Elcatonin

Elcatonin is a calcitonin derivative used as an anti-parathyroid agent.

Elcatonin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	H05BA04 (WHO)
Identifiers
CAS Number	60731-46-6
PubChem CID	16129700
ChemSpider	17294280
UNII	W0CMS474JK
KEGG	D03287
ECHA InfoCard	100.056.703
Chemical and physical data
Formula	C148H244N42O47
Molar mass	3363.827 g·mol^−1
3D model (JSmol)	Interactive image
SMILES [H]/N=C(/N)\NCCC[C@@H](C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1CCC[C@H]1C(=O)N)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc3ccc(cc3)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc4c[nH]cn4)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]5CCCCCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N5)[C@@H](C)O)CO)CC(C)C)CC(=O)N)CO
InChI InChI=1S/C148H244N42O47/c1-69(2)52-91(178-142(232)115(75(13)14)185-127(217)86-30-21-20-22-36-108(202)165-100(65-191)137(227)177-97(59-107(153)201)135(225)175-95(56-73(9)10)133(223)182-102(67-193)139(229)188-116(77(16)194)143(233)171-86)122(212)160-63-110(204)164-84(31-23-25-47-149)123(213)172-94(55-72(7)8)132(222)181-101(66-192)138(228)169-88(41-44-105(151)199)125(215)167-90(43-46-112(206)207)126(216)174-93(54-71(5)6)131(221)176-96(58-82-61-157-68-162-82)134(224)166-85(32-24-26-48-150)124(214)173-92(53-70(3)4)130(220)168-89(42-45-106(152)200)129(219)187-118(79(18)196)145(235)180-99(57-81-37-39-83(198)40-38-81)146(236)190-51-29-35-104(190)140(230)170-87(33-27-49-158-148(155)156)128(218)186-117(78(17)195)144(234)179-98(60-113(208)209)136(226)184-114(74(11)12)141(231)161-62-109(203)163-76(15)121(211)159-64-111(205)183-119(80(19)197)147(237)189-50-28-34-103(189)120(154)210/h37-40,61,68-80,84-104,114-119,191-198H,20-36,41-60,62-67,149-150H2,1-19H3,(H2,151,199)(H2,152,200)(H2,153,201)(H2,154,210)(H,157,162)(H,159,211)(H,160,212)(H,161,231)(H,163,203)(H,164,204)(H,165,202)(H,166,224)(H,167,215)(H,168,220)(H,169,228)(H,170,230)(H,171,233)(H,172,213)(H,173,214)(H,174,216)(H,175,225)(H,176,221)(H,177,227)(H,178,232)(H,179,234)(H,180,235)(H,181,222)(H,182,223)(H,183,205)(H,184,226)(H,185,217)(H,186,218)(H,187,219)(H,188,229)(H,206,207)(H,208,209)(H4,155,156,158)/t76-,77+,78+,79+,80+,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,114-,115-,116-,117-,118-,119-/m0/s1 Key:DDPFHDCZUJFNAT-PZPWKVFESA-N
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Elcatonin

It is transformed from eel's calcitonin by changing the S-S bond into a stable C-N bond. It inhibits the absorption and autolysis of bones and thus leads to lowering of blood calcium. It inhibits bone salts from dissolving and transferring and promotes the excretion of calcium and phosphorus in the urine. It inhibits renal tubules reabsorbing calcium, phosphorus and sodium and keeps blood calcium at a normal level. It is mainly used for remitting or eliminating pain caused by osteoporosis.[1][2]

References

1. Yoh K, Uzawa T, Orito T, Tanaka K (2012). "Improvement of Quality of Life (QOL) in Osteoporotic Patients by Elcatonin Treatment: A Trial Taking the Participants' Preference into Account". Japanese Clinical Medicine. 3: 9–14. doi:10.4137/JCM.S8291. PMC 3738553. PMID 23946680.
2. Tanaka S, Yoshida A, Kono S, Oguma T, Hasegawa K, Ito M (September 2017). "Effectiveness of elcatonin for alleviating pain and inhibiting bone resorption in patients with osteoporotic vertebral fractures". Journal of Bone and Mineral Metabolism. 35 (5): 544–553. doi:10.1007/s00774-016-0791-6. PMID 27830386. S2CID 21904979.