6-amino-2-[(1-{2-[2-(2-{[1-(2-{2-[2-(2-amino-3-methylpentanamido)-3-sulfanylpropanamido]-3-sulfanylpropanamido}-3-carbamoylpropanoyl)pyrrolidin-2-yl]formamido}propanamido)-3-sulfanylpropanamido]acetyl}pyrrolidin-2-yl)formamido]-N-[1-({1-[(1-carbamoyl-2-sulfanylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]hexanamide

• ChemBase ID: 130990
• Molecular Formular: C55H88N16O16S4
• Molecular Mass: 1357.64482
• Monoisotopic Mass: 1356.54470482
• SMILES: CCC(C)C(C(=O)NC(CS)C(=O)NC(CS)C(=O)NC(CC(=O)N)C(=O)N1CCCC1C(=O)NC(C)C(=O)NC(CS)C(=O)NCC(=O)N1CCCC1C(=O)NC(CCCCN)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CO)C(=O)NC(CS)C(=O)N)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N)CS)CO)Cc1ccc(cc1)O)NC(=O)C1CCCN1C(=O)CNC(=O)C(NC(=O)C(NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(CC)C)N)CS)CS)CC(=O)N)C)CS
• InChI: InChI=1S/C55H88N16O16S4/c1-4-27(2)43(58)54(86)69-38(26-91)51(83)68-37(25-90)50(82)64-33(20-41(57)74)55(87)71-18-8-11-40(71)52(84)61-28(3)45(77)67-36(24-89)46(78)60-21-42(75)70-17-7-10-39(70)53(85)62-31(9-5-6-16-56)47(79)63-32(19-29-12-14-30(73)15-13-29)48(80)65-34(22-72)49(81)66-35(23-88)44(59)76/h12-15,27-28,31-40,43,72-73,88-91H,4-11,16-26,56,58H2,1-3H3,(H2,57,74)(H2,59,76)(H,60,78)(H,61,84)(H,62,85)(H,63,79)(H,64,82)(H,65,80)(H,66,81)(H,67,77)(H,68,83)(H,69,86)
• InChIKey: HZTKBXVGWKXCPU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[(1-{2-[2-(2-{[1-(2-{2-[2-(2-amino-3-methylpentanamido)-3-sulfanylpropanamido]-3-sulfanylpropanamido}-3-carbamoylpropanoyl)pyrrolidin-2-yl]formamido}propanamido)-3-sulfanylpropanamido]acetyl}pyrrolidin-2-yl)formamido]-N-[1-({1-[(1-carbamoyl-2-sulfanylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]hexanamide
• IUPAC Traditional name: 6-amino-2-[(1-{2-[2-(2-{[1-(2-{2-[2-(2-amino-3-methylpentanamido)-3-sulfanylpropanamido]-3-sulfanylpropanamido}-3-carbamoylpropanoyl)pyrrolidin-2-yl]formamido}propanamido)-3-sulfanylpropanamido]acetyl}pyrrolidin-2-yl)formamido]-N-[1-({1-[(1-carbamoyl-2-sulfanylethyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-(4-hydroxyphenyl)ethyl]hexanamide
• Synonyms: α-Conotoxin SI

Database IDs

• CAS Number: 115797-06-3
• MDL Number: MFCD00133061
• PubChem SID: 162225268
• PubChem CID: 71308372

CALCULATED PROPERTIES

• Acid pKa: 9.121351
• H Acceptors: 18
• H Donor: 20
• LogD (pH = 5.5): -13.091074
• LogD (pH = 7.4): -10.284243
• Log P: -8.218715
• Molar Refractivity: 338.5878 cm^3
• Polarizability: 133.005 Å^3
• Polar Surface Area: 510.3 Å^2
• Rotatable Bonds: 38
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C7677

Biochem/physiol Actions
Blocks nicotinic acetylcholine receptors in fish
Other Notes
Toxin of the cone snail, Conus striatus