NP-MRD: Showing NP-Card for (1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one (NP0284818)

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Record Information

Version

2.0

Created at

2022-09-09 12:42:24 UTC

Updated at

2022-09-09 12:42:25 UTC

NP-MRD ID

NP0284818

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one

Description

Stemodinone belongs to the class of organic compounds known as aphidicolane and stemodane diterpenoids. These are diterpenoids with a structure based on the aphidicolane or the stemodane skeleton. (1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one is found in Rhizopus oryzae. (1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one was first documented in 2005 (PMID: 16061265). Based on a literature review a small amount of articles have been published on Stemodinone (PMID: 16725164) (PMID: 21940022) (PMID: 15845408) (PMID: 15635732).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -3.4622    1.3589   -0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0685    0.0766    0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8903   -0.0154    1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4248   -1.1612   -0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105   -1.8473   -1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5505   -2.5256   -2.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -1.7941   -0.8040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6427   -0.2944   -0.4873 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9862    0.3064   -1.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6492   -0.0354    0.5825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2104    1.1148    1.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0232    0.5169    2.2344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0884    0.3465    1.2760 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0929   -0.7265    1.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7990   -1.0022    0.4525 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5826   -1.2434   -0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555    0.0166   -0.1318 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4210    1.1096   -0.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581    0.7930   -1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5898    0.0805   -0.1465 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1803    1.0846    0.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.5458   -0.8038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6869    1.3325   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3897    1.8217   -0.0213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6635    2.1182   -0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824   -0.6298    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0138    1.0328    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9096   -0.3681    1.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1494   -0.8533   -1.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9919   -1.9150   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757   -2.3918    0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -2.1473   -1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0927    1.3714   -1.8699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9376   -0.1267   -2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2215   -0.1362   -2.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6688   -0.9303    1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0274    1.3794    2.1637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8757    1.9471    0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542    1.1072    3.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563   -0.4942    2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074    1.2942    1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5295   -1.6492    2.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822   -0.4324    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -1.9705    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1265   -2.1556   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611   -1.2833   -1.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4575    2.0701   -0.3632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    1.3746   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4174    1.7646   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.2613   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902    2.1178    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0303    0.9036    1.8465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2984    1.2044    0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -1.2300   -0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  6
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 10  2  1  0
 17 13  1  0
 17  8  1  0
 20 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 14 43  1  0
 15 44  1  1
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
M  END


  Mrv1652309092214422D          

 22 25  0  0  1  0            999 V2000
    4.6464    0.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8242    0.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006   -0.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0332    1.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4466    1.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557    2.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6509    1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4419    0.8896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8810    1.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0285    0.3095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8162   -0.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0193   -0.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4353   -0.1332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5848   -0.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501    0.4434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8514    0.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5873    0.7338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3577    1.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5471    1.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0527    1.2965    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6547    1.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8588    1.1207    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
 13 17  1  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0284818

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CC(=O)C[C@@]2(C)[C@H]1CC[C@H]1C[C@H]3C[C@@]21CC[C@]3(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-17(2)11-15(21)12-18(3)16(17)6-5-13-9-14-10-20(13,18)8-7-19(14,4)22/h13-14,16,22H,5-12H2,1-4H3/t13-,14-,16-,18-,19-,20+/m0/s1

> <INCHI_KEY>
MTHCEQRYJNYWKN-BVJMBNRTSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.474

> <EXACT_MASS>
304.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
36.0040463893569

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,7S,10S,12S,13S)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecan-4-one

> <JCHEM_LOGP>
3.4693590260000002

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.60791192348956

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7832992115598952

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
88.1924

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,7S,10S,12S,13S)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecan-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       8.673   0.859   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.138   0.985   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.281  -0.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.529   2.474   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.434   3.557   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.824   5.047   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.948   3.150   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.558   1.661   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.511   2.790   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.653   0.578   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.257  -0.936   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.769  -1.343   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.679  -0.249   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.092  -0.585   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.280   0.828   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.589   1.217   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.963   1.370   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.534   2.999   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.021   3.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.098   2.420   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.222   3.473   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.603   2.092   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   17                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   13    8   18                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21   22                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₂

Average Mass

304.4740 Da

Monoisotopic Mass

304.24023 Da

IUPAC Name

(1R,2S,7S,10S,12S,13S)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecan-4-one

Traditional Name

(1R,2S,7S,10S,12S,13S)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0^{1,10}.0^{2,7}]hexadecan-4-one

CAS Registry Number

Not Available

SMILES

CC1(C)CC(=O)C[C@@]2(C)[C@H]1CC[C@H]1C[C@H]3C[C@@]21CC[C@]3(C)O

InChI Identifier

InChI=1S/C20H32O2/c1-17(2)11-15(21)12-18(3)16(17)6-5-13-9-14-10-20(13,18)8-7-19(14,4)22/h13-14,16,22H,5-12H2,1-4H3/t13-,14-,16-,18-,19-,20+/m0/s1

InChI Key

MTHCEQRYJNYWKN-BVJMBNRTSA-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
Rhizopus oryzae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aphidicolane and stemodane diterpenoids. These are diterpenoids with a structure based on the aphidicolane or the stemodane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aphidicolane and stemodane diterpenoids

Alternative Parents

Substituents

Aphidicolane or stemodane diterpenoid
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	3.47	ChemAxon
pKa (Strongest Acidic)	19.61	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.19 m³·mol⁻¹	ChemAxon
Polarizability	36 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9231013

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11055854

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lamm AS, Reynolds WF, Reese PB: Bioconversion of Stemodia maritima diterpenes and derivatives by Cunninghamella echinulata var. elegans and Phanerochaete chrysosporium. Phytochemistry. 2006 Jun;67(11):1088-93. doi: 10.1016/j.phytochem.2006.04.001. Epub 2006 May 24. [PubMed:16725164 ]
Chen AR, Ruddock PL, Lamm AS, Reynolds WF, Reese PB: Stemodane and stemarane diterpenoid hydroxylation by Mucor plumbeus and Whetzelinia sclerotiorum. Phytochemistry. 2005 Aug;66(16):1898-902. doi: 10.1016/j.phytochem.2005.06.015. [PubMed:16061265 ]
Russell FA, Mulabagal V, Thompson DR, Singh-Wilmot MA, Reynolds WF, Nair MG, Langer V, Reese PB: Stemodin-derived analogues with lipid peroxidation, cyclooxygenase enzymes and human tumour cell proliferation inhibitory activities. Phytochemistry. 2011 Dec;72(18):2361-8. doi: 10.1016/j.phytochem.2011.08.024. Epub 2011 Sep 21. [PubMed:21940022 ]
Martin GD, Reynolds WF, Reese PB: Stemodane skeletal rearrangement: chemistry and microbial transformation. Phytochemistry. 2005 Apr;66(8):901-9. doi: 10.1016/j.phytochem.2005.02.019. [PubMed:15845408 ]
Boyd JW, Greaves N, Kettle J, Russell AT, Steed JW: Alkene-arene meta photocycloadditions with a four-carbon-atom tether: efficient approach toward the polycyclic ring systems of aphidicolin and stemodinone. Angew Chem Int Ed Engl. 2005 Jan 28;44(6):944-6. doi: 10.1002/anie.200461661. [PubMed:15635732 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one (NP0284818)

MOL for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

3D MOL for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

3D SDF for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

3D-SDF for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

PDB for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

3D PDB for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

SMILES for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

INCHI for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

Structure for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)

3D Structure for NP0284818 ((1r,2s,7s,10s,12s,13s)-13-hydroxy-2,6,6,13-tetramethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecan-4-one)