NP-MRD: Showing NP-Card for cedrane (NP0153715)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 10:25:17 UTC

Updated at

2022-09-02 10:25:17 UTC

NP-MRD ID

NP0153715

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cedrane

Description

Cedrane, also known as alpha-cedrane, belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position. cedrane is found in Dysoxylum spectabile. cedrane was first documented in 2016 (PMID: 27316978). Based on a literature review a significant number of articles have been published on cedrane (PMID: 32044582) (PMID: 30698435) (PMID: 28933167) (PMID: 33397108) (PMID: 32189505) (PMID: 31623780).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -2.8613   -1.0375    0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9272   -1.0722   -0.4467 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9590   -2.2155   -0.2552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.8215    0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7945   -0.4524   -0.2840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0008   -0.1741   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3535    0.1849   -0.9123 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8945    1.2094    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9108    1.7720    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4290    2.3969   -0.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375    0.5251    0.7381 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3399    1.3554    1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    0.4439    0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2094   -0.1353   -0.3641 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1554   -1.2007   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185   -1.1563    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -1.9805    0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831   -0.2212    0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891   -1.4208   -1.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3622   -2.9231    0.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558   -2.8482   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4617   -1.8206    1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -2.6167   -0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0917   -1.1040   -2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    0.6843   -2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.7029   -1.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5072    2.7758    1.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0766    1.2167    1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    2.0359    0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    2.4067   -1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6641    3.3666   -0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261    2.3810   -1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2117   -0.0128    1.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4748    2.3451    0.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3075    1.4845    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -0.3826    1.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    0.9974    1.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584    0.7218   -1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7255   -1.5405    0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177   -2.0577   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614   -0.8123   -1.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  8  1  0
  8  9  1  0
  8 10  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  1
  4  3  1  0
  3  2  1  0
  2  1  1  0
  5 14  1  0
  5 11  1  0
  2  7  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 14 38  1  6
 13 36  1  0
 13 37  1  0
 12 34  1  0
 12 35  1  0
 11 33  1  1
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
  7 26  1  6
  6 24  1  0
  6 25  1  0
  4 22  1  0
  4 23  1  0
  3 20  1  0
  3 21  1  0
  2 19  1  6
  1 16  1  0
  1 17  1  0
  1 18  1  0
M  END


  Mrv1652309022212252D          

 15 17  0  0  1  0            999 V2000
    4.3852   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803   -0.2266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3467    0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5084    0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9408    0.0911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5272   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0005   -0.8942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2026   -1.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549   -1.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5727   -1.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5461   -0.6802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7161   -0.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6018    0.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3448    0.6960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4845    1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  6  1  6  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0153715

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@H]3C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h10-13H,5-9H2,1-4H3/t10-,11-,12+,13+,15+/m1/s1

> <INCHI_KEY>
JJTQQGNEXQKQRF-BIGJJFBESA-N

> <FORMULA>
C15H26

> <MOLECULAR_WEIGHT>
206.373

> <EXACT_MASS>
206.203450837

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
26.318455858947917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,7S,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecane

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
4.506737667666666

> <ALOGPS_LOGS>
-5.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
64.8444

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,7S,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       8.186  -0.761   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.683  -0.423   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.247   1.137   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.682   1.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.623   0.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.717  -0.731   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.601  -1.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.111  -2.405   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.956  -3.692   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.936  -3.399   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.886  -1.270   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.337  -0.918   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.123   0.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.510   1.299   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.771   2.817   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11   14                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    5   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,5S,7S,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.0(1,5)]undecane	ChEBI
[3R-(3alpha,3Abeta,6alpha,7beta,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene	ChEBI
alpha-Cedrane	ChEBI
[3R-(3a,3Abeta,6a,7b,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene	Generator
[3R-(3Α,3abeta,6α,7β,8aalpha)]-octahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulene	Generator
a-Cedrane	Generator
Α-cedrane	Generator

Chemical Formula

C₁₅H₂₆

Average Mass

206.3730 Da

Monoisotopic Mass

206.20345 Da

IUPAC Name

(1S,2R,5S,7S,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecane

Traditional Name

(1S,2R,5S,7S,8R)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecane

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@H]3C

InChI Identifier

InChI=1S/C15H26/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h10-13H,5-9H2,1-4H3/t10-,11-,12+,13+,15+/m1/s1

InChI Key

JJTQQGNEXQKQRF-BIGJJFBESA-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
Dysoxylum spectabile	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Cedrane and isocedrane sesquiterpenoids

Alternative Parents

Substituents

Cedrane sesquiterpenoid
Polycyclic hydrocarbon
Saturated hydrocarbon
Hydrocarbon
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

sesquiterpene (CHEBI:36530 )
terpenoid fundamental parent (CHEBI:36530 )

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	4.98	ALOGPS
logP	4.51	ChemAxon
logS	-6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	64.84 m³·mol⁻¹	ChemAxon
Polarizability	26.32 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

Not Available

Chemspider ID

7827625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9548702

PDB ID

Not Available

ChEBI ID

36530

Good Scents ID

Not Available

References

General References

Liu YL, Li WR, Wang XJ, Wang RB, Li M, Zhang JP, Yong JY, Bao XQ, Zhang D, Ma SG: Highly oxidized sesquiterpenes from the fruits of Illicium lanceolatum A. C. Smith. Phytochemistry. 2020 Apr;172:112281. doi: 10.1016/j.phytochem.2020.112281. Epub 2020 Feb 7. [PubMed:32044582 ]
Hung K, Condakes ML, Novaes LFT, Harwood SJ, Morikawa T, Yang Z, Maimone TJ: Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes. J Am Chem Soc. 2019 Feb 20;141(7):3083-3099. doi: 10.1021/jacs.8b12247. Epub 2019 Feb 11. [PubMed:30698435 ]
Yang Q, Ma W, Wang G, Bao W, Dong X, Liang X, Zhu L, Lee CS: Tunable Cyclization Strategy for the Synthesis of Zizaene-, allo-Cedrane-, seco-Kaurane-, and seco-Atesane-Type Skeletons. Org Lett. 2017 Oct 6;19(19):5324-5327. doi: 10.1021/acs.orglett.7b02610. Epub 2017 Sep 21. [PubMed:28933167 ]
Yong JY, Li WR, Wang XJ, Su GZ, Li M, Zhang JP, Jia HL, Li YH, Wang RB, Gan M, Ma SG: Illihenin A: An Antiviral Sesquiterpenoid with a Cage-like Tricyclo[6.2.2.0(1,5)]dodecane Skeleton from Illicium henryi. J Org Chem. 2021 Jan 15;86(2):2017-2022. doi: 10.1021/acs.joc.0c02727. Epub 2021 Jan 4. [PubMed:33397108 ]
Tong J, Xia T, Wang B: Total Synthesis of (+/-)-11-O-Debenzoyltashironin via Palladium-Catalyzed 5-endo Ene-yne Cyclization Enabled trans-5-6 Ring Fusion. Org Lett. 2020 Apr 3;22(7):2730-2734. doi: 10.1021/acs.orglett.0c00689. Epub 2020 Mar 19. [PubMed:32189505 ]
Ma LT, Lee YR, Liu PL, Cheng YT, Shiu TF, Tsao NW, Wang SY, Chu FH: Phylogenetically distant group of terpene synthases participates in cadinene and cedrane-type sesquiterpenes accumulation in Taiwania cryptomerioides. Plant Sci. 2019 Dec;289:110277. doi: 10.1016/j.plantsci.2019.110277. Epub 2019 Sep 17. [PubMed:31623780 ]
Liu H, Chen M, Lang Y, Wang X, Zhuang P: Sesquiterpenes from the fruits of Illicium Simonsii maxim. Nat Prod Res. 2020 Apr;34(7):903-908. doi: 10.1080/14786419.2018.1538222. Epub 2019 Mar 11. [PubMed:30856347 ]
Mazraati Tajabadi F, Pouwer RH, Liu M, Dashti Y, Campitelli MR, Murtaza M, Mellick GD, Wood SA, Jenkins ID, Quinn RJ: Design and Synthesis of Natural Product Inspired Libraries Based on the Three-Dimensional (3D) Cedrane Scaffold: Toward the Exploration of 3D Biological Space. J Med Chem. 2018 Aug 9;61(15):6609-6628. doi: 10.1021/acs.jmedchem.8b00194. Epub 2018 Jul 27. [PubMed:30005573 ]
Peter C, Geoffroy P, Miesch M: Intramolecular Morita-Baylis-Hillman reaction as a strategy for the construction of tricyclic sesquiterpene cores. Org Biomol Chem. 2018 Feb 21;16(8):1381-1389. doi: 10.1039/c7ob03124f. [PubMed:29411822 ]
Quang DN, Wagner C, Merzweiler K, Abate D, Porzel A, Schmidt J, Arnold N: Pyrofomins A-D, polyoxygenated sesquiterpenoids from Pyrofomes demidoffii. Fitoterapia. 2016 Jul;112:229-32. doi: 10.1016/j.fitote.2016.06.004. Epub 2016 Jun 14. [PubMed:27316978 ]
LOTUS database [Link]

Showing NP-Card for cedrane (NP0153715)

MOL for NP0153715 (cedrane)

3D MOL for NP0153715 (cedrane)

3D SDF for NP0153715 (cedrane)

3D-SDF for NP0153715 (cedrane)

PDB for NP0153715 (cedrane)

3D PDB for NP0153715 (cedrane)

SMILES for NP0153715 (cedrane)

INCHI for NP0153715 (cedrane)

Structure for NP0153715 (cedrane)

3D Structure for NP0153715 (cedrane)