(2S)-3-hydroxy-2-[(2S)-3-(4-hydroxyphenyl)-2-{[(1S,4R,7S,12R,15R,18S,21R,24S,27R,30S,33R,36S,42S,45R,50S,53R,56S,59R,62S,65R,68R,75R,78S,81R,84S,89S,92S,95S)-42,62,75,78-tetrakis(4-aminobutyl)-4,18,36-tris(3-carbamimidamidopropyl)-50-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-3-hydroxy-2-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}-3-phenylpropanamido]butanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]-15-(2-carbamoylethyl)-27,81-bis(carbamoylmethyl)-65-(2-carboxyethyl)-56-[(1R)-1-hydroxyethyl]-30,53-bis[(1S)-1-hydroxyethyl]-33,59,92-tris(hydroxymethyl)-24-(1H-imidazol-5-ylmethyl)-89-(1H-indol-3-ylmethyl)-21-(2-methylpropyl)-84-[2-(methylsulfanyl)ethyl]-2,5,13,16,19,22,25,28,31,34,37,40,43,51,54,57,60,63,66,74,77,80,83,86,87,90,93,96-octacosaoxo-95-(propan-2-yl)-9,10,47,48,70,71-hexathia-3,6,14,17,20,23,26,29,32,35,38,41,44,52,55,58,61,64,67,73,76,79,82,85,88,91,94,97-octacosaazatricyclo[43.27.14.11^{12,68}]heptanonacontan-7-yl]formamido}propanamido]propanoic acid

• ChemBase ID: 105129
• Molecular Formular: C176H277N57O55S7
• Molecular Mass: 4295.88648
• Monoisotopic Mass: 4292.86755325
• SMILES: N1[C@@H](CCC1=O)C(=O)N[C@H](C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(=O)N[C@H]([C@@H](O)C)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H]2C(=O)N[C@@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(C)C)C(=O)N[C@@H]3C(=O)N[C@H](CCC(=O)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H]([C@@H](O)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@H](CCCCN)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](CC(=O)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](CCCCN)C(=O)N[C@@H](C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)O)Cc4ccc(O)cc4)CSSC3)CSSC2)CCSC)CSSC1)Cc1cnc[nH]1)Cc1c[nH]c2c1cccc2)Cc1ccccc1
• Canonical SMILES: NCCCC[C@H]1NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](Cc2[nH]cnc2)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](CCC(=O)N)NC(=O)[C@@H]2CSSC[C@@H](NC(=O)[C@H](NC(=O)[C@@H]3NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CSSC[C@@H](NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@H]([C@H](O)C)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1ccccc1)CC(=O)N)CO)C(=O)N[C@H]([C@@H](O)C)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](CSSC3)C(=O)N[C@H](Cc1c[nH]c3c1cccc3)C(=O)N[C@@H](CO)C(=O)N[C@@H](C(=O)N2)C(C)C)CCSC)CC(=O)N)CCCCN)CCCCN)CCCNC(=N)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CO)Cc1ccc(cc1)O)[C@@H](O)C
• InChI: InChI=1S/C176H277N57O55S7/c1-81(2)58-106-149(263)213-110(62-91-67-191-80-197-91)152(266)215-112(64-127(183)246)156(270)231-135(85(8)240)170(284)219-114(69-234)157(271)200-95(36-25-54-192-174(185)186)138(252)196-68-130(249)199-96(32-17-21-50-177)139(253)222-120-75-291-295-79-124(226-159(273)116(71-236)218-167(281)132(82(3)4)228-155(269)113(65-128(184)247)216-169(283)134(84(7)239)230-154(268)108(59-88-28-13-12-14-29-88)210-145(259)102-44-47-129(248)198-102)166(280)232-137(87(10)242)172(286)233-136(86(9)241)171(285)220-115(70-235)158(272)204-98(34-19-23-52-179)141(255)206-104(45-48-131(250)251)147(261)225-122-77-292-290-74-119(223-143(257)99(35-20-24-53-180)201-140(254)97(33-18-22-51-178)203-153(267)111(63-126(182)245)214-148(262)105(49-57-289-11)208-162(120)276)161(275)205-101(38-27-56-194-176(189)190)144(258)224-121(164(278)211-107(60-89-39-41-92(243)42-40-89)150(264)221-118(73-238)173(287)288)76-293-294-78-123(163(277)207-103(43-46-125(181)244)146(260)202-100(142(256)209-106)37-26-55-193-175(187)188)227-168(282)133(83(5)6)229-160(274)117(72-237)217-151(265)109(212-165(122)279)61-90-66-195-94-31-16-15-30-93(90)94/h12-16,28-31,39-42,66-67,80-87,95-124,132-137,195,234-243H,17-27,32-38,43-65,68-79,177-180H2,1-11H3,(H2,181,244)(H2,182,245)(H2,183,246)(H2,184,247)(H,191,197)(H,196,252)(H,198,248)(H,199,249)(H,200,271)(H,201,254)(H,202,260)(H,203,267)(H,204,272)(H,205,275)(H,206,255)(H,207,277)(H,208,276)(H,209,256)(H,210,259)(H,211,278)(H,212,279)(H,213,263)(H,214,262)(H,215,266)(H,216,283)(H,217,265)(H,218,281)(H,219,284)(H,220,285)(H,221,264)(H,222,253)(H,223,257)(H,224,258)(H,225,261)(H,226,273)(H,227,282)(H,228,269)(H,229,274)(H,230,268)(H,231,270)(H,232,280)(H,233,286)(H,250,251)(H,287,288)(H4,185,186,192)(H4,187,188,193)(H4,189,190,194)/t84-,85+,86-,87+,95+,96+,97?,98+,99-,100+,101-,102+,103-,104-,105?,106-,107+,108+,109+,110?,111-,112-,113+,114?,115-,116+,117+,118+,119-,120+,121-,122?,123+,124?,132+,133+,134+,135+,136+,137?/m1/s1
• InChIKey: CNVQLPPZGABUCM-KJXFHJBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-[(2S)-3-(4-hydroxyphenyl)-2-{[(1S,4R,7S,12R,15R,18S,21R,24S,27R,30S,33R,36S,42S,45R,50S,53R,56S,59R,62S,65R,68R,75R,78S,81R,84S,89S,92S,95S)-42,62,75,78-tetrakis(4-aminobutyl)-4,18,36-tris(3-carbamimidamidopropyl)-50-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-3-hydroxy-2-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}-3-phenylpropanamido]butanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]-15-(2-carbamoylethyl)-27,81-bis(carbamoylmethyl)-65-(2-carboxyethyl)-56-[(1R)-1-hydroxyethyl]-30,53-bis[(1S)-1-hydroxyethyl]-33,59,92-tris(hydroxymethyl)-24-(1H-imidazol-5-ylmethyl)-89-(1H-indol-3-ylmethyl)-21-(2-methylpropyl)-84-[2-(methylsulfanyl)ethyl]-2,5,13,16,19,22,25,28,31,34,37,40,43,51,54,57,60,63,66,74,77,80,83,86,87,90,93,96-octacosaoxo-95-(propan-2-yl)-9,10,47,48,70,71-hexathia-3,6,14,17,20,23,26,29,32,35,38,41,44,52,55,58,61,64,67,73,76,79,82,85,88,91,94,97-octacosaazatricyclo[43.27.14.11^{12,68}]heptanonacontan-7-yl]formamido}propanamido]propanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-[(2S)-3-(4-hydroxyphenyl)-2-{[(1S,4R,7S,12R,15R,18S,21R,24S,27R,30S,33R,36S,42S,45R,50S,53R,56S,59R,62S,65R,68R,75R,78S,81R,84S,89S,92S,95S)-42,62,75,78-tetrakis(4-aminobutyl)-4,18,36-tris(3-carbamimidamidopropyl)-50-[(2S)-2-[(2S)-2-[(2S)-3-carbamoyl-2-[(2S,3R)-3-hydroxy-2-[(2S)-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}-3-phenylpropanamido]butanamido]propanamido]-3-methylbutanamido]-3-hydroxypropanamido]-15-(2-carbamoylethyl)-27,81-bis(carbamoylmethyl)-65-(2-carboxyethyl)-56-[(1R)-1-hydroxyethyl]-30,53-bis[(1S)-1-hydroxyethyl]-33,59,92-tris(hydroxymethyl)-24-(3H-imidazol-4-ylmethyl)-89-(1H-indol-3-ylmethyl)-95-isopropyl-21-(2-methylpropyl)-84-[2-(methylsulfanyl)ethyl]-2,5,13,16,19,22,25,28,31,34,37,40,43,51,54,57,60,63,66,74,77,80,83,86,87,90,93,96-octacosaoxo-9,10,47,48,70,71-hexathia-3,6,14,17,20,23,26,29,32,35,38,41,44,52,55,58,61,64,67,73,76,79,82,85,88,91,94,97-octacosaazatricyclo[43.27.14.11^{12,68}]heptanonacontan-7-yl]formamido}propanamido]propanoic acid
• Synonyms: CTX; CHARYBDOTOXIN

Database IDs

• CAS Number: 95751-30-7
• PubChem SID: 162092258
• PubChem CID: 71299717

CALCULATED PROPERTIES

• Acid pKa: 2.9770923
• H Acceptors: 69
• H Donor: 68
• LogD (pH = 5.5): -45.401505
• LogD (pH = 7.4): -44.12605
• Log P: -34.414665
• Molar Refractivity: 1089.242 cm^3
• Polarizability: 415.24536 Å^3
• Polar Surface Area: 1860.21 Å^2
• Rotatable Bonds: 81
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: >98%

DETAILS

MP Biomedicals - 02158887

(pGlu-Phe-Thr-Asn-Val-Ser-Cys-Thr-Thr-Ser-Lys-Glu-Cys-Trp-Ser-Val-Cys-Gln-Arg-Leu-His-Asn-Thr-Ser-Arg-Gly-Lys-Cys-Met-Asn-Lys-Lys-Cys-Arg-Cys-Tyr-Ser)
Purity: >8%
Scorpion Leiurus quinquestriatus venom peptide
A potent and specific inhibitor of Ca^2+ activated K^+ channels in cells of the anterior pituitary and bovine aortic smooth muscle. Also, demonstrates inhibition of potassium ion conductance and human T lymphocyte mitogen-stimulated proliferation.