NP-MRD: Showing NP-Card for Caramel (NP0334560)

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Record Information

Version

2.0

Created at

2024-09-10 18:54:16 UTC

Updated at

2024-09-10 18:54:16 UTC

NP-MRD ID

NP0334560

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Caramel

Description

Ramipril, also known as altace or tritace, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Ramipril is a drug which is used for the management of mild to severe hypertension. May be used to reduce cardiovascular mortality following myocardial infarction in hemodynamically stable individuals who develop clinical signs of congestive heart failure within a few days following myocardial infarction. [Fda label] to reduce the rate of death, myocardial infarction and stroke in individuals at high risk of cardiovascular events. May be used to slow the progression of renal disease in individuals with hypertension, diabetes mellitus and microalubinuria or overt nephropathy. [T116]. Ramipril is a very strong basic compound (based on its pKa). In humans, ramipril is involved in ramipril action pathway. Ramipril is a burnt and sugar tasting compound. Caramel was first documented in 1998 (PMID: 9510492). Outside of the human body, (PMID: 10485736) (PMID: 11095026) (PMID: 11575208) (PMID: 12076194).

Structure

MOL SDF PDB SMILES InChI

178
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.8221   -1.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.0576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754    2.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163    1.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    0.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -3.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6688   -2.3595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8841   -3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3992   -2.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9310   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5741   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812   -0.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2854    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2234    1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8374    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8994    0.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965    1.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064    0.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035    1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725    3.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -3.8446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -1.6995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 16  1  0  0  0  0
  3 16  2  0  0  0  0
  4 21  1  0  0  0  0
  4 26  1  0  0  0  0
  5 21  2  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
 17  7  1  1  0  0  0
 19  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 31  1  6  0  0  0
  9 12  1  0  0  0  0
  9 32  1  6  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 27 30  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

178
  Mrv0541 02231214292D          

 32 34  0  0  1  0            999 V2000
    2.8221   -1.1484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -3.4866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1616   -2.0576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7754    2.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4163    1.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8841   -2.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    0.0779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6688   -3.1846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6688   -2.3595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8841   -3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -3.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3992   -2.7721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9310   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -1.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5741   -2.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812   -0.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882   -0.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4783    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2854    0.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2234    1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8374    1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444    0.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8994    0.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965    1.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5205    2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7064    0.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0035    1.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0725    3.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2584    0.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -3.8446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6697   -1.6995    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 16  1  0  0  0  0
  3 16  2  0  0  0  0
  4 21  1  0  0  0  0
  4 26  1  0  0  0  0
  5 21  2  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
 17  7  1  1  0  0  0
 19  7  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 31  1  6  0  0  0
  9 12  1  0  0  0  0
  9 32  1  6  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 25 28  2  0  0  0  0
 26 29  1  0  0  0  0
 27 30  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334560

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1

> <INCHI_KEY>
HDACQVRGBOVJII-JBDAPHQKSA-N

> <FORMULA>
C23H32N2O5

> <MOLECULAR_WEIGHT>
416.5106

> <EXACT_MASS>
416.231122144

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.77822453247945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
1.4738114378387788

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7489298896886947

> <JCHEM_PKA_STRONGEST_BASIC>
5.203591906368742

> <JCHEM_POLAR_SURFACE_AREA>
95.93999999999998

> <JCHEM_REFRACTIVITY>
111.18680000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ramipril

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 178                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.268  -2.144   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.035  -6.508   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.035  -3.841   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.914   3.899   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.377   3.075   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       7.250  -3.929   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       7.329   0.145   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.715  -5.945   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.715  -4.404   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.250  -6.420   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.172  -6.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.172  -3.935   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.345  -5.175   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.071  -5.175   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.775  -2.464   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.805  -5.175   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.805  -1.319   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.311  -1.639   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.359   1.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.866   0.970   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.884   2.755   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.896   2.114   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.403   1.794   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.879   0.329   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.433   2.939   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.438   5.364   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.385   0.009   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.940   2.618   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.469   6.508   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.416   1.154   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       8.717  -7.177   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       8.717  -3.172   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   21   26                                                       
CONECT    5   21                                                            
CONECT    6    9   13   15                                                  
CONECT    7   17   19                                                       
CONECT    8    9   10   11   31                                             
CONECT    9    6    8   12   32                                             
CONECT   10    8   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   14                                                       
CONECT   13    6   10   16                                                  
CONECT   14   11   12                                                       
CONECT   15    1    6   17                                                  
CONECT   16    2    3   13                                                  
CONECT   17    7   15   18                                                  
CONECT   18   17                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19   22                                                       
CONECT   21    4    5   19                                                  
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   27                                                       
CONECT   25   23   28                                                       
CONECT   26    4   29                                                       
CONECT   27   24   30                                                       
CONECT   28   25   30                                                       
CONECT   29   26                                                            
CONECT   30   27   28                                                       
CONECT   31    8                                                            
CONECT   32    9                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
(2S-(1(R(r)),2alpha,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	ChEBI
Altace	ChEBI
Ramiprilum	ChEBI
Tritace	ChEBI
(2S-(1(R(r)),2a,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2a,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	Generator
(2S-(1(R(r)),2alpha,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2α,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylate	Generator
(2S-(1(R(r)),2α,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid	Generator
Almirall brand OF ramipril	HMDB
Delix	HMDB
Hoechst brand OF ramipril	HMDB
Monarch brand OF ramipril	HMDB
Zabien	HMDB
Aventis brand OF ramipril	HMDB
Carasel	HMDB
HOE 498	HMDB
HOE-498	HMDB
Triatec	HMDB
Vesdil	HMDB
Astra brand OF ramipril	HMDB
Promed brand OF ramipril	HMDB
Acovil	HMDB
AstraZeneca brand OF ramipril	HMDB
Aventis pharma brand OF ramipril	HMDB
Ramace	HMDB

Chemical Formula

C₂₃H₃₂N₂O₅

Average Mass

416.5106 Da

Monoisotopic Mass

416.23112 Da

IUPAC Name

(2S,3aS,6aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydrocyclopenta[b]pyrrole-2-carboxylic acid

Traditional Name

ramipril

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC

InChI Identifier

InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1

InChI Key

HDACQVRGBOVJII-JBDAPHQKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Alpha-amino acid ester
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
N-acylpyrrolidine
Fatty acid ester
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Fatty acyl
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Amino acid
Azacycle
Secondary aliphatic amine
Carboxylic acid
Organoheterocyclic compound
Secondary amine
Hydrocarbon derivative
Amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid monoester (CHEBI:8774 )
ethyl ester (CHEBI:8774 )
azabicycloalkane (CHEBI:8774 )
dipeptide (CHEBI:8774 )
cyclopentapyrrole (CHEBI:8774 )

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	0.92	ALOGPS
logP	1.47	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.75	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.94 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	111.19 m³·mol⁻¹	ChemAxon
Polarizability	44.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0014324

DrugBank ID

DB00178

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB009079

KNApSAcK ID

Not Available

Chemspider ID

4514937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ramipril

METLIN ID

Not Available

PubChem Compound

5362129

PDB ID

Not Available

ChEBI ID

8774

Good Scents ID

Not Available

References

General References

Cacciapuoti F, Capasso A, Mirra G, De Nicola A, Minicucci F, Gentile S: Prevention of left ventricular hypertrophy by ACE-inhibitor, ramipril in comparison with calcium-channel antagonist, felodipine. Int J Cardiol. 1998 Jan 31;63(2):175-8. doi: 10.1016/s0167-5273(97)00294-5. [PubMed:9510492 ]
Kleinert S: HOPE for cardiovascular disease prevention with ACE-inhibitor ramipril. Heart Outcomes Prevention Evaluation. Lancet. 1999 Sep 4;354(9181):841. doi: 10.1016/s0140-6736(99)80027-0. [PubMed:10485736 ]
Soergel M, Verho M, Wuhl E, Gellermann J, Teichert L, Scharer K: Effect of ramipril on ambulatory blood pressure and albuminuria in renal hypertension. Pediatr Nephrol. 2000 Nov;15(1-2):113-8. doi: 10.1007/s004670000422. [PubMed:11095026 ]
Grima M, Anjuere J, Ingert C, Coquard C, Steger J, Barthelmebs M, Imbs JL: [Effect of a non-antihypertensive dose of ramipril on the plasma and tissue renin-angiotensin system in 27 TGR (mRen2) rats]. Arch Mal Coeur Vaiss. 2001 Aug;94(8):805-12. [PubMed:11575208 ]
Warner GT, Perry CM: Ramipril: a review of its use in the prevention of cardiovascular outcomes. Drugs. 2002;62(9):1381-405. doi: 10.2165/00003495-200262090-00016. [PubMed:12076194 ]

Showing NP-Card for Caramel (NP0334560)

MOL for NP0334560 (Caramel)

3D MOL for NP0334560 (Caramel)

3D SDF for NP0334560 (Caramel)

3D-SDF for NP0334560 (Caramel)

PDB for NP0334560 (Caramel)

3D PDB for NP0334560 (Caramel)

SMILES for NP0334560 (Caramel)

INCHI for NP0334560 (Caramel)

Structure for NP0334560 (Caramel)

3D Structure for NP0334560 (Caramel)