Vasopressin

Athanor · official

C₄₆H₆₅N₁₅O₁₂S₂ · 1084.2 g/mol

IUPAC name: (2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

Also called antidiuretic hormone, ADH, arginine vasopressin, AVP, Pitressin, 9-residue peptide

Hormones

Open in Athanor

Drawn from its SMILES with RDKit

WarningHarmful if inhaled

Names and identifiers

IUPAC name: (2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide
Synonyms: antidiuretic hormone, ADH, arginine vasopressin
+ 39 more
AVP, Pitressin, 9-residue peptide, ARGIPRESSIN, Argipressine, Arginine vasopressin, Vasopressin injection, Argipresina, Argipressina, Argipressinum, 8-Arginine-vasopressin, 8-L-Arginine vasopressin, CHEBI:34543, Vasopressin, 8-L-arginine-, Y4907O6MFD, (2S)-1-[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide, Arg Vasopressin, Therapeutic ADH, (2S)-1-((4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-((4-hydroxyphenyl)methyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl)-N-((2S)-1-((2-amino-2-oxoethyl)amino)-5-(diaminomethylideneamino)-1-oxopentan-2-yl)pyrrolidine-2-carboxamide, Vasopressin, Arginine, Recombinant Vasopressin, RefChem:54256, Recombinant Antidiuretic Hormone, H01BA01, arginine vasopressin, for bioassay, Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2, cyclic 1-6 disulfide, 204-035-4, Vasopressina, Vasopressine, Vasopressin (arginine form), Arginine-vasopressin, 8-L-ARGININEVASOPRESSIN, MFCD00076738, Vasophysin, Argpressin acetate, CHEMBL373742, [Arg8]-Vasopressin, C46H65N15O12S2, (Arg8)-Vasopressin
Molecular formula: C₄₆H₆₅N₁₅O₁₂S₂
Empirical formula: C₄₆H₆₅N₁₅O₁₂S₂
Molecular weight: 1084.2 g/mol
Exact mass: 1083.43785
CAS number: 11000-17-2
PubChem CID: 644077
Canonical SMILES: C1CC(N(C1)C(=O)C2CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N
Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)N
InChI: InChI=1S/C46H65N15O12S2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
InChIKey: KBZOIRJILGZLEJ-LGYYRGKSSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: CLEAR COLORLESS OR PRACTICALLY COLORLESS LIQUID[1]
Solubility in water: INSOL IN WATER & ALC (TANNATE)[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 75
Rings: 4
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.48
H-bond donors: 15 computed here · PubChem 14
H-bond acceptors: 16
Rotatable bonds: 19
TPSA (Å²): 461.4 computed here · PubChem 515
Formal charge: 0
XLogP3: -4.8 PubChem
Complexity: 2070 PubChem
Stereocenters: 8 definedCIP: C2: R · C8: S · C20: S · C31: S · C40: S · C48: R · C57: S · C61: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C50.96%
H6.04%
N19.38%
O17.71%
S5.92%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -5.19 Crippen (Wildman and Crippen 1999)
log S (water solubility): -2.15 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 6.05 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 1084.25
log P ≤ 5 (Crippen): -5.19
H-bond donors ≤ 5: 15
H-bond acceptors ≤ 10: 16

Breaks 3 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 39 company reports to ECHA. Source [2].

Harmful or irritant

H332Harmful if inhaled

Precautionary statements: P261, P271, P304+P340, P317

Safety data sheets on the supplier’s page: Alfa Chemistry, CymitQuimica, Accel Scientific.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.