NP-MRD: Showing NP-Card for (1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one (NP0225600)

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Record Information

Version

1.0

Created at

2022-09-06 04:21:56 UTC

Updated at

2022-09-06 04:21:56 UTC

NP-MRD ID

NP0225600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one

Description

2,3,13Alpha-Trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-oic acid delta-lactone belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. (1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one is found in Celastrus orbiculatus. Based on a literature review very few articles have been published on 2,3,13alpha-Trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-oic acid delta-lactone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062206212D          

 33 37  0  0  1  0            999 V2000
    1.2710   -3.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -3.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -3.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757   -3.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756   -3.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912   -2.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5068   -3.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910   -2.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066   -2.0468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7754   -1.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753   -0.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9599   -1.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556   -2.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713   -1.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.4885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3776   -1.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -1.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6979   -1.8438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -0.3621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4992   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839    0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    0.9377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4156    1.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821   -0.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -0.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304   -0.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.1376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1402   -0.1388    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  2  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  1  0  0  0
 21 33  1  0  0  0  0
M  END


  Mrv1652309062206212D          

 33 37  0  0  1  0            999 V2000
    1.2710   -3.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -3.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -3.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757   -3.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1756   -3.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9912   -2.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5068   -3.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910   -2.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066   -2.0468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7754   -1.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0753   -0.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9599   -1.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6600   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556   -2.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712   -1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3713   -1.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8870   -0.4885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3776   -1.2056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2640   -1.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6979   -1.8438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -0.3621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4992   -0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839    0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2489    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4005    0.9377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4156    1.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5639    1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949    0.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821   -0.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -0.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2304   -0.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.1376    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1402   -0.1388    0.0000 C   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  2  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 17 32  1  0  0  0  0
 32 33  1  1  0  0  0
 21 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0225600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=C2C(C)=C(O)C(O)=CC2=C1CC[C@]12OC(=O)[C@]3(C)CC[C@](C)(CCC1(C)C)[C@H]2C3

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O4/c1-17-7-8-20-18(2)24(31)22(30)15-21(20)19(17)9-10-29-23-16-28(6,25(32)33-29)14-13-27(23,5)12-11-26(29,3)4/h7-8,15,23,30-31H,9-14,16H2,1-6H3/t23-,27+,28-,29-/m1/s1

> <INCHI_KEY>
MNOFWIGNEQZDMR-GSDPDGKRSA-N

> <FORMULA>
C29H38O4

> <MOLECULAR_WEIGHT>
450.619

> <EXACT_MASS>
450.277009704

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
51.89660842825343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4R,8S,9R)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0^{4,9}]dodecan-2-one

> <JCHEM_LOGP>
7.635008142333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.803166152025636

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.362890902454192

> <JCHEM_PKA_STRONGEST_BASIC>
-6.289810629864058

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
130.6416

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4R,8S,9R)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0^{4,9}]dodecan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       2.373  -6.418   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.850  -6.185   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.112  -7.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.635  -7.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.194  -5.720   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.717  -5.488   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.679  -6.690   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.277  -4.053   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.799  -3.821   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.314  -2.851   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.874  -1.416   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.792  -3.084   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.232  -4.518   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.290  -4.751   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.253  -3.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.693  -2.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.656  -0.912   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.571  -2.250   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.226  -2.132   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.036  -3.442   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.088  -0.676   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.532  -1.211   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.383   0.992   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.198   2.161   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.614   1.750   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.642   3.290   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.053   2.216   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.177   1.226   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.153  -0.313   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.349  -0.650   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.430  -1.738   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.594   0.257   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.995  -0.259   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   29   32                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   33                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   32                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   17   30   31                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   25   17   33                                                  
CONECT   33   32   21                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
2,3,13a-Trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-Oate delta-lactone	Generator
2,3,13a-Trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-Oic acid delta-lactone	Generator
2,3,13alpha-Trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-Oate delta-lactone	Generator
2,3,13Α-trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-Oate δ-lactone	Generator
2,3,13Α-trihydroxy-14-methyl-24,25-dinor-8,14-secooleana-1,3,5(10),6,8-pentaene-29-Oic acid δ-lactone	Generator

Chemical Formula

C₂₉H₃₈O₄

Average Mass

450.6190 Da

Monoisotopic Mass

450.27701 Da

IUPAC Name

(1R,4R,8S,9R)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0^{4,9}]dodecan-2-one

Traditional Name

(1R,4R,8S,9R)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0^{4,9}]dodecan-2-one

CAS Registry Number

Not Available

SMILES

CC1=CC=C2C(C)=C(O)C(O)=CC2=C1CC[C@]12OC(=O)[C@]3(C)CC[C@](C)(CCC1(C)C)[C@H]2C3

InChI Identifier

InChI=1S/C29H38O4/c1-17-7-8-20-18(2)24(31)22(30)15-21(20)19(17)9-10-29-23-16-28(6,25(32)33-29)14-13-27(23,5)12-11-26(29,3)4/h7-8,15,23,30-31H,9-14,16H2,1-6H3/t23-,27+,28-,29-/m1/s1

InChI Key

MNOFWIGNEQZDMR-GSDPDGKRSA-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
Celastrus orbiculatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
1-hydroxy-2-unsubstituted benzenoid
Delta valerolactone
Delta_valerolactone
Phenol
Oxane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.64	ChemAxon
pKa (Strongest Acidic)	9.36	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	130.64 m³·mol⁻¹	ChemAxon
Polarizability	51.9 Å³	ChemAxon
Number of Rings	5	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

101571236

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one (NP0225600)

MOL for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

3D MOL for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

3D SDF for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

3D-SDF for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

PDB for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

3D PDB for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

SMILES for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

INCHI for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

Structure for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)

3D Structure for NP0225600 ((1r,4r,8s,9r)-4-[2-(6,7-dihydroxy-2,5-dimethylnaphthalen-1-yl)ethyl]-1,5,5,8-tetramethyl-3-oxatricyclo[6.2.2.0⁴,⁹]dodecan-2-one)