NP-MRD: Showing NP-Card for (1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol (NP0324824)

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Record Information

Version

2.0

Created at

2022-09-12 05:08:05 UTC

Updated at

2022-09-12 05:08:05 UTC

NP-MRD ID

NP0324824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol

Description

Laurenditerpenol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol is found in Laurencia intricata. (1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol was first documented in 2007 (PMID: 18004798). Based on a literature review a small amount of articles have been published on laurenditerpenol (PMID: 23985032) (PMID: 22905649) (PMID: 20337419) (PMID: 19863119).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    6.3971   -1.5783   -0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1601   -0.7846   -0.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598    0.3965    0.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7463    1.1846    0.1444 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0598    2.1637   -0.8310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236    0.4411   -0.2928 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3735    0.8790    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2292    2.3667    0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501    0.2738    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0158    0.7867    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3999    0.4077    0.7750 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7924   -1.0388    0.8744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0227   -1.4307    2.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0978   -1.0060    0.0757 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1686   -1.8433    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7221   -1.2872   -1.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9589    0.0114   -1.6709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1385    0.8264   -0.4471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1625    2.3088   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4317    0.3660   -0.0477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7508   -1.0307   -0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0285   -1.2957   -1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.3458    0.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -0.9011    0.3236 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195   -2.0374   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7581    0.7913    0.9619 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5674    1.7270    1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337    2.7997   -0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475    0.7362   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    0.5100    1.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923    2.8275    1.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1524    2.9156    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5402    2.5885   -0.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0151    0.5610   -0.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1718   -0.8251    0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9840    1.9204    0.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7075    0.5318    2.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9922    0.8918    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1282   -1.7400    0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1681   -1.0445    2.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.9068    2.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0428   -2.5193    2.4406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5240   -2.6286   -0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9126   -2.3399    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0649   -1.2188    0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -1.3210   -1.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0872   -2.1683   -1.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5083    0.5274   -2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606   -0.1739   -2.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0084    2.5161   -1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2314    2.6049   -1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3338    2.7971    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -1.6164   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -1.3827    0.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021   -0.8089   -2.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2019   -2.3849   -1.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
  7  6  1  0
  6 21  1  0
 21 22  1  0
 22  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
 18 11  1  0
  4  6  1  0
 20 14  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  7 30  1  1
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  1
 12 39  1  6
 13 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 19 51  1  0
 19 52  1  0
  6 29  1  6
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  1
  5 28  1  0
M  END


  Mrv1652309122207082D          

 22 24  0  0  1  0            999 V2000
   -1.2654    5.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    4.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510    4.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510    3.4293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1635    3.0168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    3.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1635    0.5418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1635   -0.2832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5510   -0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780   -0.6957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8780   -1.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    0.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8780    0.9543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8780    1.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6717    0.1293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    3.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9799    4.2543    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  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 14 20  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC[C@@H]1[C@@H](C)[C@]2(C)CC[C@@]1(C)O2)C1CCC(C)=C[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-13-6-8-16(18(21)12-13)14(2)7-9-17-15(3)19(4)10-11-20(17,5)22-19/h12,14-18,21H,6-11H2,1-5H3/t14?,15-,16?,17-,18-,19+,20-/m1/s1

> <INCHI_KEY>
JTUWBMRONSWGPE-ICSQUKMHSA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.49

> <EXACT_MASS>
306.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
37.459243049068725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-3-methyl-6-{4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol

> <JCHEM_LOGP>
4.297652720666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.746116928417536

> <JCHEM_PKA_STRONGEST_BASIC>
-1.159861251567806

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
91.99359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-3-methyl-6-{4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.362  10.251   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.362   8.711   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.028   7.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.028   6.401   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.305   5.631   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.362   5.631   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.362   4.091   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.696   3.321   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.028   3.321   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.028   1.781   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.305   1.011   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.305  -0.529   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.028  -1.299   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.639  -1.299   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.639  -2.839   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.973  -0.529   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.973   1.011   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.639   1.781   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.639   3.321   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.254   0.241   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.696   6.401   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.696   7.941   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   11   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   14                                                       
CONECT   21    6   22                                                       
CONECT   22   21    2                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₂

Average Mass

306.4900 Da

Monoisotopic Mass

306.25588 Da

IUPAC Name

(1S)-3-methyl-6-{4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol

Traditional Name

(1S)-3-methyl-6-{4-[(1R,2R,3R,4S)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol

CAS Registry Number

Not Available

SMILES

CC(CC[C@@H]1[C@@H](C)[C@]2(C)CC[C@@]1(C)O2)C1CCC(C)=C[C@H]1O

InChI Identifier

InChI=1S/C20H34O2/c1-13-6-8-16(18(21)12-13)14(2)7-9-17-15(3)19(4)10-11-20(17,5)22-19/h12,14-18,21H,6-11H2,1-5H3/t14?,15-,16?,17-,18-,19+,20-/m1/s1

InChI Key

JTUWBMRONSWGPE-ICSQUKMHSA-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
Laurencia intricata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bisabolane sesquiterpenoid
Sesquiterpenoid
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.3	ChemAxon
pKa (Strongest Acidic)	18.75	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.99 m³·mol⁻¹	ChemAxon
Polarizability	37.46 Å³	ChemAxon
Number of Rings	3	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

C00043669

Chemspider ID

9349351

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11174259

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chittiboyina AG, Peddikotla P, Avery MA, Khan IA: Directed hydrogenation of acyclic homoallylic alcohols: enantioselective syntheses of (+)- and (-)-laurenditerpenol. J Org Chem. 2013 Sep 20;78(18):9223-32. doi: 10.1021/jo401461x. Epub 2013 Sep 11. [PubMed:23985032 ]
Pitsinos EN, Athinaios N, Vidali VP: Enantioselective total synthesis of (-)-laurenditerpenol. Org Lett. 2012 Sep 7;14(17):4666-9. doi: 10.1021/ol302106y. Epub 2012 Aug 20. [PubMed:22905649 ]
Mukherjee S, Scopton AP, Corey EJ: Enantioselective pathway for the synthesis of laurenditerpenol. Org Lett. 2010 Apr 16;12(8):1836-8. doi: 10.1021/ol1004802. [PubMed:20337419 ]
Jung ME, Im GY: Total synthesis of racemic laurenditerpenol, an HIF-1 inhibitor. J Org Chem. 2009 Nov 20;74(22):8739-53. doi: 10.1021/jo902029x. [PubMed:19863119 ]
Chittiboyina AG, Kumar GM, Carvalho PB, Liu Y, Zhou YD, Nagle DG, Avery MA: Total synthesis and absolute configuration of laurenditerpenol: a hypoxia inducible factor-1 activation inhibitor. J Med Chem. 2007 Dec 13;50(25):6299-302. doi: 10.1021/jm7011062. Epub 2007 Nov 16. [PubMed:18004798 ]
LOTUS database [Link]

Showing NP-Card for (1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol (NP0324824)

MOL for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

3D MOL for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

3D SDF for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

3D-SDF for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

PDB for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

3D PDB for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

SMILES for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

INCHI for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

Structure for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)

3D Structure for NP0324824 ((1s)-3-methyl-6-{4-[(1r,2r,3r,4s)-1,3,4-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]butan-2-yl}cyclohex-2-en-1-ol)