.933  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.898  -4.485   0.420  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.935  -3.871   2.087  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.252  -0.595  -0.006  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.207   0.402   0.585  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.560  -1.109   1.041  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.533  -1.738  -1.490  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.957  -0.284  -2.181  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.035   1.339   0.358  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.322   1.493  -0.835  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.673   1.840  -1.306  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.754  -2.159  -1.657  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.824   0.055  -1.026  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.010  -1.685  -0.809  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.399  -0.439  -3.277  0.00  0.00           H+0
CONECT    1    2   13   14   15                                             
CONECT    2    4    1    3                                                  
CONECT    3    2   16   17   18                                             
CONECT    4    5    2   19                                                  
CONECT    5    4    6   20   21                                             
CONECT    6    8    5    7   22                                             
CONECT    7    6   23                                                       
CONECT    8    9   10    6                                                  
CONECT    9    8   24   25   26                                             
CONECT   10    8   11   27                                                  
CONECT   11   12   10   28   29                                             
CONECT   12   11   30                                                       
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    3                                                            
CONECT   17    3                                                            
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20    5                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
CONECT   25    9                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

RDKit          3D

30 29  0  0  0  0  0  0  0  0999 V2000
    3.1995   -3.0027    0.6203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -2.5371    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7747   -3.5907    1.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.2742    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0771   -0.6445    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5981   -0.7131   -1.1033 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0871    0.1251   -2.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0520   -0.2674   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2881    1.1733   -0.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0327   -1.1417   -1.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.9181   -1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.0430   -2.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -2.2087    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4934   -3.3435    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3239   -3.8331   -0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -3.2703    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8982   -4.4851    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9345   -3.8713    2.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522   -0.5950   -0.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2074    0.4019    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5597   -1.1087    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5325   -1.7382   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9568   -0.2837   -2.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0347    1.3385    0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    1.4931   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.8402   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7537   -2.1589   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8239    0.0545   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0104   -1.6850   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3988   -0.4389   -3.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
  8  9  1  0
 10  8  2  0
  5  4  1  0
  4  2  2  3
  8  6  1  0
  2  1  1  0
 11 10  1  0
  2  3  1  0
  6  5  1  0
  6  7  1  0
 12 30  1  0
 11 28  1  0
 11 29  1  0
 10 27  1  0
  6 22  1  6
  5 20  1  0
  5 21  1  0
  9 24  1  0
  9 25  1  0
  9 26  1  0
  4 19  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
  7 23  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O₂

Average Mass

170.2520 Da

Monoisotopic Mass

170.13068 Da

IUPAC Name

(2E,4S)-3,7-dimethylocta-2,6-diene-1,4-diol

Traditional Name

(2E,4S)-3,7-dimethylocta-2,6-diene-1,4-diol

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C(\[H])=C(/C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C10H18O2/c1-8(2)4-5-10(12)9(3)6-7-11/h4,6,10-12H,5,7H2,1-3H3/b9-6+/t10-/m0/s1

InChI Key

PTCYLOJKSMVJTR-ZKXNXJMVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rhodiola rosea	Plant	KNApSAcK
Rhodiola sachalinensis	JEOL database	Yoshikawa, M., et al, Chem. Pharm. Bull. 56, 695 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Fatty alcohol
Fatty acyl
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
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	1.47	ALOGPS
logP	1.27	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	14.52	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.7 m³·mol⁻¹	ChemAxon
Polarizability	20.24 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

Chemspider ID

9237993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11062840

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yoshikawa M, Nakamura S, Li X, Matsuda H: Reinvestigation of absolute stereostructure of (-)-rosiridol: structures of monoterpene glycosides, rosiridin, rosiridosides A, B, and C, from Rhodiola sachalinensis. Chem Pharm Bull (Tokyo). 2008 May;56(5):695-700. doi: 10.1248/cpb.56.695. [PubMed:18451561 ]
Zhang YL, Zhao ZN, Li WL, Li JJ, Kalita SJ, Schneider U, Huang YY: Catalytic asymmetric aldehyde prenylation and application in the total synthesis of (-)-rosiridol and (-)-bifurcadiol. Chem Commun (Camb). 2020 Sep 7;56(69):10030-10033. doi: 10.1039/d0cc00367k. Epub 2020 Jul 30. [PubMed:32728678 ]
Li W, Dou D, Koike K: Revised absolute stereochemistry of rhodiolosides A-D, rhodiolol A and sachalinol A from Rhodiola rosea. Chem Pharm Bull (Tokyo). 2008 Jul;56(7):1047-8. doi: 10.1248/cpb.56.1047. [PubMed:18591831 ]
Ali Z, Fronczek FR, Khan IA: Phenylalkanoids and monoterpene analogues from the roots of Rhodiola rosea. Planta Med. 2008 Feb;74(2):178-81. doi: 10.1055/s-2008-1034288. Epub 2008 Jan 31. [PubMed:18240104 ]
Yoshikawa, M., et al. (2008). Yoshikawa, M., et al, Chem. Pharm. Bull. 56, 695 (2008). Chem. Pharm. Bull..

Showing NP-Card for (-)-rosiridol (NP0037295)

MOL for NP0037295 ((-)-rosiridol)

3D MOL for NP0037295 ((-)-rosiridol)

3D SDF for NP0037295 ((-)-rosiridol)

3D-SDF for NP0037295 ((-)-rosiridol)

PDB for NP0037295 ((-)-rosiridol)

3D PDB for NP0037295 ((-)-rosiridol)

SMILES for NP0037295 ((-)-rosiridol)

INCHI for NP0037295 ((-)-rosiridol)

Structure for NP0037295 ((-)-rosiridol)

3D Structure for NP0037295 ((-)-rosiridol)