NP-MRD: Showing NP-Card for (2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol (NP0295153)

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Record Information

Version

2.0

Created at

2022-09-10 04:00:31 UTC

Updated at

2022-09-10 04:00:31 UTC

NP-MRD ID

NP0295153

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

Description

RADICAMINE A belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. (2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol is found in Codonopsis clematidea and Lobelia chinensis. RADICAMINE A is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    5.4684   -0.6563    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7097    0.3778   -0.2724 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3363    0.3540   -0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7319   -0.6682    0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3546   -0.7227    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5756    0.2536    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892    0.2688    0.2445 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5215    0.5816   -1.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9041    0.2690   -0.8235 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5791    1.5347   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9317    1.3352   -0.0703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9756   -0.8038    0.2253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5264   -1.9839   -0.2802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973   -1.0631    0.5472 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3321   -1.4671    1.8622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1735    1.2956   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5512    1.3491   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1943    2.3530   -1.3904 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -1.6668   -0.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3406   -0.5435    1.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5450   -0.5163    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3411   -1.4508    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9200   -1.5404    1.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2303    1.0571    0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1445   -0.1390   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198   -0.0392   -1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    2.3013   -1.1074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077    1.8262    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1315    0.4453    0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5300   -0.5023    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236   -2.7846    0.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1580   -1.7968   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2611   -2.4729    1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6062    2.0956   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927    3.1201   -1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 16  2  0
 16 17  1  0
 17 18  1  0
 17  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  7 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12  9  1  0
  5  6  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 11 29  1  0
  8 25  1  0
  7 24  1  1
 16 34  1  0
 18 35  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
 14 32  1  6
 15 33  1  0
 12 30  1  1
 13 31  1  0
M  END


  Mrv0541 09041213022D          

 22 23  0  0  0  0            999 V2000
   -3.3389   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401    0.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5251   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8841   -0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    0.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3690   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1895   -0.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3014    2.8672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0335   -1.8216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7743    2.0602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744   -1.6491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    2.6151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.8632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7596    2.8935    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7374    1.4566    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  1  0  0  0
  8  4  1  0  0  0  0
  9  3  1  0  0  0  0
  9  8  2  0  0  0  0
 10  6  1  6  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  5  1  0  0  0  0
 15  8  1  0  0  0  0
 11 16  1  6  0  0  0
 12 17  1  1  0  0  0
 18  1  1  0  0  0  0
 18  9  1  0  0  0  0
  7 19  1  6  0  0  0
 10 20  1  1  0  0  0
 11 21  1  1  0  0  0
 12 22  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0295153

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CO)N[C@]([H])(C2=CC(O)=C(OC)C=C2)[C@@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C12H17NO5/c1-18-9-3-2-6(4-8(9)15)10-12(17)11(16)7(5-14)13-10/h2-4,7,10-17H,5H2,1H3/t7-,10-,11-,12-/m1/s1

> <INCHI_KEY>
NEAQPVOYHYPSER-FAQVLOEFSA-N

> <FORMULA>
C12H17NO5

> <MOLECULAR_WEIGHT>
255.2671

> <EXACT_MASS>
255.110672659

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
26.114626522900142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

> <ALOGPS_LOGP>
-0.98

> <JCHEM_LOGP>
-1.074297900622394

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.181791880903685

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.85016280861151

> <JCHEM_PKA_STRONGEST_BASIC>
8.285014757903738

> <JCHEM_POLAR_SURFACE_AREA>
102.18

> <JCHEM_REFRACTIVITY>
63.3388

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2    3    6                                                       
CONECT    3    2    9                                                       
CONECT    4    6    8                                                       
CONECT    5    7   14                                                       
CONECT    6    2    4   10                                                  
CONECT    7    5   11   13   19                                             
CONECT    8    4    9   15                                                  
CONECT    9    3    8   18                                                  
CONECT   10    6   12   13   20                                             
CONECT   11    7   12   16   21                                             
CONECT   12   10   11   17   22                                             
CONECT   13    7   10                                                       
CONECT   14    5                                                            
CONECT   15    8                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18    1    9                                                       
CONECT   19    7                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
CONECT   22   12                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₇NO₅

Average Mass

255.2671 Da

Monoisotopic Mass

255.11067 Da

IUPAC Name

(2R,3R,4R,5R)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

Traditional Name

(2R,3R,4R,5R)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)N[C@]([H])(C2=CC(O)=C(OC)C=C2)[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C12H17NO5/c1-18-9-3-2-6(4-8(9)15)10-12(17)11(16)7(5-14)13-10/h2-4,7,10-17H,5H2,1H3/t7-,10-,11-,12-/m1/s1

InChI Key

NEAQPVOYHYPSER-FAQVLOEFSA-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
Codonopsis clematidea	LOTUS Database	35616633
Lobelia chinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyrrolidines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrrolidine ring through a CC or CN bond. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

Phenylpyrrolidines

Direct Parent

Phenylpyrrolidines

Alternative Parents

Substituents

2-phenylpyrrolidine
Methoxyphenol
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Pyrrole
Secondary alcohol
1,2-aminoalcohol
Azacycle
Secondary amine
Secondary aliphatic amine
Ether
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.98	ALOGPS
logP	-1.1	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	9.85	ChemAxon
pKa (Strongest Basic)	8.29	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	102.18 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.34 m³·mol⁻¹	ChemAxon
Polarizability	26.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44569922

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol (NP0295153)

MOL for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

3D MOL for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

3D SDF for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

3D-SDF for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

PDB for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

3D PDB for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

SMILES for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

INCHI for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

Structure for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)

3D Structure for NP0295153 ((2r,3r,4r,5r)-2-(3-hydroxy-4-methoxyphenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol)