ChemFOnt: Showing chemical card for Vasopressin (CFc000336959)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:24 UTC

Chemfont ID

CFc000336959

Molecule Identification

Common Name

Vasopressin

Definition

Antidiuretic hormone, also known commonly as vasopressin, is a nine amino acid peptide secreted from the posterior pituitary. Within hypothalamic neurons, the hormone is packaged in secretory vesicles with a carrier protein called neurophysin, and both are released upon hormone secretion. [HMDB]

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(Phenylalanine)-8-lysine oxytocin	HMDB
8-L-Lysine vasopressin	HMDB
ADH	HMDB
Antidiuretic hormone	HMDB
Diapid	HMDB
Pitressin	HMDB
Pitressin tannate	HMDB
Pressyn	HMDB
Lysine vasopressin	HMDB
Vasopressin, lysyl	HMDB
Lys-vasopressin	HMDB
Lysyl vasopressin	HMDB
Vasopressin, lysine	HMDB
Lys vasopressin	HMDB
8-Lysine vasopressin	HMDB
Lypressin	HMDB
8 Lysine vasopressin	HMDB
Postacton	HMDB
Vasopressin, 8-lysine	HMDB

Chemical Formula

C₄₆H₆₅N₁₃O₁₂S₂

Average Molecular Weight

1056.218

Monoisotopic Molecular Weight

1055.431705989

IUPAC Name

6-amino-2-{[(2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl]formamido}-N-(carbamoylmethyl)hexanamide

Traditional Name

CAS Registry Number

11000-17-2

SMILES

NCCCCC(NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O

InChI Identifier

InChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29?,30-,31-,32-,33-,34-,35-/m0/s1

InChI Key

BJFIDCADFRDPIO-ZCCHBGLBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Proline or derivatives
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty amide
N-acyl-amine
Fatty acyl
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Organic disulfide
Amino acid or derivatives
Primary carboxylic acid amide
Carboxamide group
Lactam
Organoheterocyclic compound
Azacycle
Primary amine
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Primary aliphatic amine
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Fibroblast (HMDB: HMDB01980)

Nerve cell (HMDB: HMDB01980)

Hematocyte

Platelet (HMDB: HMDB01980)

Cellular substructure

Cytoplasm (HMDB: HMDB01980)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB01980)
Cerebrospinal fluid (HMDB: HMDB01980)

Organ

Gland

Adrenal Gland (HMDB: HMDB01980)
Thyroid gland (HMDB: HMDB01980)

Tissue

Epithelium

Epidermis (HMDB: HMDB01980)

Organ substructure

Adrenal cortex (HMDB: HMDB01980)

Source

Endogenous

Endogenous (HMDB: HMDB01980)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Forasartan Action Pathway (HMDB: HMDB01980)
Telmisartan Action Pathway (PathBank: SMP0000164)
Valsartan Action Pathway (PathBank: SMP0000165)
Olmesartan Action Pathway (PathBank: SMP0000163)
Benazepril Action Pathway (PathBank: SMP0000145)
Captopril Action Pathway (PathBank: SMP0000146)
Cilazapril Action Pathway (PathBank: SMP0000147)
Enalapril Action Pathway (PathBank: SMP0000148)
Fosinopril Action Pathway (PathBank: SMP0000149)
Lisinopril Action Pathway (PathBank: SMP0000150)
Moexipril Action Pathway (PathBank: SMP0000151)
Perindopril Action Pathway (PathBank: SMP0000152)
Quinapril Action Pathway (PathBank: SMP0000153)
Ramipril Action Pathway (PathBank: SMP0000154)
Rescinnamine Action Pathway (PathBank: SMP0000155)
Spirapril Action Pathway (PathBank: SMP0000156)
Trandolapril Action Pathway (PathBank: SMP0000157)
Candesartan Action Pathway (PathBank: SMP0000158)
Eprosartan Action Pathway (PathBank: SMP0000159)
Forasartan Action Pathway (PathBank: SMP0000160)
Irbesartan Action Pathway (PathBank: SMP0000161)
Losartan Action Pathway (PathBank: SMP0000162)
Temocapril Action Pathway (PathBank: SMP0000733)

Physiological pathway

Angiotensin Metabolism (PathBank: SMP0119396)
Angiotensin Metabolism (HMDB: HMDB01980)
Kidney Function - Ascending Limb of The Loop of Henle (PathBank: SMP0121010)
Kidney Function - Collecting Duct (PathBank: SMP0121011)
Kidney Function - Distal Convoluted Tubule (PathBank: SMP0121012)

Protein pathway

Vasopressin Regulation of Water Homeostasis (PathBank: SMP0108181)
Vasopressin Regulation of Water Homeostasis (HMDB: HMDB01980)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.05 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-6.8	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	10.26	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	425.55 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	266.77 m³·mol⁻¹	ChemAxon
Polarizability	107.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0001980

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022778

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00840

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Vasopressin

METLIN ID

6414

PubChem Compound

53477739

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Vasopressin (CFc000336959)

MOL for CFc000336959 (Vasopressin)

3D MOL for CFc000336959 (Vasopressin)

3D SDF for CFc000336959 (Vasopressin)

3D-SDF for CFc000336959 (Vasopressin)

PDB for CFc000336959 (Vasopressin)

3D PDB for CFc000336959 (Vasopressin)

SMILES for CFc000336959 (Vasopressin)

INCHI for CFc000336959 (Vasopressin)

Structure for CFc000336959 (Vasopressin)

3D Structure for CFc000336959 (Vasopressin)