NP-MRD: Showing NP-Card for [(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine (NP0221681)

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Record Information

Version

2.0

Created at

2022-09-05 23:19:35 UTC

Updated at

2022-09-05 23:19:35 UTC

NP-MRD ID

NP0221681

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine

Description

SCHEMBL3532749 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. Based on a literature review very few articles have been published on SCHEMBL3532749.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062201192D          

 37 39  0  0  1  0            999 V2000
    3.4062   -0.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310   -0.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0435    0.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6310    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3935    0.6404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9810    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8060   -0.0741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3935   -0.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  2  4  1  0  0  0  0
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  2  9  1  0  0  0  0
  9 10  1  6  0  0  0
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 17 21  2  0  0  0  0
 14 22  1  0  0  0  0
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  7 31  1  0  0  0  0
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 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309062201192D          

 37 39  0  0  1  0            999 V2000
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   -2.6210    2.4818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4940    2.7838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6690    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1560    1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5685    0.6404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5884    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009    0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8259    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5884   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634   -0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  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  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  2  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  0  0  0
  7 31  1  0  0  0  0
 12 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C(N)=N.CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H](CCC3=COC=C3)\C(CC[C@H]21)=C\OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O5S.C3H9N3/c1-23(2)12-5-13-25(4)21(23)10-14-24(3)20(8-6-18-11-15-29-16-18)19(7-9-22(24)25)17-30-31(26,27)28;1-6(2)3(4)5/h11,15-17,20-22H,5-10,12-14H2,1-4H3,(H,26,27,28);1-2H3,(H3,4,5)/b19-17+;/t20-,21-,22-,24+,25-;/m0./s1

> <INCHI_KEY>
MUGYGAQKMRBEQJ-VNINRLMRSA-N

> <FORMULA>
C28H47N3O5S

> <MOLECULAR_WEIGHT>
537.76

> <EXACT_MASS>
537.323642799

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
49.83024067912034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N,N-dimethylguanidine; {[(1R,2E,4aR,4bS,8aS,10aS)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-2-ylidene]methoxy}sulfonic acid

> <JCHEM_LOGP>
4.6655459136189785

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5448002477960436

> <JCHEM_PKA_STRONGEST_BASIC>
-2.800829254315443

> <JCHEM_POLAR_SURFACE_AREA>
76.74

> <JCHEM_REFRACTIVITY>
121.22849999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2E,4aR,4bS,8aS,10aS)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       6.358  -0.665   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.911  -0.138   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.644  -1.655   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.681   1.195   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.911   2.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.371   2.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.601   1.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.831   2.529   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.371  -0.138   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.601  -1.472   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.061  -1.472   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.291  -0.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.479  -1.472   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.249  -0.138   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.019  -1.472   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.249  -2.806   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.019  -4.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.392  -5.546   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.537  -6.577   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.871  -5.807   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.550  -4.300   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.019   1.195   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.559   1.195   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.329   2.529   0.000  0.00  0.00           O+0
HETATM   25  S   UNK     0      -3.559   3.863   0.000  0.00  0.00           S+0
HETATM   26  O   UNK     0      -2.225   3.093   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -4.893   4.633   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.789   5.196   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.249   2.529   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.291   2.529   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.061   1.195   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.298   2.001   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      13.068   0.667   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      14.608   0.667   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.298  -0.667   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      13.068  -2.001   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      10.758  -0.667   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   31                                             
CONECT    8    7                                                            
CONECT    9    7    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   31                                             
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22   14   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   22   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30    7   12                                                  
CONECT   32   33                                                            
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₇N₃O₅S

Average Mass

537.7600 Da

Monoisotopic Mass

537.32364 Da

IUPAC Name

N,N-dimethylguanidine; {[(1R,2E,4aR,4bS,8aS,10aS)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-tetradecahydrophenanthren-2-ylidene]methoxy}sulfonic acid

Traditional Name

[(1R,2E,4aR,4bS,8aS,10aS)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine

CAS Registry Number

Not Available

SMILES

CN(C)C(N)=N.CC1(C)CCC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H](CCC3=COC=C3)\C(CC[C@H]21)=C\OS(O)(=O)=O

InChI Identifier

InChI=1S/C25H38O5S.C3H9N3/c1-23(2)12-5-13-25(4)21(23)10-14-24(3)20(8-6-18-11-15-29-16-18)19(7-9-22(24)25)17-30-31(26,27)28;1-6(2)3(4)5/h11,15-17,20-22H,5-10,12-14H2,1-4H3,(H,26,27,28);1-2H3,(H3,4,5)/b19-17+;/t20-,21-,22-,24+,25-;/m0./s1

InChI Key

MUGYGAQKMRBEQJ-VNINRLMRSA-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

Not Available

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
Steroid
Hydrophenanthrene
Phenanthrene
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Furan
Organic sulfuric acid or derivatives
Heteroaromatic compound
Guanidine
Carboximidamide
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Imine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Not Available

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	4.67	ChemAxon
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	121.23 m³·mol⁻¹	ChemAxon
Polarizability	49.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

16738491

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20056334

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine (NP0221681)

MOL for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

3D MOL for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

3D SDF for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

3D-SDF for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

PDB for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

3D PDB for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

SMILES for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

INCHI for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

Structure for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)

3D Structure for NP0221681 ([(1r,2e,4ar,4bs,8as,10as)-1-[2-(furan-3-yl)ethyl]-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid; dimethylguanidine)