NP-MRD: Showing NP-Card for (1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol (NP0244634)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 05:29:06 UTC

Updated at

2022-09-07 05:29:06 UTC

NP-MRD ID

NP0244634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol

Description

Peregrinol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol is found in Marrubium peregrinum and Marrubium vulgare. (1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol was first documented in 2014 (PMID: 24990389). Based on a literature review a small amount of articles have been published on Peregrinol (PMID: 29315936) (PMID: 35157086) (PMID: 27735121).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 59  0  0  0  0  0  0  0  0999 V2000
    4.1985   -2.4758   -0.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830   -1.1396   -0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2665   -0.1287   -0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6623   -0.3855   -1.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4845    0.4533   -0.5268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560   -0.9968    0.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524    0.3784   -0.0347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2631    0.6972    0.4347 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3181    0.5112    1.8508 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919    2.1643    0.1437 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6984    2.9130    1.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2451    2.7054   -0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    1.7182   -0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1619    0.5239    0.2642 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3475   -0.3501    0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4707    0.3647   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8850   -0.5698    1.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885   -1.6957   -0.3494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378   -2.3853    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9695   -1.4455    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -0.1925   -0.0418 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6669   -0.4440   -1.4967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5336   -3.2279    0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187   -2.4560    0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851   -2.8966   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8612    0.8674   -0.9472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540   -1.4329   -1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7402   -0.0840   -2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7980    1.1947   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6209   -1.6761   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2126   -1.3599    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430    1.0168    0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491    0.7723   -1.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311    1.1811    2.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7297    2.4709   -0.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    3.8847    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395    3.2028    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4634    2.3413    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6737    3.1054    0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    3.5646   -0.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2383    2.2394   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468    1.5897   -1.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0052    0.8930    1.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1559    0.6365   -1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2997   -0.3847   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8776    1.2120    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3697    0.0755    2.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267   -1.6397    2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9574   -0.3827    1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0547   -2.3193    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -1.7073   -1.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143   -2.9689   -0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795   -3.1571    0.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532   -1.1214    1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0685   -2.0040    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -0.2542   -2.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562    0.1419   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4245   -1.5373   -1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  8 10  1  0
 21 14  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 10 35  1  6
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  1
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
  9 34  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  0
  6 31  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
M  END


  Mrv1652309072207292D          

 22 23  0  0  1  0            999 V2000
    2.5236   -2.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2754   -3.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0879   -4.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3701   -4.8942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1808   -3.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    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  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  6  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
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0244634

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@@]1(O)CC\C(C)=C\CO

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O2/c1-15(10-14-21)9-13-20(22)16(2)7-8-17-18(3,4)11-6-12-19(17,20)5/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16?,17-,19-,20+/m0/s1

> <INCHI_KEY>
XFADQGUJWIMYJI-MYELECPLSA-N

> <FORMULA>
C20H36O2

> <MOLECULAR_WEIGHT>
308.506

> <EXACT_MASS>
308.271530399

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
38.33403873516825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aS,8aS)-1-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-1-ol

> <JCHEM_LOGP>
4.425610222333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.330029991912973

> <JCHEM_PKA_STRONGEST_BASIC>
0.3449950627058359

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
93.72739999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aS,8aS)-1-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2H-naphthalen-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.711  -4.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.721  -5.974   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.247  -7.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.764  -7.689   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.291  -9.136   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.204  -5.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.657  -4.260   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   21                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   14    8   22                                             
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₆O₂

Average Mass

308.5060 Da

Monoisotopic Mass

308.27153 Da

IUPAC Name

(1R,4aS,8aS)-1-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-1-ol

Traditional Name

(1R,4aS,8aS)-1-[(3E)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2H-naphthalen-1-ol

CAS Registry Number

Not Available

SMILES

CC1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@@]1(O)CC\C(C)=C\CO

InChI Identifier

InChI=1S/C20H36O2/c1-15(10-14-21)9-13-20(22)16(2)7-8-17-18(3,4)11-6-12-19(17,20)5/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16?,17-,19-,20+/m0/s1

InChI Key

XFADQGUJWIMYJI-MYELECPLSA-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
Marrubium peregrinum	LOTUS Database	35616633
Marrubium vulgare	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane diterpenoid
Fatty alcohol
Fatty acyl
Tertiary alcohol
Cyclic alcohol
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	4.43	ChemAxon
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	0.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.73 m³·mol⁻¹	ChemAxon
Polarizability	38.33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00023322

Chemspider ID

21538857

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45023978

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Heskes AM, Sundram TCM, Boughton BA, Jensen NB, Hansen NL, Crocoll C, Cozzi F, Rasmussen S, Hamberger B, Hamberger B, Staerk D, Moller BL, Pateraki I: Biosynthesis of bioactive diterpenoids in the medicinal plant Vitex agnus-castus. Plant J. 2018 Mar;93(5):943-958. doi: 10.1111/tpj.13822. Epub 2018 Feb 14. [PubMed:29315936 ]
Wang J, Mao Y, Ma Y, Yang J, Jin B, Lin H, Tang J, Zeng W, Zhao Y, Gao W, Peters RJ, Guo J, Cui G, Huang L: Diterpene synthases from Leonurus japonicus elucidate epoxy-bridge formation of spiro-labdane diterpenoids. Plant Physiol. 2022 May 3;189(1):99-111. doi: 10.1093/plphys/kiac056. [PubMed:35157086 ]
Mafu S, Fischer E, Addison JB, Riberio Barbosana I, Zerbe P: Substitution of Two Active-Site Residues Alters C9-Hydroxylation in a Class II Diterpene Synthase. Chembiochem. 2016 Dec 14;17(24):2304-2307. doi: 10.1002/cbic.201600419. Epub 2016 Oct 31. [PubMed:27735121 ]
Zerbe P, Chiang A, Dullat H, O'Neil-Johnson M, Starks C, Hamberger B, Bohlmann J: Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare. Plant J. 2014 Sep;79(6):914-27. doi: 10.1111/tpj.12589. Epub 2014 Jul 23. [PubMed:24990389 ]
LOTUS database [Link]

Showing NP-Card for (1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol (NP0244634)

MOL for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

3D MOL for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

3D SDF for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

3D-SDF for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

PDB for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

3D PDB for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

SMILES for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

INCHI for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

Structure for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)

3D Structure for NP0244634 ((1r,4as,8as)-1-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol)