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Chemistry

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Also known as: 8049-62-5, Insulin zinc suspension, Caninsulin, Monotard, Insulin lente, Lente insulin
Molecular Formula
C257H383N65O77S6Zn
Molecular Weight
5873  g/mol
InChI Key
LEMUFSYUPGXXCM-JNEQYSBXSA-N

Caninsulin
An insulin, zinc chloride preparation in the form of a suspension of crystals and amorphous material in a ratio of approximately 7:3. Typically, lente insulin has a duration of activity that lasts between 13-20 hours after dosage.
1 2D Structure

Caninsulin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(4S)-4-[[2-[[(1R,6R,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42R,47R,50S,53S,56S,59S,62S,65S,68S,71S,74R,77S,80S,83S,88R)-88-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoyl]amino]-6-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-4-oxobutanoyl]amino]-5-oxopentanoyl]amino]-3-(4H-imidazol-4-yl)propanoyl]amino]-4-methylpentanoyl]amino]-47-[[(1S)-3-amino-1-carboxy-3-oxopropyl]carbamoyl]-53-(2-amino-2-oxoethyl)-62-(3-amino-3-oxopropyl)-77-[(2S)-butan-2-yl]-24,56-bis(2-carboxyethyl)-83-[(1R)-1-hydroxyethyl]-12,71,80-tris(hydroxymethyl)-33,50,65-tris[(4-hydroxyphenyl)methyl]-15-(4H-imidazol-4-ylmethyl)-27-methyl-18,30,36,59,68-pentakis(2-methylpropyl)-7,10,13,16,19,22,25,28,31,34,37,40,49,52,55,58,61,64,67,70,73,76,79,82,85,87-hexacosaoxo-21,39-di(propan-2-yl)-3,4,44,45,90,91-hexathia-8,11,14,17,20,23,26,29,32,35,38,41,48,51,54,57,60,63,66,69,72,75,78,81,84,86-hexacosazabicyclo[72.11.7]dononacontane-42-carbonyl]amino]acetyl]amino]-5-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3R)-1-[(2S)-2-[[(2S)-6-amino-1-[[(1S)-1-carboxy-2-hydroxypropyl]amino]-1-oxohexan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-hydroxy-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-5-oxopentanoic acid;zinc
2.1.2 InChI
InChI=1S/C257H383N65O77S6.Zn/c1-29-131(23)205(313-193(339)104-259)252(393)317-204(130(21)22)248(389)288-159(75-82-200(349)350)217(358)282-156(71-78-189(263)335)221(362)308-183-116-403-404-117-184-243(384)305-178(111-324)240(381)294-162(88-123(7)8)225(366)295-168(95-140-53-61-146(329)62-54-140)228(369)283-154(69-76-187(261)333)218(359)290-161(87-122(5)6)223(364)285-158(74-81-199(347)348)220(361)302-174(101-190(264)336)235(376)298-170(97-142-57-65-148(331)66-58-142)231(372)309-182(242(383)304-176(255(396)397)103-192(266)338)115-402-401-114-181(214(355)273-107-194(340)278-153(72-79-197(343)344)216(357)281-151(51-42-84-271-257(267)268)212(353)272-108-195(341)279-166(93-138-46-36-32-37-47-138)227(368)297-167(94-139-48-38-33-39-49-139)230(371)299-171(98-143-59-67-149(332)68-60-143)238(379)320-208(135(27)327)254(395)322-85-43-52-186(322)246(387)286-152(50-40-41-83-258)222(363)321-209(136(28)328)256(398)399)311-250(391)203(129(19)20)316-236(377)164(90-125(11)12)292-229(370)169(96-141-55-63-147(330)64-56-141)296-224(365)160(86-121(3)4)289-210(351)133(25)277-215(356)157(73-80-198(345)346)287-247(388)202(128(17)18)315-237(378)165(91-126(13)14)293-233(374)173(100-145-106-270-120-276-145)301-239(380)177(110-323)280-196(342)109-274-213(354)180(113-400-405-118-185(310-244(183)385)245(386)319-207(134(26)326)253(394)306-179(112-325)241(382)318-206(132(24)30-2)251(392)312-184)307-226(367)163(89-124(9)10)291-232(373)172(99-144-105-269-119-275-144)300-219(360)155(70-77-188(262)334)284-234(375)175(102-191(265)337)303-249(390)201(127(15)16)314-211(352)150(260)92-137-44-34-31-35-45-137;/h31-39,44-49,53-68,105-106,119-136,144-145,150-186,201-209,323-332H,29-30,40-43,50-52,69-104,107-118,258-260H2,1-28H3,(H2,261,333)(H2,262,334)(H2,263,335)(H2,264,336)(H2,265,337)(H2,266,338)(H,272,353)(H,273,355)(H,274,354)(H,277,356)(H,278,340)(H,279,341)(H,280,342)(H,281,357)(H,282,358)(H,283,369)(H,284,375)(H,285,364)(H,286,387)(H,287,388)(H,288,389)(H,289,351)(H,290,359)(H,291,373)(H,292,370)(H,293,374)(H,294,381)(H,295,366)(H,296,365)(H,297,368)(H,298,376)(H,299,371)(H,300,360)(H,301,380)(H,302,361)(H,303,390)(H,304,383)(H,305,384)(H,306,394)(H,307,367)(H,308,362)(H,309,372)(H,310,385)(H,311,391)(H,312,392)(H,313,339)(H,314,352)(H,315,378)(H,316,377)(H,317,393)(H,318,382)(H,319,386)(H,320,379)(H,321,363)(H,343,344)(H,345,346)(H,347,348)(H,349,350)(H,396,397)(H,398,399)(H4,267,268,271);/t131-,132-,133-,134+,135+,136?,144?,145?,150-,151-,152-,153-,154-,155-,156-,157-,158-,159-,160-,161-,162-,163-,164-,165-,166-,167-,168-,169-,170-,171-,172-,173-,174-,175-,176-,177-,178-,179-,180-,181-,182-,183-,184-,185-,186-,201-,202-,203-,204-,205-,206-,207-,208-,209-;/m0./s1
2.1.3 InChI Key
LEMUFSYUPGXXCM-JNEQYSBXSA-N
2.1.4 Canonical SMILES
CCC(C)C1C(=O)NC2CSSCC(C(=O)NC(CSSCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CO)CC(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(C)C)CCC(=O)O)CC(=O)N)CC4=CC=C(C=C4)O)C(=O)NC(CC(=O)N)C(=O)O)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC5=CC=CC=C5)C(=O)NC(CC6=CC=CC=C6)C(=O)NC(CC7=CC=C(C=C7)O)C(=O)NC(C(C)O)C(=O)N8CCCC8C(=O)NC(CCCCN)C(=O)NC(C(C)O)C(=O)O)C(C)C)CC(C)C)CC9=CC=C(C=C9)O)CC(C)C)C)CCC(=O)O)C(C)C)CC(C)C)CC2C=NC=N2)CO)NC(=O)C(CC(C)C)NC(=O)C(CC2C=NC=N2)NC(=O)C(CCC(=O)N)NC(=O)C(CC(=O)N)NC(=O)C(C(C)C)NC(=O)C(CC2=CC=CC=C2)N)C(=O)NC(C(=O)NC(C(=O)N1)CO)C(C)O)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)C)NC(=O)C(C(C)CC)NC(=O)CN.[Zn]
2.1.5 Isomeric SMILES
CC[C@H](C)[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=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)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)N[C@@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CO)CC(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(C)C)CCC(=O)O)CC(=O)N)CC4=CC=C(C=C4)O)C(=O)N[C@@H](CC(=O)N)C(=O)O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CC5=CC=CC=C5)C(=O)N[C@@H](CC6=CC=CC=C6)C(=O)N[C@@H](CC7=CC=C(C=C7)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N8CCC[C@H]8C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)O)C(=O)O)C(C)C)CC(C)C)CC9=CC=C(C=C9)O)CC(C)C)C)CCC(=O)O)C(C)C)CC(C)C)CC2C=NC=N2)CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2C=NC=N2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)[C@@H](C)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN.[Zn]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Insulin Novo Monotard

2. Insulin, Lente

3. Insulin, Lente, Monocomponent

4. Insulin, Monotard

5. Lente Insulin

6. Monotard Insulin

7. Monotard, Insulin Novo

8. Novo Monotard, Insulin

2.2.2 Depositor-Supplied Synonyms

1. 8049-62-5

2. Insulin Zinc Suspension

3. Caninsulin

4. Monotard

5. Insulin Lente

6. Lente Insulin

7. Zinc-insulinum

8. Insulin Zinc

9. Insulin, Lente

10. Insulin Semilente

11. Novolin U

12. Nph Insulin

13. Semilente Insulin

14. Insulin Nph

15. Insulin Lente Mc

16. Ultralente Insulin

17. Nph Iletin

18. Insulin Novo Lente

19. Insulin, Ultralente

20. Ultra Lente Iszilin

21. Insulin Zinc Complex

22. Insulin, Crystalline

23. Insulin, Semi-lente

24. Izsab

25. Iletin U 40

26. Zinc Insulin

27. Suspensio Zinc-insulini

28. Ultralenta Zinc Insulin

29. Insulin, Crystalline Zinc

30. Insulini Zinci Suspensio Mixta

31. Prompt Insulin Zinc Suspension

32. Lente Iletin

33. Insulin Isophane

34. Extended Zinc Insulin Suspension

35. Insulini Zinci Amorphi Suspensio

36. Iniectabile Insulini Zinci Amorphi

37. Insulin Human Zinc

38. Insulini Zinco Amorphi Aquosuspensa

39. Einecs 232-469-4

40. Iniectabile Insulini Zinci Compositum

41. Injectio Insulini Cum Zinco Neutralis

42. Insulini Zinci Cristallisati Suspensio

43. Iniectabile Insulini Zinci Cristallisati

44. Insulini Zinco Cristallisati Aquosuspensa

45. Insulin, Isophane

46. Insulina-zinco Sospensione Composta [dcit]

47. Suspension Injectable D'insuline Zinc Mixte

48. Insulina-zinco Sospensione (amorfa) [dcit]

49. Suspension Injectable D'insuline Zinc Amorphe

50. Insulin Zinc [usp:ban]

51. Insulin Human Zinc [usp]

52. Insulini Cum Zinco (crystallisati) [inn-latin]

53. Insulina-zinco Sospensione (crisstallina) [dcit]

54. Suspension Injectable D'insuline Zinc Cristallisee

55. Suspension D'insuline Zinc (amorphe) [inn-french]

56. Insulini Cum Zinco (amorphi) Suspensio [inn-latin]

57. Suspension D'insuline Zinc (composee) [inn-french]

58. Suspension De Insulina Cinc (amorfa) [inn-spanish]

59. Suspension De Insulina Cinc (compuesta) [inn-spanish]

60. Suspension De Insulina Cinc (cristal.) [inn-spanish]

61. Suspension D'insuline Zinc (cristallisee) [inn-french]

62. Insulini Cum Zinco Suspensio Compositacompound [inn-latin]

63. Insulina-zinco Sospensione Composta

64. Insulini Cum Zinco (crystallisati)

65. Insulina-zinco Sospensione (amorfa)

66. Suspension D'insuline Zinc (amorphe)

67. Suspension De Insulina Cinc (amorfa)

68. Suspension D'insuline Zinc (composee)

69. Insulini Cum Zinco (amorphi) Suspensio

70. Suspension De Insulina Cinc (cristal.)

71. Suspension De Insulina Cinc (compuesta)

72. Insulin Zinc Suspension, Compound

73. Insulin Zinc Suspension, Compound [inn]

74. Insulina-zinco Sospensione (crisstallina)

75. Nph

76. Suspension D'insuline Zinc (cristallisee)

77. Insulini Cum Zinco Suspensio Compositacompound

78. Insulin Zinc Injection (aqueous Suspension)

79. Insulin Zinc Injection (aqueous Suspension) [jan]

80. Insulin Zinc Purified Porcine (suspension)

81. Insulin Zinc Purified Porcine (suspension) [jan]

2.3 Create Date
2008-07-11
3 Chemical and Physical Properties
Molecular Weight 5873 g/mol
Molecular Formula C257H383N65O77S6Zn
Hydrogen Bond Donor Count76
Hydrogen Bond Acceptor Count89
Rotatable Bond Count179
Exact Mass5869.573502 g/mol
Monoisotopic Mass5867.566792 g/mol
Topological Polar Surface Area2440 Ų
Heavy Atom Count406
Formal Charge0
Complexity14800
Isotope Atom Count0
Defined Atom Stereocenter Count51
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Hypoglycemic Agents

Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)


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