NP-MRD: Showing NP-Card for Centrolobine (NP0051558)

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Record Information

Version

2.0

Created at

2022-04-27 22:52:40 UTC

Updated at

2022-04-27 22:52:41 UTC

NP-MRD ID

NP0051558

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Centrolobine

Description

Centrolobine belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. Centrolobine is found in Centrolobium robustum and Centrolobium tomentosum. Centrolobine was first documented in 2019 (PMID: 31347622). Based on a literature review a small amount of articles have been published on Centrolobine (PMID: 32999145) (PMID: 34595806) (PMID: 33492976) (PMID: 32940396).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    7.3446    2.4983   -0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4886    1.7359   -1.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2960    1.2173   -0.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9184    1.4324    0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416    0.9207    0.8719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8794    0.1663    0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -0.3761    0.6629 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7373   -1.8371    1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7262   -2.6521    0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6465   -2.0997    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5940   -0.6023    0.4351 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8709   -0.1409   -0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0057   -0.5478    0.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2947   -0.1141    0.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7622    1.1391    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9586    1.5459   -0.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6623    0.6944   -0.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8627    1.0726   -1.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1605   -0.5706   -1.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9586   -0.9895   -0.6690 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5431   -0.1739   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2563   -0.0497   -1.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    0.4654   -1.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8498    3.5012   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3062    2.6530   -1.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5428    2.0345    0.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    2.0216    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4582    1.1020    1.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3213    0.1595    1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7632   -2.1784    0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915   -2.0191    2.1024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8060   -3.7106    0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578   -2.4719   -0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8361   -2.3905    1.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -2.5826   -0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5519   -0.1402    1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9015    0.9298   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221   -0.6999   -1.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9749   -1.6332    0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8880   -0.0537    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2015    1.7937    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3373    2.5372    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2402    1.9909   -1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6850   -1.2598   -1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5331   -1.9630   -0.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823   -0.6411   -1.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208    0.2863   -2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 22  1  0
 22 23  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 23  3  1  0
 21  7  1  0
 20 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 22 46  1  0
 23 47  1  0
  7 29  1  1
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  1
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
M  END


  Mrv1652304282200522D          

 23 25  0  0  1  0            999 V2000
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145  -10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)[C@@H]1CCC[C@H](CCC2=CC=C(O)C=C2)O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O3/c1-22-18-13-8-16(9-14-18)20-4-2-3-19(23-20)12-7-15-5-10-17(21)11-6-15/h5-6,8-11,13-14,19-21H,2-4,7,12H2,1H3/t19-,20+/m1/s1

> <INCHI_KEY>
VKLGDLFSGNHXAV-UXHICEINSA-N

> <FORMULA>
C20H24O3

> <MOLECULAR_WEIGHT>
312.409

> <EXACT_MASS>
312.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.117285318945775

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-[(2R,6S)-6-(4-methoxyphenyl)oxan-2-yl]ethyl}phenol

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.8153892240000005

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.296003394420453

> <JCHEM_PKA_STRONGEST_BASIC>
-4.105932188659919

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
91.5202

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
centrolobine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334 -19.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.000 -18.480   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.000 -16.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334 -19.250   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667 -18.480   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
Centrolobin	MeSH

Chemical Formula

C₂₀H₂₄O₃

Average Mass

312.4090 Da

Monoisotopic Mass

312.17254 Da

IUPAC Name

4-{2-[(2R,6S)-6-(4-methoxyphenyl)oxan-2-yl]ethyl}phenol

Traditional Name

centrolobine

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)[C@@H]1CCC[C@H](CCC2=CC=C(O)C=C2)O1

InChI Identifier

InChI=1S/C20H24O3/c1-22-18-13-8-16(9-14-18)20-4-2-3-19(23-20)12-7-15-5-10-17(21)11-6-15/h5-6,8-11,13-14,19-21H,2-4,7,12H2,1H3/t19-,20+/m1/s1

InChI Key

VKLGDLFSGNHXAV-UXHICEINSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Centrolobium robustum	Plant	KNApSAcK
Centrolobium tomentosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxane
Organoheterocyclic compound
Ether
Dialkyl ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

diarylheptanoid (CHEBI:3532 )

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	4.56	ALOGPS
logP	4.82	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	91.52 m³·mol⁻¹	ChemAxon
Polarizability	36.12 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

C00002722

Chemspider ID

391116

KEGG Compound ID

C10436

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442780

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Fujioka H: Development of New Innovative Synthetic Organic Chemistry Using Lone Pairs of Oxygen Atoms. Chem Pharm Bull (Tokyo). 2020;68(10):907-945. doi: 10.1248/cpb.c20-00178. [PubMed:32999145 ]
Xiao J, Cui Y, Li C, Xu H, Zhai Y, Zhang X, Ma S: Room Temperature Allenation of Terminal Alkynes with Aldehydes. Angew Chem Int Ed Engl. 2021 Dec 1;60(49):25708-25713. doi: 10.1002/anie.202109879. Epub 2021 Nov 3. [PubMed:34595806 ]
Yu H, Lee R, Kim H, Lee D: Diastereoselective Construction of trans-2-Alkyl-6-aryl-3,6-dihydro-2H-pyrans via Dehydrogenative Cycloetherification Promoted by DDQ. Org Lett. 2021 Feb 5;23(3):1135-1140. doi: 10.1021/acs.orglett.1c00154. Epub 2021 Jan 25. [PubMed:33492976 ]
Schmidt JP, Breit B: Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans. Angew Chem Int Ed Engl. 2020 Dec 21;59(52):23485-23490. doi: 10.1002/anie.202009166. Epub 2020 Oct 26. [PubMed:32940396 ]
Pandey G, Laha R, Mondal PK: Heterocyclization involving benzylic C(sp(3))-H functionalization enabled by visible light photoredox catalysis. Chem Commun (Camb). 2019 Aug 21;55(65):9689-9692. doi: 10.1039/c9cc04287c. Epub 2019 Jul 26. [PubMed:31347622 ]

Showing NP-Card for Centrolobine (NP0051558)

MOL for NP0051558 (Centrolobine)

3D MOL for NP0051558 (Centrolobine)

3D SDF for NP0051558 (Centrolobine)

3D-SDF for NP0051558 (Centrolobine)

PDB for NP0051558 (Centrolobine)

3D PDB for NP0051558 (Centrolobine)

SMILES for NP0051558 (Centrolobine)

INCHI for NP0051558 (Centrolobine)

Structure for NP0051558 (Centrolobine)

3D Structure for NP0051558 (Centrolobine)