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Human GIP (3-30), amide

CAT: 0931-TP2586-01Size: 1 mgDry Ice: NoHazardous: No
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CAS Number
1884226-05-4
Purity
0.9919
Bioactivity
Human GIP (3-30), amide is a high-affinity human GIP receptor antagonist and a natural metabolite of DPP-4 cleavage of GIP (1-30) NH2. Human GIP (3-30), amide inhibits insulin secretion in vitro and suppresses cAMP and β-arrestin 1/2 recruitment induced by GIP (1-42) .
Smiles
C([C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCCCN)C(N)=O)=O)CCC(N)=O)=O)C)=O)CC(C)C)=O)CC(C)C)=O)NC([C@@H](NC([C@@H](NC([C@H](CC1=CC=CC=C1)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC2=CN=CN2)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC3=CC=C(O)C=C3)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC4=CC=CC=C4)NC([C@@H](NC(CNC([C@H](CCC(O)=O)N)=O)=O)[C@@H](C)O)=O)=O)[C@H](CC)C)=O)CO)=O)CC(O)=O)=O)=O)CO)=O)[C@H](CC)C)=O)C)=O)CCSC)=O)CC(O)=O)=O)CCCCN)=O)[C@H](CC)C)=O)=O)CCC(N)=O)=O)CCC(N)=O)=O)CC(O)=O)=O)=O)[C@@H](C)C)=O)CC(N)=O)=O)C=5C=6C(NC5)=CC=CC6
Molecular Formula
C150H226N38O44S
Molecular Weight
3297.69
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

human GIP(3-30), amide
CAS Number1884226-05-4
PubChem CID137331916
IUPAC Name(4S)-4-amino-5-[[2-[[(2S,3R)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S,3S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-4-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-2-oxoethyl]amino]-5-oxopentanoic acid
Molecular FormulaC150H226N38O44S
Molecular Weight3297.7
XLogP-12.7
Topological Polar Surface Area1380
Hydrogen Bond Donor Count45
Hydrogen Bond Acceptor Count49
Rotatable Bond Count110
Heavy Atom Count233
Formal Charge0
Complexity7640
SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC3=CNC4=CC=CC=C43)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CC=C(C=C5)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CC6=CC=CC=C6)NC(=O)[C@H]([C@@H](C)O)NC(=O)CNC(=O)[C@H](CCC(=O)O)N
InChI
InChI=1S/C150H226N38O44S/c1-17-76(10)120(188-145(227)109(71-190)182-135(217)99(60-84-40-42-87(192)43-41-84)173-141(223)107(66-118(204)205)178-144(226)108(70-189)183-149(231)122(78(12)19-3)187-143(225)101(59-83-34-24-21-25-35-83)179-150(232)123(81(15)191)184-114(197)69-161-127(209)89(153)44-51-115(198)199)147(229)164-80(14)126(208)167-96(52-55-233-16)131(213)177-105(64-116(200)201)139(221)168-92(39-29-31-54-152)132(214)186-121(77(11)18-2)148(230)180-103(62-86-68-159-72-162-86)137(219)170-94(46-49-111(155)194)129(211)169-95(47-50-112(156)195)130(212)176-106(65-117(202)203)140(222)174-100(58-82-32-22-20-23-33-82)142(224)185-119(75(8)9)146(228)181-104(63-113(157)196)138(220)175-102(61-85-67-160-90-37-27-26-36-88(85)90)136(218)172-98(57-74(6)7)134(216)171-97(56-73(4)5)133(215)163-79(13)125(207)166-93(45-48-110(154)193)128(210)165-91(124(158)206)38-28-30-53-151/h20-27,32-37,40-43,67-68,72-81,89,91-109,119-123,160,189-192H,17-19,28-31,38-39,44-66,69-71,151-153H2,1-16H3,(H2,154,193)(H2,155,194)(H2,156,195)(H2,157,196)(H2,158,206)(H,159,162)(H,161,209)(H,163,215)(H,164,229)(H,165,210)(H,166,207)(H,167,208)(H,168,221)(H,169,211)(H,170,219)(H,171,216)(H,172,218)(H,173,223)(H,174,222)(H,175,220)(H,176,212)(H,177,213)(H,178,226)(H,179,232)(H,180,230)(H,181,228)(H,182,217)(H,183,231)(H,184,197)(H,185,224)(H,186,214)(H,187,225)(H,188,227)(H,198,199)(H,200,201)(H,202,203)(H,204,205)/t76-,77-,78-,79-,80-,81+,89-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,119-,120-,121-,122-,123-/m0/s1
InChIKey
RJNBNCVZNBCXEM-VEEJKHPVSA-N
Chemical Structure
2D Structure
2D structure of human GIP(3-30), amide
CAS: 1884226-05-4
CID: 137331916
Formula: C150H226N38O44S
MW: 3297.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight3297.7
XLogP3-12.7
Hydrogen Bond Donor Count45
Hydrogen Bond Acceptor Count49
Rotatable Bond Count110
Exact Mass3296.6369386
Monoisotopic Mass3295.6335838
Topological Polar Surface Area1380 Ų
Heavy Atom Count233
Formal Charge0
Complexity7640
Isotope Atom Count0
Defined Atom Stereocenter Count31
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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M30265GIP (1-30) amide (Human) (TFA)
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