An official website of the United States government

ACTH (1-26), cys-carboxamidomethyl(25)-

PubChem CID
129010960
Structure
ACTH (1-26), cys-carboxamidomethyl(25)-_small.png
Molecular Formula
Synonyms
  • Cys-cam(25)-acth(1-26)
  • 25-Cys-carboxyamidomethyl-acth (1-26)
  • ACTH (1-26), cys-carboxamidomethyl(25)-
  • ACTH (1-26), cysteine-carboxamidomethyl(25)-
  • alpha1-26-Corticotropin, 25-(S-(2-amino-2-oxoethyl)-L-cysteine)-
Molecular Weight
3150.7 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2017-07-02
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
ACTH (1-26), cys-carboxamidomethyl(25)-.png

1.2 3D Status

Conformer generation is disallowed since too many atoms, too flexible

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
H-Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val-Gly-Lys-Lys-Arg-Arg-Pro-Val-Lys-Val-Tyr-Pro-Cys(CH2CONH2)(CH2CONH2)-Gly-OH
Sequence
SYSMEHFRWGKPVGKKRRPVKVYPXG
HELM
PEPTIDE1{S.Y.S.M.E.H.F.R.W.G.K.P.V.G.K.K.R.R.P.V.K.V.Y.P.[*C(=O)[C@H](CSCC(=O)N)N* |$_R2;;;;;;;;;;;_R1$|].G}$$$$

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(4S)-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-6-amino-1-[(2S)-2-[[(2S)-1-[[2-[[(2S)-6-amino-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2R)-3-(2-amino-2-oxoethyl)sulfanyl-1-(carboxymethylamino)-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-2-oxoethyl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-oxopentanoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

3.1.2 InChI

InChI=1S/C143H221N43O34S2/c1-78(2)115(135(215)162-71-111(192)165-91(31-13-17-52-144)121(201)167-92(32-14-18-53-145)122(202)168-94(35-21-56-157-141(150)151)123(203)173-99(37-23-58-159-143(154)155)139(219)185-60-26-40-109(185)134(214)183-117(80(5)6)136(216)172-93(33-15-19-54-146)127(207)181-116(79(3)4)137(217)178-104(65-83-43-47-87(190)48-44-83)140(220)186-61-24-38-107(186)132(212)180-106(75-222-76-110(149)191)120(200)163-72-114(196)197)182-133(213)108-39-25-59-184(108)138(218)98(34-16-20-55-147)166-112(193)70-161-119(199)102(66-84-68-160-90-30-12-11-29-88(84)90)176-124(204)95(36-22-57-158-142(152)153)169-128(208)101(63-81-27-9-8-10-28-81)175-130(210)103(67-85-69-156-77-164-85)177-125(205)96(49-50-113(194)195)170-126(206)97(51-62-221-7)171-131(211)105(74-188)179-129(209)100(174-118(198)89(148)73-187)64-82-41-45-86(189)46-42-82/h8-12,27-30,41-48,68-69,77-80,89,91-109,115-117,160,187-190H,13-26,31-40,49-67,70-76,144-148H2,1-7H3,(H2,149,191)(H,156,164)(H,161,199)(H,162,215)(H,163,200)(H,165,192)(H,166,193)(H,167,201)(H,168,202)(H,169,208)(H,170,206)(H,171,211)(H,172,216)(H,173,203)(H,174,198)(H,175,210)(H,176,204)(H,177,205)(H,178,217)(H,179,209)(H,180,212)(H,181,207)(H,182,213)(H,183,214)(H,194,195)(H,196,197)(H4,150,151,157)(H4,152,153,158)(H4,154,155,159)/t89-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,115-,116-,117-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

3.1.3 InChIKey

AUFXOJPEOKJBFQ-OFUPBRTFSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

3.1.4 SMILES

CC(C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CSCC(=O)N)C(=O)NCC(=O)O)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC7=CC=CC=C7)NC(=O)[C@H](CC8=CN=CN8)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CO)NC(=O)[C@H](CC9=CC=C(C=C9)O)NC(=O)[C@H](CO)N
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

3.2 Molecular Formula

C143H221N43O34S2
Computed by PubChem 2.1 (PubChem release 2021.05.07)

3.3 Other Identifiers

3.3.1 CAS

80154-41-2

3.4 Synonyms

3.4.1 MeSH Entry Terms

  • 25-Cys-carboxyamidomethyl-ACTH (1-26)
  • ACTH (1-26), Cys-carboxamidomethyl(25)-
  • ACTH (1-26), cysteine-carboxamidomethyl(25)-
  • Cys-CAM(25)-ACTH(1-26)

3.4.2 Depositor-Supplied Synonyms

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
3150.7 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
-9.6
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
45
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
45
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
104
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
3149.6361085 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
3148.6327536 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
1310 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
222
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
7060
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
23
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.05.07)

6 Chemical Vendors

7 Literature

7.1 Consolidated References

7.2 NLM Curated PubMed Citations

8 Classification

8.1 MeSH Tree

8.2 ChemIDplus

9 Information Sources

  1. ChemIDplus
    ChemIDplus Chemical Information Classification
    https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
  2. PubChem
  3. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
    ACTH (1-26), Cys-carboxamidomethyl(25)-
    https://www.ncbi.nlm.nih.gov/mesh/67032529
CONTENTS