NP-MRD: Showing NP-Card for (2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid (NP0315069)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 13:31:06 UTC

Updated at

2022-09-11 13:31:06 UTC

NP-MRD ID

NP0315069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Description

Kolavenic acid, also known as kolavenate, belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations. (2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid is found in Aristolochia esperanzae, Aristolochia galeata, Detarium microcarpum, Hymenaea courbaril, Macaranga monandra, Polyalthia simiarum, Solidago canadensis and Xylopia aethiopica. (2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid was first documented in 2019 (PMID: 30828973). Based on a literature review a small amount of articles have been published on Kolavenic acid (PMID: 33819373) (PMID: 32016777) (PMID: 31753800).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
   -4.7189   -0.0465   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5568    0.0058    0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6344   -0.6503    1.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5687   -0.7014    2.8730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -0.4219    2.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1704   -0.1151    0.8872 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2019    0.2140    0.3520 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4993    1.7239    0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2085   -0.4426    1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6326   -0.2717    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4960   -0.8608    0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294   -0.3327    0.0721 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -1.7871   -0.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213   -2.2834   -1.7342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499   -3.1848   -2.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4126   -1.8680   -1.8340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916   -0.0661   -1.0891 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0186    0.9009   -1.9216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2075   -0.0545   -1.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882    0.8617   -1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    0.7598    0.4185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4319    2.0876    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5405   -0.8450   -0.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6265   -0.3413    0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    0.9234   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5532   -1.2215    2.1200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929    0.0068    3.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6086   -1.7058    3.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5832   -1.3181    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7815    0.4076    2.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010   -1.1181    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6030    2.0515    1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188    2.3592   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661    1.8422   -0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9407   -1.5576    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1733    2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1439   -0.5862    2.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352    0.8441    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0447    0.4299    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -1.0992    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1313    0.1795   -0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1443   -2.2403   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951   -1.4701   -2.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486   -1.0736   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8875    0.5321   -2.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    1.9201   -1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0990    0.8274   -1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0867    0.2059   -2.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5951   -1.1203   -1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1833    0.5485   -1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0384    1.9094   -1.3843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4421    2.1928    1.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    2.8638    0.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7208    2.3594    1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
  7 17  1  0
  2 21  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 17 44  1  1
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
  6 31  1  6
  5 29  1  0
  5 30  1  0
  4 27  1  0
  4 28  1  0
  3 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
M  END


  Mrv1652309112215312D          

 22 23  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   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
    0.7145   -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  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  1  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
    4.2007    0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7309    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488    1.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0737    1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7915    2.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8862    1.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    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  1  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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0315069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(C)[C@H](CCC=C2C)[C@@]1(C)CC\C(C)=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h7,13,16-17H,6,8-12H2,1-5H3,(H,21,22)/b14-13+/t16-,17-,19+,20+/m1/s1

> <INCHI_KEY>
NLVMTSRTOGOFQD-MWRQYBNOSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.474

> <EXACT_MASS>
304.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
36.94620265515002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

> <JCHEM_LOGP>
5.421651314

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.03110857857459

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
92.99369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.841   0.912   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.831   2.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.304   3.539   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.348   1.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.338   3.004   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.811   4.451   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.854   2.737   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -0.000   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   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8    9   17                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    7   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2    6   22                                             
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
Kolavenate	Generator

Chemical Formula

C₂₀H₃₂O₂

Average Mass

304.4740 Da

Monoisotopic Mass

304.24023 Da

IUPAC Name

(2E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Traditional Name

(2E)-5-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(C)[C@H](CCC=C2C)[C@@]1(C)CC\C(C)=C\C(O)=O

InChI Identifier

InChI=1S/C20H32O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h7,13,16-17H,6,8-12H2,1-5H3,(H,21,22)/b14-13+/t16-,17-,19+,20+/m1/s1

InChI Key

NLVMTSRTOGOFQD-MWRQYBNOSA-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
Aristolochia esperanzae	LOTUS Database	35616633
Aristolochia galeata	LOTUS Database	35616633
Detarium microcarpum	LOTUS Database	35616633
Hymenaea courbaril	LOTUS Database	35616633
Macaranga monandra	LOTUS Database	35616633
Polyalthia simiarum	LOTUS Database	35616633
Solidago canadensis	LOTUS Database	35616633
Xylopia aethiopica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as colensane and clerodane diterpenoids. These are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Colensane and clerodane diterpenoids

Alternative Parents

Substituents

Clerodane diterpenoid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
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	5.42	ChemAxon
pKa (Strongest Acidic)	5.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	92.99 m³·mol⁻¹	ChemAxon
Polarizability	36.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

C00022578

Chemspider ID

4945618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441458

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Akabane S, Oue N, Sekino Y, Asai R, Thang PQ, Taniyama D, Sentani K, Yukawa M, Toda T, Kimura KI, Egi H, Shimizu W, Ohdan H, Yasui W: KIFC1 regulates ZWINT to promote tumor progression and spheroid formation in colorectal cancer. Pathol Int. 2021 Jul;71(7):441-452. doi: 10.1111/pin.13098. Epub 2021 Apr 5. [PubMed:33819373 ]
Anwar A, Ting ELS, Anwar A, Ain NU, Faizi S, Shah MR, Khan NA, Siddiqui R: Antiamoebic activity of plant-based natural products and their conjugated silver nanoparticles against Acanthamoeba castellanii (ATCC 50492). AMB Express. 2020 Feb 3;10(1):24. doi: 10.1186/s13568-020-0960-9. [PubMed:32016777 ]
Kurisawa N, Yukawa M, Koshino H, Onodera T, Toda T, Kimura KI: Kolavenic acid analog restores growth in HSET-overproducing fission yeast cells and multipolar mitosis in MDA-MB-231 human cells. Bioorg Med Chem. 2020 Jan 1;28(1):115154. doi: 10.1016/j.bmc.2019.115154. Epub 2019 Nov 8. [PubMed:31753800 ]
Morimoto M: Chemical defense against insects in Heterotheca subaxillaris and three Orobanchaceae species using exudates from trichomes. Pest Manag Sci. 2019 Sep;75(9):2474-2481. doi: 10.1002/ps.5395. Epub 2019 Apr 5. [PubMed:30828973 ]
LOTUS database [Link]

Showing NP-Card for (2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid (NP0315069)

MOL for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

3D MOL for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

3D SDF for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

3D-SDF for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

PDB for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

3D PDB for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

SMILES for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

INCHI for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

Structure for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)

3D Structure for NP0315069 ((2e)-5-[(1s,2r,4ar,8ar)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid)