NP-MRD: Showing NP-Card for (3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol (NP0214430)

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Record Information

Version

2.0

Created at

2022-09-05 13:43:43 UTC

Updated at

2022-09-05 13:43:43 UTC

NP-MRD ID

NP0214430

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol

Description

Nupharolutine belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom. (3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol is found in Nuphar lutea and Nuphar microphylla. (3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol was first documented in 2003 (PMID: 14643343). Based on a literature review a small amount of articles have been published on Nupharolutine (PMID: 15624924) (PMID: 31257322) (PMID: 16413779).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.4830   -3.3047   -1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6533   -2.3871    0.0384 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0739   -1.9728    0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2993   -0.6195    0.7204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3564    0.3418   -0.0273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7475    1.7407    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    2.5710   -0.7168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530    3.7855   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0720    3.7068    1.1116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870    2.5105    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535   -0.0214    0.3736 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9076    0.9561    0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1556    0.6440   -0.2245 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2594    1.6348    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8157    0.8029   -1.5740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029   -0.7266    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.6465    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -1.2942   -0.0847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7966   -2.6943   -2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0548   -4.2359   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174   -3.4882   -1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -3.0369    0.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4681   -1.8989   -0.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6906   -2.7486    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0091   -0.6476    1.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3253   -0.3166    0.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4686    0.0702   -1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6557    2.3158   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0191    4.6313   -0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1374    2.2196    2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    1.0445    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    1.9493    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    1.2489   -0.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0602    2.6229   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    1.7079    1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7303    1.7625   -1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6086   -0.6784    0.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.1773   -0.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -2.6752    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327   -1.5186    1.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600   -1.1774   -1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 13 16  1  0
 16 17  1  0
 17 18  1  0
  5  6  1  0
  6 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
 18  2  1  0
  7  6  1  0
 18 11  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  6
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  6
 10 30  1  0
  8 29  1  0
  7 28  1  0
M  END


  Mrv1652309052215432D          

 18 20  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  2  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  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    2.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  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
    3.5724   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8545    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -0.5558    0.0000 O   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  1  1  6  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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
 18 11  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0214430

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H](N2C[C@](C)(O)CC[C@@H]12)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H23NO2/c1-11-3-4-14(12-6-8-18-9-12)16-10-15(2,17)7-5-13(11)16/h6,8-9,11,13-14,17H,3-5,7,10H2,1-2H3/t11-,13+,14+,15-/m1/s1

> <INCHI_KEY>
DZKOJPWTBVWCGX-UQOMUDLDSA-N

> <FORMULA>
C15H23NO2

> <MOLECULAR_WEIGHT>
249.354

> <EXACT_MASS>
249.172878985

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.448058576186245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-octahydro-1H-quinolizin-3-ol

> <JCHEM_LOGP>
2.445800394333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.685003630181424

> <JCHEM_PKA_STRONGEST_BASIC>
9.072902183930545

> <JCHEM_POLAR_SURFACE_AREA>
36.61

> <JCHEM_REFRACTIVITY>
71.2098

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-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       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.421   2.445   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.897   3.910   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.437   3.910   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.913   2.445   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.195   0.677   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.185  -1.037   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    5   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    2   11                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃NO₂

Average Mass

249.3540 Da

Monoisotopic Mass

249.17288 Da

IUPAC Name

(3R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-octahydro-1H-quinolizin-3-ol

Traditional Name

(3R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H](N2C[C@](C)(O)CC[C@@H]12)C1=COC=C1

InChI Identifier

InChI=1S/C15H23NO2/c1-11-3-4-14(12-6-8-18-9-12)16-10-15(2,17)7-5-13(11)16/h6,8-9,11,13-14,17H,3-5,7,10H2,1-2H3/t11-,13+,14+,15-/m1/s1

InChI Key

DZKOJPWTBVWCGX-UQOMUDLDSA-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
Nuphar lutea	LOTUS Database	35616633
Nuphar microphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizines. Quinolizines are compounds containing a quinolizine moiety, which consists of two fused pyridine rings sharing a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizines

Sub Class

Not Available

Direct Parent

Quinolizines

Alternative Parents

Substituents

Quinolizidine
Quinolizine
Aralkylamine
Piperidine
Furan
Heteroaromatic compound
Tertiary alcohol
1,2-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.45	ChemAxon
pKa (Strongest Acidic)	14.69	ChemAxon
pKa (Strongest Basic)	9.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.21 m³·mol⁻¹	ChemAxon
Polarizability	28.45 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

8952341

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10777028

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Goodenough KM, Moran WJ, Raubo P, Harrity JP: Development of a flexible approach to Nuphar alkaloids via two enantiospecific piperidine-forming reactions. J Org Chem. 2005 Jan 7;70(1):207-13. doi: 10.1021/jo048455k. [PubMed:15624924 ]
Matsuda H, Morikawa T, Oda M, Asao Y, Yoshikawa M: Potent anti-metastatic activity of dimeric sesquiterpene thioalkaloids from the rhizome of Nuphar pumilum. Bioorg Med Chem Lett. 2003 Dec 15;13(24):4445-9. doi: 10.1016/j.bmcl.2003.09.019. [PubMed:14643343 ]
Matsuda H, Nakamura S, Nakashima S, Fukaya M, Yoshikawa M: Biofunctional Effects of Thiohemiaminal-Type Dimeric Sesquiterpene Alkaloids from Nuphar Plants. Chem Pharm Bull (Tokyo). 2019;67(7):666-674. doi: 10.1248/cpb.c18-01030. [PubMed:31257322 ]
Matsuda H, Yoshida K, Miyagawa K, Nemoto Y, Asao Y, Yoshikawa M: Nuphar alkaloids with immediately apoptosis-inducing activity from Nuphar pumilum and their structural requirements for the activity. Bioorg Med Chem Lett. 2006 Mar 15;16(6):1567-73. doi: 10.1016/j.bmcl.2005.12.032. Epub 2006 Jan 18. [PubMed:16413779 ]
LOTUS database [Link]

Showing NP-Card for (3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol (NP0214430)

MOL for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

3D MOL for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

3D SDF for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

3D-SDF for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

PDB for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

3D PDB for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

SMILES for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

INCHI for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

Structure for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)

3D Structure for NP0214430 ((3r,6s,9r,9as)-6-(furan-3-yl)-3,9-dimethyl-octahydroquinolizin-3-ol)