NP-MRD: Showing NP-Card for Dicrotaline (NP0141136)

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Record Information

Version

1.0

Created at

2022-06-29 22:12:47 UTC

Updated at

2022-06-29 22:12:47 UTC

NP-MRD ID

NP0141136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dicrotaline

Description

Dicrotaline belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring. Dicrotaline is found in Crotalaria globifera and Crotalaria lachnosema. It was first documented in 2022 (PMID: 35868852). Based on a literature review a significant number of articles have been published on Dicrotaline (PMID: 35868851) (PMID: 35868850) (PMID: 35868849) (PMID: 35868848).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -4.1641   -0.7769   -0.5730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0182   -0.2941    0.2555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2351   -0.4737    1.6097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136    1.1389   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834    1.7751    0.8594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3070    2.3023    1.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4256    1.8185    0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2806    1.9650   -0.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6870    1.4867   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7716    2.0609    0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906    1.0264    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559   -0.1215    0.5188 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5159   -1.3932    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -2.1210   -0.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556   -0.9872   -0.3282 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4216   -0.7685    0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846   -1.1213    1.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3160   -1.4211    2.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009   -1.1460   -0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0818    0.1365   -0.5702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3500   -1.8609   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8194   -0.8069   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -0.1809   -0.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0129    0.0300    1.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6744    1.6896   -0.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3355    1.1602   -1.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3760    3.0378   -0.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101    1.3870   -1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    3.0784    0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6115    1.2292    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088    1.0777   -0.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0422   -1.9647    0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0181   -1.4508   -0.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1979   -2.8289   -0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897   -2.6359    0.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623   -1.2940   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3722   -0.6680   -1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0874   -2.1819   -0.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    0.0973   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 15 20  1  0
 19  2  1  0
 20  9  1  0
 20 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  8 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 15 36  1  6
 19 37  1  0
 19 38  1  0
 20 39  1  6
M  END

HEADER    PROTEIN                                 30-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-22         0                                  
HETATM    1  C   UNK     0      13.089   3.514   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.665   2.928   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.453   1.757   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.279   0.227   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.415  -0.813   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.770  -0.081   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.011   1.259   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.438   1.862   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.969   1.398   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.074   2.652   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.990   3.890   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.130   3.371   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.283   4.392   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.471   5.894   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.003   5.430   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.744   3.904   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.897   4.925   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.589   6.434   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.357   4.437   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.508   1.639   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19   20                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   11                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    2                                                       
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₉NO₅

Average Mass

281.3080 Da

Monoisotopic Mass

281.12632 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@]1(O)CC(=O)OCC2=CCN3CC[C@@H](OC(=O)C1)[C@@H]23

InChI Identifier

InChI=1S/C14H19NO5/c1-14(18)6-11(16)19-8-9-2-4-15-5-3-10(13(9)15)20-12(17)7-14/h2,10,13,18H,3-8H2,1H3/t10-,13-,14+/m1/s1

InChI Key

LYPPYMMHMYIYQI-HONMWMINSA-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
Crotalaria globifera	LOTUS Database	35616633
Crotalaria lachnosema	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolizines. Pyrrolizines are compounds containing a pyrrolizine moiety, which consists of a pyrrole ring fused to a pyrrolidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolizines

Sub Class

Not Available

Direct Parent

Pyrrolizines

Alternative Parents

Substituents

Pyrrolizine
Dicarboxylic acid or derivatives
N-alkylpyrrolidine
Pyrrolidine
Pyrroline
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

114545081

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101981705

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Roland D, Powell C, Lloyd A, Trubey R, Tume L, Sefton G, Huang C, Taiyari K, Strange H, Jacob N, Thomas-Jones E, Hood K, Allen D: Paediatric early warning systems: not a simple answer to a complex question. Arch Dis Child. 2022 Jul 22. pii: archdischild-2022-323951. doi: 10.1136/archdischild-2022-323951. [PubMed:35868852 ]
Liu SH, Xiao Z, Mishra SK, Mitchell JC, Smith JC, Quarles LD, Petridis L: Identification of Small-Molecule Inhibitors of Fibroblast Growth Factor 23 Signaling via In Silico Hot Spot Prediction and Molecular Docking to alpha-Klotho. J Chem Inf Model. 2022 Aug 8;62(15):3627-3637. doi: 10.1021/acs.jcim.2c00633. Epub 2022 Jul 22. [PubMed:35868851 ]
Manojlovich M, Krein SL: We don't talk about communication: why technology alone cannot save clinically deteriorating patients. BMJ Qual Saf. 2022 Jul 22. pii: bmjqs-2022-014798. doi: 10.1136/bmjqs-2022-014798. [PubMed:35868850 ]
Torr B, Jones C, Choi S, Allen S, Kavanaugh G, Hamill M, Garrett A, MacMahon S, Loong L, Reay A, Yuan L, Valganon Petrizan M, Monson K, Perry N, Fallowfield L, Jenkins V, Gold R, Taylor A, Gabe R, Wiggins J, Lucassen A, Manchanda R, Gandhi A, George A, Hubank M, Kemp Z, Evans DG, Bremner S, Turnbull C: A digital pathway for genetic testing in UK NHS patients with cancer: BRCA-DIRECT randomised study internal pilot. J Med Genet. 2022 Jul 22. pii: jmg-2022-108655. doi: 10.1136/jmg-2022-108655. [PubMed:35868849 ]
Cafferkey J, Serebriakoff P, de Wit K, Horner DE, Reed MJ: Pulmonary embolism diagnosis: clinical assessment at the front door. Emerg Med J. 2022 Jul 22. pii: emermed-2021-212000. doi: 10.1136/emermed-2021-212000. [PubMed:35868848 ]

Showing NP-Card for Dicrotaline (NP0141136)

MOL for NP0141136 (Dicrotaline)

3D MOL for NP0141136 (Dicrotaline)

3D SDF for NP0141136 (Dicrotaline)

3D-SDF for NP0141136 (Dicrotaline)

PDB for NP0141136 (Dicrotaline)

3D PDB for NP0141136 (Dicrotaline)

SMILES for NP0141136 (Dicrotaline)

INCHI for NP0141136 (Dicrotaline)

Structure for NP0141136 (Dicrotaline)

3D Structure for NP0141136 (Dicrotaline)