NP-MRD: Showing NP-Card for Ripostatin A (NP0061477)

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Record Information

Version

2.0

Created at

2022-04-28 06:15:36 UTC

Updated at

2022-04-28 06:15:36 UTC

NP-MRD ID

NP0061477

Secondary Accession Numbers

NP0326940

Natural Product Identification

Common Name

Ripostatin A

Description

Ripostatin A belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Ripostatin A is found in Polyangium cellulosum So ce377 and Sorangium cellulosum. Based on a literature review very few articles have been published on Ripostatin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208152D          

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M  END

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 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 22 31  1  0  0  0  0
  8 32  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061477

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC[C@@]1(O)C[C@H]2C[C@@H](C\C(C)=C/C\C=C/C\C(CC(O)=O)=C/C(=O)O2)O1)=C/CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O6/c1-22(13-14-24-10-6-4-7-11-24)15-16-30(34)21-27-20-26(36-30)17-23(2)9-5-3-8-12-25(18-28(31)32)19-29(33)35-27/h3-4,6-11,13,19,26-27,34H,5,12,14-18,20-21H2,1-2H3,(H,31,32)/b8-3-,22-13+,23-9-,25-19+/t26-,27-,30+/m1/s1

> <INCHI_KEY>
ROPGADFKOUALIE-DJIBYVLHSA-N

> <FORMULA>
C30H38O6

> <MOLECULAR_WEIGHT>
494.628

> <EXACT_MASS>
494.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
52.71003635755349

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,4E,7E,10Z,13R,15S)-15-hydroxy-11-methyl-15-[(3E)-3-methyl-5-phenylpent-3-en-1-yl]-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl]acetic acid

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
5.925421621666665

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.965738068913279

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.995106438073508

> <JCHEM_PKA_STRONGEST_BASIC>
-4.125986167109455

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
142.82220000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,4E,7E,10Z,13R,15S)-15-hydroxy-11-methyl-15-[(3E)-3-methyl-5-phenylpent-3-en-1-yl]-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.290   1.862   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.655   1.148   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.575  -0.087   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.867  -1.599   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.475  -3.088   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.475  -4.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.066  -4.882   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.527  -4.830   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.163  -4.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.243  -2.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.057  -1.574   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.332  -0.215   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.342   1.291   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.751   1.913   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.459   3.425   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.792  -0.164   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.979  -1.472   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.704  -2.830   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.644  -0.704   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.596  -2.149   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.317  -1.290   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.934  -1.968   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.344  -1.109   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.727  -1.786   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.005  -0.927   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.388  -1.605   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.666  -0.746   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.561   0.791   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.178   1.468   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.900   0.609   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.830  -3.504   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.135  -6.320   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.654   2.320   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.169   2.040   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      16.168   3.211   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      15.684   0.588   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13    1   15                                                  
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17   10                                                       
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   22                                                            
CONECT   32    8                                                            
CONECT   33    2   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₈O₆

Average Mass

494.6280 Da

Monoisotopic Mass

494.26684 Da

IUPAC Name

2-[(1R,4E,7E,10Z,13R,15S)-15-hydroxy-11-methyl-15-[(3E)-3-methyl-5-phenylpent-3-en-1-yl]-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl]acetic acid

Traditional Name

[(1R,4E,7E,10Z,13R,15S)-15-hydroxy-11-methyl-15-[(3E)-3-methyl-5-phenylpent-3-en-1-yl]-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,7,10-trien-5-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C\C(CC[C@@]1(O)C[C@H]2C[C@@H](C\C(C)=C/C\C=C/C\C(CC(O)=O)=C/C(=O)O2)O1)=C/CC1=CC=CC=C1

InChI Identifier

InChI=1S/C30H38O6/c1-22(13-14-24-10-6-4-7-11-24)15-16-30(34)21-27-20-26(36-30)17-23(2)9-5-3-8-12-25(18-28(31)32)19-29(33)35-27/h3-4,6-11,13,19,26-27,34H,5,12,14-18,20-21H2,1-2H3,(H,31,32)/b8-3-,22-13+,23-9-,25-19+/t26-,27-,30+/m1/s1

InChI Key

ROPGADFKOUALIE-DJIBYVLHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
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
Polyangium cellulosum So ce377	Bacteria	KNApSAcK
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
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	4.93	ALOGPS
logP	5.93	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	142.82 m³·mol⁻¹	ChemAxon
Polarizability	52.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016558

Chemspider ID

8521101

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101682974

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Ripostatin A (NP0061477)

MOL for NP0061477 (Ripostatin A)

3D MOL for NP0061477 (Ripostatin A)

3D SDF for NP0061477 (Ripostatin A)

3D-SDF for NP0061477 (Ripostatin A)

PDB for NP0061477 (Ripostatin A)

3D PDB for NP0061477 (Ripostatin A)

SMILES for NP0061477 (Ripostatin A)

INCHI for NP0061477 (Ripostatin A)

Structure for NP0061477 (Ripostatin A)

3D Structure for NP0061477 (Ripostatin A)