Bombesin

HCID 16201612

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Basic information

CAS: 31362-50-2
Standard SMILES: CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H]1CCC(=O)N1)C(C)C)C(N)=O
InChIKey: QXZBMSIDSOZZHK-DOPDSADYSA-N
Molecular formula: C71H110N24O18S
Average molar mass: 1,619.9 g/mol
Monoisotopic mass: 1,618.81506393

Names & identifiers

Preferred name: Bombesin
IUPAC: (2S)-N-[(2S)-1-[[(2S)-1-[[2-[[(2S)-4-amino-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-2-oxoethyl]amino]-4-methyl-1-oxopentan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]pentanediamide
English name: Bombesin
Molecular formula: C71H110N24O18S
Molecular weight: 1619.85

Names & synonyms

31362-50-2Bombesin 14PX9AZU7QPKAlytesin, 2-L-glutamine-6-L-asparagine-Dihydrochloride, BombesinRefChem:120921DTXSID10371495-oxoPro-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-MetNH2(2S)-N-((2S)-5-carbamimidamido-1-((2S)-1-(2-((2S)-1-((2S)-1,5-dihydroxy-1-((2S)-1-hydroxy-1-((2S)-1-hydroxy-1-((2S)-1-hydroxy-1-(2-hydroxy-2-((2S)-1-hydroxy-1-((2S)-1-hydroxy-1-((2S)-1-hydroxy-1-imino-4-methylsulfanylbutan-2-yl)imino-4-methylpentan-2-yl)imino-3-(1H-imidazol-5-yl)propan-2-yl)iminoethyl)imino-3-methylbutan-2-yl)iminopropan-2-yl)imino-3-(1H-indol-3-yl)propan-2-yl)imino-5-iminopentan-2-yl)imino-1,4-dihydroxy-4-iminobutan-2-yl)imino-2-hydroxyethyl)imino-1-hydroxy-4-methylpentan-2-yl)imino-1-hydroxypentan-2-yl)-2-((hydroxy-((2S)-5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl)methylidene)amino)pentanediimidic acidBombesinAKOS037645006Bombesin trifluoroacetate salt

Show more names

BastrinBombesin - 1 mgbombesin acetateBOMBESIN ACOH 7H2OBombesin USP/EP/BPBombesin, Free BaseBOMBESIN ACETATE SALTPYR-QRLGNQWAVGHLM-NH2bombesin acetate hydrate

bombesin-acetateUNII-PX9AZU7QPKBOMBESIN [MI]pE-QRLGNQWAVGHLM-NH2CCRIS 3334CHEMBL437027orb1679761SCHEMBL29711302

Database identifiers

CAS: 31362-50-2
PubChem CID: 16201612
DTXSID: DTXSID401370565
ChEMBL: CHEMBL437027
UNII: PX9AZU7QPK

Properties

Computed structural properties

XLogP: -4.4
Topological polar surface area: 711 Å²
Hydrogen bond donors: 23
Hydrogen bond acceptors: 21
Rotatable bonds: 52
Heavy atoms: 114
Formal charge: 0
Complexity: 3,410

Physicochemical properties

Density: 1.5 · 1.50±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: 0.05 M · 0.05 M acetic acid: 20 mg/mL, clear, colorless
pka: 13.04 · 13.04±0.46(Predicted)
form: Powder
color: White to off-white
optical activity: -20.624 · -20.624〔DMF-HMPT(8：2)〕
Merck: 13 · 13,1320
BRN: 9611365 · 9611365
Sequence: 2 · Pyr-Gln-Arg-Leu-Gly-Asn-Gln-Trp-Ala-Val-Gly-His-Leu-Met-NH2
InChIKey: QXZBMSIDSOZZHK-DOPDSADYSA-N
NCI Dictionary of Cancer Terms: bombesin
FDA UNII: 9 AZU7QPK · PX9AZU7QPK
UNSPSC Code: 12352209 · 12352209
NACRES: 32 · NA.32
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 3480000 · BD3480000
F: 10 · 10
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

F: 10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: BD3480000
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Substances used for their pharmacological actions on any aspect of neurotransmitter systems. Neurotransmitter agents include agonists, antagonists, degradation inhibitors, uptake inhibitors, depleters, precursors, and modulators of receptor function.

Applications · 2 items

DescriptionBombesin is a tetradecapeptide originally obtained from the skins of toads Bombina bombina and B. variegata. It is also an endogenous neurotransmitter in many animals including mammals. Bombesin affects vascular and other smooth muscle, gastric secretion, and renal circulation and function.

UsesGut tetradecapeptide with the ability to stimulate release of various hormones