NP-MRD: Showing NP-Card for (1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol (NP0196484)

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Record Information

Version

2.0

Created at

2022-09-04 14:35:13 UTC

Updated at

2022-09-04 14:35:14 UTC

NP-MRD ID

NP0196484

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol

Description

AMBREIN belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol is found in Physeter catodon. (1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol was first documented in 2007 (PMID: 17408835). Based on a literature review a significant number of articles have been published on AMBREIN (PMID: 24274794) (PMID: 33184314) (PMID: 32854176) (PMID: 32178531) (PMID: 31797886) (PMID: 31606910).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216352D          

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  Mrv1652309042216352D          

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  6  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  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  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  6  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  6  0  0  0
 29 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0196484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC[C@@H]1C(=C)CCCC1(C)C)=C/CC[C@H]1[C@](C)(O)CC[C@H]2C(C)(C)CCC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H52O/c1-22(15-16-24-23(2)13-10-18-27(24,3)4)12-9-14-26-29(7)20-11-19-28(5,6)25(29)17-21-30(26,8)31/h12,24-26,31H,2,9-11,13-21H2,1,3-8H3/b22-12+/t24-,25+,26-,29+,30-/m1/s1

> <INCHI_KEY>
BIADSXOKHZFLSN-RMCJHQKMSA-N

> <FORMULA>
C30H52O

> <MOLECULAR_WEIGHT>
428.745

> <EXACT_MASS>
428.401816294

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
55.4513630464416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4aS,8aS)-1-[(3E)-6-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

> <JCHEM_LOGP>
8.489664874333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4354462656356882

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
135.8859

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4aS,8aS)-1-[(3E)-6-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.851   9.507   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.861   7.793   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.325  -4.260   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.345  -4.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.205  -0.716   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.518   0.536   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   19   20   26                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   18   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   17   30   31                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
1-(6-(2,2-Dimethyl-6-methylenecyclohexyl)-4-methyl-3-hexenyl)decahydro-2,5,5,8a-tetramethyl-2-naphthalenol	MeSH

Chemical Formula

C₃₀H₅₂O

Average Mass

428.7450 Da

Monoisotopic Mass

428.40182 Da

IUPAC Name

(1R,2R,4aS,8aS)-1-[(3E)-6-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

Traditional Name

(1R,2R,4aS,8aS)-1-[(3E)-6-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-2-ol

CAS Registry Number

Not Available

SMILES

C\C(CC[C@@H]1C(=C)CCCC1(C)C)=C/CC[C@H]1[C@](C)(O)CC[C@H]2C(C)(C)CCC[C@]12C

InChI Identifier

InChI=1S/C30H52O/c1-22(15-16-24-23(2)13-10-18-27(24,3)4)12-9-14-26-29(7)20-11-19-28(5,6)25(29)17-21-30(26,8)31/h12,24-26,31H,2,9-11,13-21H2,1,3-8H3/b22-12+/t24-,25+,26-,29+,30-/m1/s1

InChI Key

BIADSXOKHZFLSN-RMCJHQKMSA-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
Physeter catodon	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
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	8.49	ChemAxon
pKa (Strongest Basic)	-0.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	135.89 m³·mol⁻¹	ChemAxon
Polarizability	55.45 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00023426

Chemspider ID

10275828

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12305858

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ueda D, Hoshino T, Sato T: Cyclization of squalene from both termini: identification of an onoceroid synthase and enzymatic synthesis of ambrein. J Am Chem Soc. 2013 Dec 11;135(49):18335-8. doi: 10.1021/ja4107226. Epub 2013 Nov 27. [PubMed:24274794 ]
Yamabe Y, Kawagoe Y, Okuno K, Inoue M, Chikaoka K, Ueda D, Tajima Y, Yamada TK, Kakihara Y, Hara T, Sato T: Construction of an artificial system for ambrein biosynthesis and investigation of some biological activities of ambrein. Sci Rep. 2020 Nov 12;10(1):19643. doi: 10.1038/s41598-020-76624-y. [PubMed:33184314 ]
Ncube EN, Steenkamp L, Dubery IA: Ambrafuran (Ambrox(TM)) Synthesis from Natural Plant Product Precursors. Molecules. 2020 Aug 25;25(17):3851. doi: 10.3390/molecules25173851. [PubMed:32854176 ]
Rowland SJ, Sutton PA, von der Luhe B, Volkman JK, Vane CH, Ingram SN, Dunn C, Claridge D: Ambrein: a minor, but common constituent of mammalian faeces? Nat Prod Res. 2021 Nov;35(22):4843-4848. doi: 10.1080/14786419.2020.1731746. Epub 2020 Mar 17. [PubMed:32178531 ]
von der Luhe B, Mayes RW, Thiel V, Dawson LA, Graw M, Rowland SJ, Fiedler S: First evidence of terrestrial ambrein formation in human adipocere. Sci Rep. 2019 Dec 4;9(1):18370. doi: 10.1038/s41598-019-54730-w. [PubMed:31797886 ]
Moser S, Leitner E, Plocek TJ, Vanhessche K, Pichler H: Engineering of Saccharomyces cerevisiae for the production of (+)-ambrein. Yeast. 2020 Jan;37(1):163-172. doi: 10.1002/yea.3444. Epub 2019 Oct 27. [PubMed:31606910 ]
Rowland SJ, Sutton PA, Wolff GA: Biosynthesis of ambrein in ambergris: evidence from isotopic data and identification of possible intermediates. Nat Prod Res. 2021 Apr;35(8):1235-1241. doi: 10.1080/14786419.2019.1644630. Epub 2019 Jul 30. [PubMed:31359775 ]
Moser S, Strohmeier GA, Leitner E, Plocek TJ, Vanhessche K, Pichler H: Whole-cell (+)-ambrein production in the yeast Pichia pastoris. Metab Eng Commun. 2018 Aug 16;7:e00077. doi: 10.1016/j.mec.2018.e00077. eCollection 2018 Dec. [PubMed:30197866 ]
Rowland SJ, Sutton PA, Belt ST, Fitzsimmons-Thoss V, Scarlett AG: Further spectral and chromatographic studies of ambergris. Nat Prod Res. 2018 Nov;32(21):2603-2609. doi: 10.1080/14786419.2018.1428599. Epub 2018 Jan 22. [PubMed:29355034 ]
Ke D, Caiyin Q, Zhao F, Liu T, Lu W: Heterologous biosynthesis of triterpenoid ambrein in engineered Escherichia coli. Biotechnol Lett. 2018 Feb;40(2):399-404. doi: 10.1007/s10529-017-2483-2. Epub 2017 Dec 4. [PubMed:29204767 ]
Rowland SJ, Sutton PA: Chromatographic and spectral studies of jetsam and archived ambergris. Nat Prod Res. 2017 Aug;31(15):1752-1757. doi: 10.1080/14786419.2017.1290618. Epub 2017 Feb 16. [PubMed:28278659 ]
Raza M, Alorainy MS, Alghasham AA: Evaluation of ambrein and epicoprostanol for their antioxidant properties: protection against adriamycin-induced free radical toxicity. Food Chem Toxicol. 2007 Sep;45(9):1614-9. doi: 10.1016/j.fct.2007.02.024. Epub 2007 Feb 28. [PubMed:17408835 ]
Shen YC, Cheng SY, Kuo YH, Hwang TL, Chiang MY, Khalil AT: Chemical transformation and biological activities of ambrein, a major product of ambergris from Physeter macrocephalus (sperm whale). J Nat Prod. 2007 Feb;70(2):147-53. doi: 10.1021/np068029p. [PubMed:17315955 ]
LOTUS database [Link]

Showing NP-Card for (1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol (NP0196484)

MOL for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

3D MOL for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

3D SDF for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

3D-SDF for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

PDB for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

3D PDB for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

SMILES for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

INCHI for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

Structure for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)

3D Structure for NP0196484 ((1r,2r,4as,8as)-1-[(3e)-6-[(1s)-2,2-dimethyl-6-methylidenecyclohexyl]-4-methylhex-3-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-2-ol)