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Chemistry

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Also known as: 127869-51-6, C-type natriuretic peptide (32-53) (human, porcine, rat), C-type natriuretic peptide (cnp) (1-22), human, Atriopeptin c (pig), Natriuretic peptide,c-type, Cnp (1-22), human
Molecular Formula
C93H157N27O28S3
Molecular Weight
2197.6  g/mol
InChI Key
UHSBKBYWHCBDCJ-DYGWFTAGSA-N

Natriuretic Peptide, C-Type
A PEPTIDE of 22 amino acids, derived mainly from cells of VASCULAR ENDOTHELIUM. It is also found in the BRAIN, major endocrine glands, and other tissues. It shares structural homology with ATRIAL NATRIURETIC FACTOR. It has vasorelaxant activity thus is important in the regulation of vascular tone and blood flow. Several high molecular weight forms containing the 22 amino acids have been identified.
1 2D Structure

Natriuretic Peptide, C-Type

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4R,10S,16S,19S,22S,28S,31S,34S,37S,40S,43S,49S,52R)-52-[[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]acetyl]amino]-40-(4-aminobutyl)-49-benzyl-28-[(2S)-butan-2-yl]-31-(3-carbamimidamidopropyl)-34-(carboxymethyl)-16,22-bis(hydroxymethyl)-10,37,43-tris(2-methylpropyl)-19-(2-methylsulfanylethyl)-6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51-hexadecaoxo-1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50-hexadecazacyclotripentacontane-4-carboxylic acid
2.1.2 InChI
InChI=1S/C93H157N27O28S3/c1-12-52(10)76-91(146)104-42-72(127)108-65(44-122)88(143)114-57(26-30-149-11)82(137)118-64(43-121)80(135)103-39-70(125)106-58(31-48(2)3)78(133)101-41-74(129)110-68(92(147)148)47-151-150-46-67(109-73(128)40-100-77(132)54(23-16-18-27-94)111-89(144)66(45-123)119-85(140)59(32-49(4)5)105-69(124)37-96)90(145)116-62(35-53-21-14-13-15-22-53)79(134)102-38-71(126)107-60(33-50(6)7)84(139)112-55(24-17-19-28-95)81(136)115-61(34-51(8)9)86(141)117-63(36-75(130)131)87(142)113-56(83(138)120-76)25-20-29-99-93(97)98/h13-15,21-22,48-52,54-68,76,121-123H,12,16-20,23-47,94-96H2,1-11H3,(H,100,132)(H,101,133)(H,102,134)(H,103,135)(H,104,146)(H,105,124)(H,106,125)(H,107,126)(H,108,127)(H,109,128)(H,110,129)(H,111,144)(H,112,139)(H,113,142)(H,114,143)(H,115,136)(H,116,145)(H,117,141)(H,118,137)(H,119,140)(H,120,138)(H,130,131)(H,147,148)(H4,97,98,99)/t52-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,76-/m0/s1
2.1.3 InChI Key
UHSBKBYWHCBDCJ-DYGWFTAGSA-N
2.1.4 Canonical SMILES
CCC(C)C1C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)NC(CSSCC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCNC(=N)N)CC(=O)O)CC(C)C)CCCCN)CC(C)C)CC2=CC=CC=C2)NC(=O)CNC(=O)C(CCCCN)NC(=O)C(CO)NC(=O)C(CC(C)C)NC(=O)CN)C(=O)O)CC(C)C)CO)CCSC)CO
2.1.5 Isomeric SMILES
CC[C@H](C)[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCNC(=N)N)CC(=O)O)CC(C)C)CCCCN)CC(C)C)CC2=CC=CC=C2)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)CN)C(=O)O)CC(C)C)CO)CCSC)CO
2.2 Synonyms
2.2.1 MeSH Synonyms

1. C Type Natriuretic Peptide

2. C Type Natriuretic Peptide 22

3. C Type Natriuretic Peptide 53

4. C-type Natriuretic Peptide

5. C-type Natriuretic Peptide-22

6. C-type Natriuretic Peptide-53

7. Cnp-22

8. Cnp-53

9. Natriuretic Peptide, C Type

10. Natriuretic Peptide-22, C-type

11. Natriuretic Peptide-53, C-type

12. Peptide, C-type Natriuretic

13. Peptide-22, C-type Natriuretic

14. Peptide-53, C-type Natriuretic

2.2.2 Depositor-Supplied Synonyms

1. 127869-51-6

2. C-type Natriuretic Peptide (32-53) (human, Porcine, Rat)

3. C-type Natriuretic Peptide (cnp) (1-22), Human

4. Atriopeptin C (pig)

5. Natriuretic Peptide,c-type

6. Cnp (1-22), Human

7. Unii-3vcd78874l

8. Cnp-53

9. Dtxsid60155686

10. 3vcd78874l

11. Bdbm287915

12. Us10087144, Compound Cnp

13. Akos024457659

14. Natriuretic Peptide, C-type, >=95% (hplc)

15. C-type Natriuretic Peptide (1-22) (human, Rat, Swine)

16. C-type Natriuretic Peptide (32-53) (human, Porcine, Rat) Acetate Salt

17. Natriuretic Peptide, C-type, Human And Porcine - Cas 127869-51-6

18. C-type Natriuretic Peptide (cnp) (1-22), Humanc-type Natriuretic Peptide (cnp) (1-22), Human

19. H-gly-leu-ser-lys-gly-cys-phe-gly-leu-lys-leu-asp-arg-ile-gly-ser-met-ser-gly-leu-gly-cys-oh

2.3 Create Date
2007-07-04
3 Chemical and Physical Properties
Molecular Weight 2197.6 g/mol
Molecular Formula C93H157N27O28S3
XLogP3-8.7
Hydrogen Bond Donor Count32
Hydrogen Bond Acceptor Count35
Rotatable Bond Count44
Exact Mass2196.0853510 g/mol
Monoisotopic Mass2196.0853510 g/mol
Topological Polar Surface Area962 Ų
Heavy Atom Count151
Formal Charge0
Complexity4490
Isotope Atom Count0
Defined Atom Stereocenter Count17
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Natriuretic Agents

Endogenous or exogenous chemicals that regulate the WATER-ELECTROLYTE BALANCE in the body. They consist of peptides and non-peptide compounds. (See all compounds classified as Natriuretic Agents.)


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