NP-MRD: Showing NP-Card for 5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol (NP0285966)

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Record Information

Version

2.0

Created at

2022-09-09 14:21:26 UTC

Updated at

2022-09-09 14:21:26 UTC

NP-MRD ID

NP0285966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol

Description

5-(Hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system. 5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol is found in Taxus wallichiana. 5-(Hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251515172D          

 29 31  0  0  0  0            999 V2000
    0.3758    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068   -0.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6293   -0.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702    0.9475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    0.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110    0.9647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7173    0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    0.6365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050   -1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160   -2.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2673   -2.2879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039   -2.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8641   -3.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783   -2.4193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911   -1.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -1.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8681   -2.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9143   -2.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3896   -2.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
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 20 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
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  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
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   -2.8836    1.2568    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6355    1.5989    1.2889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1844    2.6570    1.9724 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520    2.1541    0.2680 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.4106    1.3243    1.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000    1.7085   -1.2228 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0019    2.7489   -0.7494 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3105   -0.5647   -1.2267 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.1793   -1.1650   -0.4999 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.7517   -1.9249    0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238   -2.8297    0.2938 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535   -0.2469   -0.0935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1795   -0.6199   -0.8265 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3251    0.0318   -2.0500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4723   -0.5393   -0.0121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5991   -1.6622    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -1.7200    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -3.0061    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -1.5374    2.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6291   -0.6283   -1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6900    0.2887   -0.4611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3159    0.9638   -1.5421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5193    2.6734    1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999    3.3422    0.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5938    0.5080   -2.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315   -0.5482   -0.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2744   -2.1834   -1.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1206   -3.0444   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9005   -2.4915    1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168   -1.2281    1.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515   -3.6212    0.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8711   -0.5143    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286   -1.7035   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4705   -0.5799   -2.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8715   -2.4227    2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3036   -0.7767    2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7081   -2.2357    0.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8410   -3.7686    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7568   -3.1776   -0.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2504   -3.2969    0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1215   -1.9626    2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9766   -1.6478   -1.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6 35  1  1
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 26 59  1  0
M  END


  Mrv1533004251515172D          

 29 31  0  0  0  0            999 V2000
    0.3758    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068   -0.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6293   -0.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702    0.9475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    0.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110    0.9647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7173    0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4431    0.6365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7050   -1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160   -2.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3111   -1.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9143   -2.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0444   -2.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  3  4  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0285966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2C(O)C(O)C3(C)C(O)CC(O)C(O)(CO)C3C(O)C2(CC1O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O9/c1-8-9(22)6-19(17(2,3)28)12(8)13(25)15(26)18(4)10(23)5-11(24)20(29,7-21)14(18)16(19)27/h9-11,13-16,21-29H,5-7H2,1-4H3

> <INCHI_KEY>
WRININRVLQXOBB-UHFFFAOYSA-N

> <FORMULA>
C20H34O9

> <MOLECULAR_WEIGHT>
418.483

> <EXACT_MASS>
418.220282675

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
42.538524699055486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol

> <ALOGPS_LOGP>
-1.23

> <JCHEM_LOGP>
-4.502911599666666

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.283757694558084

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.608732210905192

> <JCHEM_PKA_STRONGEST_BASIC>
-2.992725264414206

> <JCHEM_POLAR_SURFACE_AREA>
182.07

> <JCHEM_REFRACTIVITY>
101.77689999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,4H,4aH,6H,7H,8H,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.702   0.608   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.506  -0.705   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.041  -0.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.988   0.389   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.304   1.769   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.528   0.406   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.181   1.801   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.501  -0.787   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.939   0.689   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.968  -0.317   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.294   1.188   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.108  -1.352   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.783  -2.857   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.923  -3.892   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.316  -3.327   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.099  -4.271   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.034  -4.690   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.213  -5.993   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.176  -2.292   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.796  -2.976   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.813  -4.516   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.401  -2.323   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.088  -3.128   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.917  -2.128   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.581  -2.487   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.487  -3.861   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.573  -5.399   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.950  -3.947   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.461  -5.054   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   19                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   19                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   15    8   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    3   23   26                                             
CONECT   23   22   24                                                       
CONECT   24   23    2   25                                                  
CONECT   25   24                                                            
CONECT   26   22   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₉

Average Mass

418.4830 Da

Monoisotopic Mass

418.22028 Da

IUPAC Name

5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,3aH,4H,4aH,5H,6H,7H,8H,8aH,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol

Traditional Name

5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2H,3H,4H,4aH,6H,7H,8H,9H,10H-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol

CAS Registry Number

Not Available

SMILES

CC1=C2C(O)C(O)C3(C)C(O)CC(O)C(O)(CO)C3C(O)C2(CC1O)C(C)(C)O

InChI Identifier

InChI=1S/C20H34O9/c1-8-9(22)6-19(17(2,3)28)12(8)13(25)15(26)18(4)10(23)5-11(24)20(29,7-21)14(18)16(19)27/h9-11,13-16,21-29H,5-7H2,1-4H3

InChI Key

WRININRVLQXOBB-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Taxus wallichiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taxanes and derivatives. These are diterpenoids with a structure based either on the taxane skeleton, or a derivative thereof. In term of phytochemistry, several derivatives of the taxane skeleton exist: 2(3->20)-Abeotaxane, 3,11-cyclotaxane, 11(15->1),11(10->9)-abeotaxane, 3,8-seco-taxane, and 11(15->1)-abeotaxane, among others. More complex skeletons have been found recently, which include the taxane-derived [3.3.3] Propellane ring system.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Taxanes and derivatives

Alternative Parents

Substituents

11(15->1)-abeotaxane diterpenoid
Cyclitol or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	-1.2	ALOGPS
logP	-4.5	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	12.61	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	182.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.78 m³·mol⁻¹	ChemAxon
Polarizability	42.54 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol (NP0285966)

MOL for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

3D MOL for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

3D SDF for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

3D-SDF for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

PDB for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

3D PDB for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

SMILES for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

INCHI for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

Structure for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)

3D Structure for NP0285966 (5-(hydroxymethyl)-3a-(2-hydroxypropan-2-yl)-1,8a-dimethyl-2h,3h,4h,4ah,6h,7h,8h,9h,10h-cyclohexa[f]azulene-2,4,5,6,8,9,10-heptol)