NP-MRD: Showing NP-Card for (+)-maackiain (NP0224460)

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Record Information

Version

2.0

Created at

2022-09-06 02:49:15 UTC

Updated at

2022-09-06 02:49:15 UTC

NP-MRD ID

NP0224460

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-maackiain

Description

(+)-Maackiain, also known as inermin, belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids (+)-maackiain is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. (+)-maackiain is found in Aldina heterophylla, Artemisia indica, Maackia amurensis, Machaerium aristulatum, Millettia leucantha, Ononis vaginalis, Sophora flavescens, Styphnolobium japonicum and Thermopsis fabacea. (+)-maackiain was first documented in 2022 (PMID: 35583301). Based on a literature review a small amount of articles have been published on (+)-maackiain (PMID: 35782063) (PMID: 36010884) (PMID: 35405595) (PMID: 35367764).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 37  0  0  0  0  0  0  0  0999 V2000
    6.1540    0.1387   -0.9470 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7975    0.2674   -0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3805    1.3322    0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510    1.4710    0.4711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.5192    0.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548   -0.5588   -0.7670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8880   -0.6686   -1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739   -1.4395   -1.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -1.8394   -0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0550   -0.7041    0.5769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3872   -0.4107    0.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -1.0390    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7629   -0.5434    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039    0.5519   -0.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6160    1.1473   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3894    0.6856   -0.5769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583    1.0947   -0.8007 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7006    0.6121    0.3203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1496    0.7697   -0.8901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9463    0.0776    0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.9809    0.4517 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8148    0.8242   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0989    2.0775    0.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654    2.2865    1.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2103   -1.5096   -1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0034   -2.6245    0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859   -2.3134   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446   -0.9117    1.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5530   -1.9016    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6649    2.0032   -1.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    1.2814    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2266    0.6919    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8434   -0.3867   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 13 21  1  0
 21 20  1  0
 20 19  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
  7  2  1  0
  6  5  1  0
 10 18  1  0
 11 16  1  0
 19 14  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
 18 31  1  1
 15 30  1  0
 20 32  1  0
 20 33  1  0
 12 29  1  0
 10 28  1  1
  9 26  1  0
  9 27  1  0
  7 25  1  0
M  END


  Mrv1652309062204492D          

 21 25  0  0  1  0            999 V2000
    0.7316   -2.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546   -2.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9164   -3.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7394   -3.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -2.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0158   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1230   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4848   -2.2437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2779   -2.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9774   -2.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059   -2.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7349   -3.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354   -3.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3069   -3.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317   -3.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0236   -2.9278    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5280   -3.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9892   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4811   -2.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  6  0  0  0
  5 18  1  0  0  0  0
 10 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224460

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C2[C@H]3OC4=CC5=C(OCO5)C=C4[C@H]3COC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m1/s1

> <INCHI_KEY>
HUKSJTUUSUGIDC-BDJLRTHQSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.267

> <EXACT_MASS>
284.068473486

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.59693659593495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13,15,17-hexaen-16-ol

> <JCHEM_LOGP>
2.2901281296666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.42075412224077

> <JCHEM_PKA_STRONGEST_BASIC>
-4.35223300261882

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
72.36480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13,15,17-hexaen-16-ol

> <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  O   UNK     0       1.366  -5.037   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.902  -5.144   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.577  -6.528   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.114  -6.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.974  -5.358   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.299  -3.974   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.763  -3.867   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.160  -2.697   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.696  -2.804   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.372  -4.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.852  -4.612   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.158  -3.796   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.518  -4.519   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.572  -6.058   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.266  -6.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.906  -6.151   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.459  -6.679   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.511  -5.465   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.052  -6.482   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      14.913  -5.205   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      13.965  -3.992   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    5   10                                                  
CONECT   19   14   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

View in JSmol

Synonyms

Value	Source
Demethylpterocarpin	ChEBI
Inermin, (6ar-cis)-isomer	MeSH
Inermin, (6as-cis)-isomer	MeSH
6a,12a-Dihydro-6H-(1,3)dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-ol	MeSH
Maackiain	MeSH
Inermin	MeSH

Chemical Formula

C₁₆H₁₂O₅

Average Mass

284.2670 Da

Monoisotopic Mass

284.06847 Da

IUPAC Name

(1S,12S)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13,15,17-hexaen-16-ol

Traditional Name

(1S,12S)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^{2,10}.0^{4,8}.0^{13,18}]icosa-2,4(8),9,13,15,17-hexaen-16-ol

CAS Registry Number

Not Available

SMILES

OC1=CC=C2[C@H]3OC4=CC5=C(OCO5)C=C4[C@H]3COC2=C1

InChI Identifier

InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m1/s1

InChI Key

HUKSJTUUSUGIDC-BDJLRTHQSA-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
Aldina heterophylla	LOTUS Database	35616633
Artemisia indica	LOTUS Database	35616633
Maackia amurensis	LOTUS Database	35616633
Machaerium aristulatum	LOTUS Database	35616633
Millettia leucantha	LOTUS Database	35616633
Ononis vaginalis	LOTUS Database	35616633
Sophora flavescens	LOTUS Database	35616633
Styphnolobium japonicum	LOTUS Database	35616633
Thermopsis lupinoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Pterocarpan
Isoflavanol
Isoflavan
Chromane
1-benzopyran
Benzopyran
Coumaran
Benzodioxole
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

maackiain (CHEBI:73030 )
Pterocarpanes (C16229 )

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	2.29	ChemAxon
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.36 m³·mol⁻¹	ChemAxon
Polarizability	28.6 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

141688

KEGG Compound ID

C16229

BioCyc ID

CPD-4462

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161298

PDB ID

Not Available

ChEBI ID

73030

Good Scents ID

Not Available

References

General References

Lin Y, Li JJ, He L, Li QR, Long QD, Zhang X, Zeng Z: A new modified pterocarpan glycoside from Sophora flavescens. Nat Prod Res. 2022 May 18:1-6. doi: 10.1080/14786419.2022.2075861. [PubMed:35583301 ]
Lu N, Tan G, Tan H, Zhang X, Lv Y, Song X, You D, Gao Z: Maackiain Prevents Amyloid-Beta-Induced Cellular Injury via Priming PKC-Nrf2 Pathway. Biomed Res Int. 2022 Jun 22;2022:4243210. doi: 10.1155/2022/4243210. eCollection 2022. [PubMed:35782063 ]
Kuo YH, Hung HS, Tsai CW, Chiu SC, Liu SP, Chiang YT, Shyu WC, Lin SZ, Fu RH: A Novel Splice Variant of BCAS1 Inhibits beta-Arrestin 2 to Promote the Proliferation and Migration of Glioblastoma Cells, and This Effect Was Blocked by Maackiain. Cancers (Basel). 2022 Aug 11;14(16):3890. doi: 10.3390/cancers14163890. [PubMed:36010884 ]
Bai X, Zhu Y, Jie J, Li D, Song L, Luo J: Maackiain protects against sepsis via activating AMPK/Nrf2/HO-1 pathway. Int Immunopharmacol. 2022 Jul;108:108710. doi: 10.1016/j.intimp.2022.108710. Epub 2022 Apr 8. [PubMed:35405595 ]
Mladenova SG, Savova MS, Marchev AS, Ferrante C, Orlando G, Wabitsch M, Georgiev MI: Anti-adipogenic activity of maackiain and ononin is mediated via inhibition of PPARgamma in human adipocytes. Biomed Pharmacother. 2022 May;149:112908. doi: 10.1016/j.biopha.2022.112908. Epub 2022 Apr 1. [PubMed:35367764 ]
LOTUS database [Link]

Showing NP-Card for (+)-maackiain (NP0224460)

MOL for NP0224460 ((+)-maackiain)

3D MOL for NP0224460 ((+)-maackiain)

3D SDF for NP0224460 ((+)-maackiain)

3D-SDF for NP0224460 ((+)-maackiain)

PDB for NP0224460 ((+)-maackiain)

3D PDB for NP0224460 ((+)-maackiain)

SMILES for NP0224460 ((+)-maackiain)

INCHI for NP0224460 ((+)-maackiain)

Structure for NP0224460 ((+)-maackiain)

3D Structure for NP0224460 ((+)-maackiain)