3-[(1-{[1-({5-amino-1-[(1-{[1-({1-[(1-{2-[(3-carbamoyl-1-{[1-({1-[(1-{[({1-[({[1-(2-carbamoylpyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)methyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}propyl)carbamoyl]pyrrolidin-1-yl}-1-oxo-3-phenylpropan-2-yl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]pentyl}carbamoyl)-2-carbamoylethyl]carbamoyl}-3-methylbutyl)carbamoyl]-3-(2-{2-[2-(2-{2-[2-(2-{[22-amino-16-(carbamoylmethyl)-7-(1-hydroxyethyl)-10-(hydroxymethyl)-13-(2-methylpropyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-4-yl]formamido}-4-(methylsulfanyl)butanamido)-4-methylpentanamido]acetamido}-3-hydroxybutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-4-carbamoylbutanamido)propanoic acid

• ChemBase ID: 131654
• Molecular Formular: C148H228N40O46S3
• Molecular Mass: 3399.82932
• Monoisotopic Mass: 3397.58935302
• SMILES: CCC(C)C(C(=O)NCC(=O)NC(C(C)C)C(=O)NCC(=O)NC(C)C(=O)N1CCCC1C(=O)N)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1C(=O)C(Cc1ccccc1)NC(=O)C(C(C)O)NC(=O)C(Cc1cnc[nH]1)NC(=O)C(Cc1ccccc1)NC(=O)C(CCCCN)NC(=O)C(CC(=O)N)NC(=O)C(CC(C)C)NC(=O)C(CC(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C(C(C)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C(C(C)O)NC(=O)CNC(=O)C(CC(C)C)NC(=O)C(CCSC)NC(=O)C1CSSCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CO)CC(C)C)CC(=O)N)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)N1CCCC1C(=O)N)C)C(C)C)C(CC)C)CO)C(O)C)CCC(=O)N)Cc1ccccc1)C(O)C)Cc1[nH]cnc1)Cc1ccccc1)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(C(O)C)NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C1CSSCC(N)C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)C(O)C)CO)CC(C)C)CC(=O)N)CCSC)CC(C)C)Cc1ccc(cc1)O)CCC(=O)N)CC(=O)O)CC(C)C)CC(=O)N
• InChI: InChI=1S/C148H228N40O46S3/c1-18-73(10)115(141(227)160-63-111(203)180-114(72(8)9)140(226)159-60-109(201)162-74(11)147(233)187-46-27-34-103(187)121(155)207)182-136(222)101(65-190)178-145(231)119(78(15)194)183-127(213)88(41-43-106(152)198)166-139(225)104-35-28-47-188(104)148(234)99(54-81-31-23-20-24-32-81)176-144(230)118(77(14)193)185-135(221)95(55-83-59-156-68-161-83)172-130(216)93(52-80-29-21-19-22-30-80)171-124(210)86(33-25-26-45-149)164-132(218)97(57-108(154)200)173-128(214)91(50-70(4)5)170-133(219)98(58-113(205)206)174-125(211)87(40-42-105(151)197)167-143(229)117(76(13)192)184-134(220)94(53-82-36-38-84(196)39-37-82)175-142(228)116(75(12)191)181-112(204)62-158-123(209)90(49-69(2)3)168-126(212)89(44-48-235-17)165-138(224)102-67-237-236-66-85(150)122(208)157-61-110(202)163-96(56-107(153)199)131(217)169-92(51-71(6)7)129(215)177-100(64-189)137(223)186-120(79(16)195)146(232)179-102/h19-24,29-32,36-39,59,68-79,85-104,114-120,189-196H,18,25-28,33-35,40-58,60-67,149-150H2,1-17H3,(H2,151,197)(H2,152,198)(H2,153,199)(H2,154,200)(H2,155,207)(H,156,161)(H,157,208)(H,158,209)(H,159,226)(H,160,227)(H,162,201)(H,163,202)(H,164,218)(H,165,224)(H,166,225)(H,167,229)(H,168,212)(H,169,217)(H,170,219)(H,171,210)(H,172,216)(H,173,214)(H,174,211)(H,175,228)(H,176,230)(H,177,215)(H,178,231)(H,179,232)(H,180,203)(H,181,204)(H,182,222)(H,183,213)(H,184,220)(H,185,221)(H,186,223)(H,205,206)
• InChIKey: URGZBUPIVSHGEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1-{[1-({5-amino-1-[(1-{[1-({1-[(1-{2-[(3-carbamoyl-1-{[1-({1-[(1-{[({1-[({[1-(2-carbamoylpyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)methyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}propyl)carbamoyl]pyrrolidin-1-yl}-1-oxo-3-phenylpropan-2-yl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]pentyl}carbamoyl)-2-carbamoylethyl]carbamoyl}-3-methylbutyl)carbamoyl]-3-(2-{2-[2-(2-{2-[2-(2-{[22-amino-16-(carbamoylmethyl)-7-(1-hydroxyethyl)-10-(hydroxymethyl)-13-(2-methylpropyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-4-yl]formamido}-4-(methylsulfanyl)butanamido)-4-methylpentanamido]acetamido}-3-hydroxybutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-4-carbamoylbutanamido)propanoic acid
• IUPAC Traditional name: 3-[(1-{[1-({5-amino-1-[(1-{[1-({1-[(1-{2-[(3-carbamoyl-1-{[1-({1-[(1-{[({1-[({[1-(2-carbamoylpyrrolidin-1-yl)-1-oxopropan-2-yl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)methyl]carbamoyl}-2-methylbutyl)carbamoyl]-2-hydroxyethyl}carbamoyl)-2-hydroxypropyl]carbamoyl}propyl)carbamoyl]pyrrolidin-1-yl}-1-oxo-3-phenylpropan-2-yl)carbamoyl]-2-hydroxypropyl}carbamoyl)-2-(3H-imidazol-4-yl)ethyl]carbamoyl}-2-phenylethyl)carbamoyl]pentyl}carbamoyl)-2-carbamoylethyl]carbamoyl}-3-methylbutyl)carbamoyl]-3-(2-{2-[2-(2-{2-[2-(2-{[22-amino-16-(carbamoylmethyl)-7-(1-hydroxyethyl)-10-(hydroxymethyl)-13-(2-methylpropyl)-6,9,12,15,18,21-hexaoxo-1,2-dithia-5,8,11,14,17,20-hexaazacyclotricosan-4-yl]formamido}-4-(methylsulfanyl)butanamido)-4-methylpentanamido]acetamido}-3-hydroxybutanamido)-3-(4-hydroxyphenyl)propanamido]-3-hydroxybutanamido}-4-carbamoylbutanamido)propanoic acid
• Synonyms: Thyrocalcitonin; Calcitonin rat

Database IDs

• CAS Number: 11118-25-5
• MDL Number: MFCD00133857
• PubChem SID: 162225931; 24899879
• PubChem CID: 16133000

CALCULATED PROPERTIES

• Acid pKa: 3.6298256
• H Acceptors: 49
• H Donor: 46
• LogD (pH = 5.5): -25.573425
• LogD (pH = 7.4): -23.4457
• Log P: -23.094376
• Molar Refractivity: 841.1079 cm^3
• Polarizability: 330.27536 Å^3
• Polar Surface Area: 1379.83 Å^2
• Rotatable Bonds: 92
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder

Safety Information

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

Pharmacology Properties

• Gene Information: rat ... Calca(24241)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - T0283

Amino Acid Sequence
Cys-Gly-Asn-Leu-Ser-Thr-Cys-Met-Leu-Gly-Thr-Tyr-Thr-Gln-Asp-Leu-Asn-Lys-Phe-His-Thr-Phe-Pro-Gln-Thr-Ser-Ile-Gly-Val-Gly-Ala-Pro-NH2 [Disulfide Bridge: 1-7]
Biochem/physiol Actions
Hypocalcemic hormone produced by the parafollicular C cells of the thyroid or by the ultimobranchial bodies of nonmammalian vertebrates. Decreases blood calcium and phosphate due to inhibition of resorption by osteoblasts and osteocytes.
Other Notes
32 amino acid polypeptide, 8 of which are conserved across all species.