NP-MRD: Showing NP-Card for Spirasineol A (NP0061391)

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Record Information

Version

2.0

Created at

2022-04-28 06:11:55 UTC

Updated at

2022-04-28 06:11:55 UTC

NP-MRD ID

NP0061391

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spirasineol A

Description

8-[(4-Hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Spirasineol A is found in Spiranthes sinensis, Spiranthes sinensis var. amoena and Spiranthes vernalis. 8-[(4-Hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004301520022D          

 31 34  0  0  0  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 22  1  0  0  0  0
 11 22  1  0  0  0  0
  8 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.0295   -2.0711    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2597   -1.0357    0.8400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8818   -1.0966    0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2269   -2.2221    1.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8326   -2.3239    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457   -3.4621    1.4314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1659   -1.2824    0.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8384   -0.1395   -0.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2230   -0.0572    0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8729    1.1818   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3290    1.1823   -0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7953    1.6669    1.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1732    1.6688    1.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0902    1.2021    0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4539    1.2172    0.6982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6021    0.7185   -0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2366    0.7103   -1.0386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0792    1.0228   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668    0.6549   -1.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372   -0.3603   -0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -1.3824    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169   -2.4162    0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982   -2.3730    0.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0410   -1.3566   -0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4296   -1.3218   -0.1715 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232   -0.3344   -0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313    0.8218   -1.3329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    0.5507   -1.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3030    1.2971   -0.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7478    0.9962   -1.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9407    2.4429   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6578   -2.3275    2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0772   -1.6846    1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.9764    0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7936   -3.0094    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082   -4.2486    1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    1.1973   -1.4783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.0433    0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1054    2.0352    1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5728    2.0416    2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0416    2.0142    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3105    0.3517   -1.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323    0.3343   -1.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011    1.7066    0.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7448    1.6626   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7784    1.5339   -1.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    0.1706   -2.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5980   -3.2300    1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9771   -3.1803    1.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9412   -2.0849    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5201    0.9250   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7194    1.7552   -0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.2675   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2779    0.9488   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2492    1.8451   -1.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9325    0.0851   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5556    3.3095   -0.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551    2.1816    0.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8172    2.7686    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  3
 29 30  1  0
 29 31  1  0
 26 24  1  0
 24 25  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9  3  1  0
 17 11  1  0
 21  7  1  0
 21 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  6 36  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 27 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
 30 55  1  0
 30 56  1  0
 31 57  1  0
 31 58  1  0
 31 59  1  0
 25 50  1  0
 23 49  1  0
 22 48  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
M  END


  Mrv1533004301520022D          

 31 34  0  0  0  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  7 22  1  0  0  0  0
 11 22  1  0  0  0  0
  8 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 25 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061391

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(CCC3=C(CC=C(C)C)C(O)=CC=C23)=C1CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H28O4/c1-16(2)4-9-20-19-10-11-22-23(14-17-5-7-18(28)8-6-17)26(31-3)15-25(30)27(22)21(19)12-13-24(20)29/h4-8,12-13,15,28-30H,9-11,14H2,1-3H3

> <INCHI_KEY>
IJDKBQQHHQGECV-UHFFFAOYSA-N

> <FORMULA>
C27H28O4

> <MOLECULAR_WEIGHT>
416.517

> <EXACT_MASS>
416.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
47.010006961815805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[(4-hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol

> <ALOGPS_LOGP>
5.02

> <JCHEM_LOGP>
6.935581849666667

> <ALOGPS_LOGS>
-5.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.698254368547303

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.987156391399253

> <JCHEM_PKA_STRONGEST_BASIC>
-4.837900231125378

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
125.8603

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.64e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(4-hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-15         0                                  
HETATM    1  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.516  -3.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.724  -5.898   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.184  -5.898   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.414  -7.232   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.414  -4.565   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.184  -3.231   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   22                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    7   11                                                  
CONECT   23    8    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₈O₄

Average Mass

416.5170 Da

Monoisotopic Mass

416.19876 Da

IUPAC Name

8-[(4-hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol

Traditional Name

8-[(4-hydroxyphenyl)methyl]-7-methoxy-1-(3-methylbut-2-en-1-yl)-9,10-dihydrophenanthrene-2,5-diol

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(CCC3=C(CC=C(C)C)C(O)=CC=C23)=C1CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C27H28O4/c1-16(2)4-9-20-19-10-11-22-23(14-17-5-7-18(28)8-6-17)26(31-3)15-25(30)27(22)21(19)12-13-24(20)29/h4-8,12-13,15,28-30H,9-11,14H2,1-3H3

InChI Key

IJDKBQQHHQGECV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Spiranthes sinensis	LOTUS Database	35616633
Spiranthes sinensis var. amoena	Plant	KNApSAcK
Spiranthes vernalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
1-naphthol
Naphthalene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.02	ALOGPS
logP	6.94	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.86 m³·mol⁻¹	ChemAxon
Polarizability	47.01 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

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

9979308

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Spirasineol A (NP0061391)

MOL for NP0061391 (Spirasineol A)

3D MOL for NP0061391 (Spirasineol A)

3D SDF for NP0061391 (Spirasineol A)

3D-SDF for NP0061391 (Spirasineol A)

PDB for NP0061391 (Spirasineol A)

3D PDB for NP0061391 (Spirasineol A)

SMILES for NP0061391 (Spirasineol A)

INCHI for NP0061391 (Spirasineol A)

Structure for NP0061391 (Spirasineol A)

3D Structure for NP0061391 (Spirasineol A)