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Substance Name: Becaplermin [USAN:INN:BAN]
RN: 165101-51-9
UNII: 1B56C968OA
InChIKey: HYNPZTKLUNHGPM-KKERQHFVSA-N

Note

  • Dimer of the B chain of platelet-derived growth factor; used for angiogenesis stimulation for wounds; Becaplermine gel (Regranex) contains 100 microg of (rhPDGF-BB) per gram and is used as adjuvant treatment for neuropathic diabetic ulcerations of less than 5 cm2, chronic nonhealing ulcers and wounds.

Molecular Formula

  • Unspecified

Molecular Weight

  • 12353.5453
 

Classification Codes

  • Angiogenesis Inducing Agents
  • Angiogenesis Modulating Agents
  • Chronic Dermal Ulcers Treatment (Promotes the Proliferation of Mesenchymally-Derived Cells)
  • Growth Substances
  • Promotes the Proliferation of Mesenchymally-Derived Cells

Names and Synonyms

Name of Substance

  • Becaplermin
  • Becaplermin [USAN:INN:BAN]

Synonyms

  • Becaplermin
  • Platelet-derived growth factor BB, recombinant
  • Recombinant human platelet-derived growth factor B. A recombinant protein produced by genetically engineered Saccharomyces cerevisiae cells, that is similar in amino acid composition and biological activity to the endogenous human PDGF-BB homodimer. Apparent molecular weight of approximately 30,000 daltons (SDS-PAGE determined)
  • Recombinant platelet-derived growth factor BB
  • Regranex
  • Regranex Gel 0.1%
  • rhPDGF-BB
  • rPDGF-BB
  • RWJ 60235
  • UNII-1B56C968OA

Systematic Name

  • Recombinant human platelet-derived growth factor B

Registry Numbers

CAS Registry Number

  • 165101-51-9

FDA UNII

  • 1B56C968OA

System Generated Number

  • 0165101519

Structure Descriptors

InChI

1S/C533H897N165O153S9/c1-72-263(46)399(677-454(783)323(181-207-860-71)605-417(746)275(58)598-482(811)359-149-116-201-693(359)519(848)328(167-180-384(738)739)633-420(749)277(60)601-501(830)400(264(47)73-2)683-514(843)413(286(69)710)689-470(799)335(214-250(20)21)643-472(801)349(233-701)602-375(722)229-590-425(754)329(208-244(8)9)638-424(753)294(541)231-699)500(829)600-276(59)418(747)604-316(160-173-377(724)725)442(771)661-353(237-854)476(805)616-301(135-95-102-187-539)444(773)685-406(279(62)703)507(836)623-310(145-112-197-585-530(568)569)446(775)686-407(280(63)704)508(837)631-321(165-178-382(734)735)450(779)668-393(257(34)35)496(825)651-337(216-289-124-84-80-85-125-289)460(789)618-318(162-175-379(728)729)451(780)679-403(267(50)76-5)505(834)657-350(234-702)473(802)614-302(137-104-189-577-522(552)553)429(758)609-303(138-105-190-578-523(554)555)433(762)640-334(213-249(18)19)469(798)681-402(266(49)75-4)503(832)654-346(226-386(742)743)466(795)613-309(144-111-196-584-529(566)567)445(774)687-408(281(64)705)510(839)653-340(220-370(547)717)456(785)597-273(56)421(750)637-341(221-371(548)718)464(793)644-336(215-288-122-82-79-83-123-288)461(790)642-333(212-248(16)17)468(797)669-394(258(36)37)497(826)655-347(218-291-227-589-295-129-89-88-128-293(291)295)520(849)698-206-117-150-360(698)483(812)620-306(141-108-193-581-526(560)561)437(766)663-358(242-859)481(810)671-392(256(32)33)493(822)628-320(164-177-381(732)733)449(778)667-390(254(28)29)490(819)624-311(155-168-365(542)712)438(767)610-305(140-107-192-580-525(558)559)436(765)660-357(241-858)480(809)656-348(232-700)426(755)591-230-376(723)603-351(235-852)474(803)664-356(240-857)479(808)648-343(223-373(550)720)465(794)647-342(222-372(549)719)463(792)612-304(139-106-191-579-524(556)557)434(763)646-344(224-374(551)721)471(800)670-391(255(30)31)492(821)626-313(157-170-367(544)714)441(770)662-355(239-856)478(807)636-327(148-115-200-588-533(574)575)518(847)697-205-121-154-364(697)487(816)690-409(282(65)706)509(838)630-315(159-172-369(546)716)448(777)666-389(253(26)27)491(820)625-312(156-169-366(543)713)439(768)639-331(210-246(12)13)458(787)635-326(147-114-199-587-532(572)573)517(846)695-203-119-151-361(695)484(813)672-395(259(38)39)494(823)627-314(158-171-368(545)715)447(776)665-388(252(24)25)489(818)621-308(143-110-195-583-528(564)565)431(760)608-300(134-94-101-186-538)443(772)678-401(265(48)74-3)502(831)629-322(166-179-383(736)737)452(781)680-405(269(52)78-7)506(835)674-396(260(40)41)495(824)622-307(142-109-194-582-527(562)563)430(759)607-298(132-92-99-184-536)432(761)634-324(136-96-103-188-540)515(844)696-204-120-153-363(696)486(815)682-404(268(51)77-6)504(833)652-338(217-290-126-86-81-87-127-290)459(788)611-297(131-91-98-183-535)428(757)606-296(130-90-97-182-534)427(756)595-278(61)423(752)684-411(284(67)708)512(841)676-398(262(44)45)498(827)691-410(283(66)707)511(840)650-332(211-247(14)15)457(786)617-317(161-174-378(726)727)440(769)649-345(225-385(740)741)467(796)645-339(219-292-228-576-243-592-292)462(791)641-330(209-245(10)11)455(784)596-274(57)422(751)658-352(236-853)475(804)615-299(133-93-100-185-537)435(764)659-354(238-855)477(806)619-319(163-176-380(730)731)453(782)688-412(285(68)709)513(842)675-387(251(22)23)488(817)599-271(54)416(745)593-270(53)415(744)594-272(55)419(748)632-325(146-113-198-586-531(570)571)516(845)694-202-118-152-362(694)485(814)673-397(261(42)43)499(828)692-414(287(70)711)521(850)851/h79-89,122-129,227-228,243-287,294,296-364,387-414,589,699-711,852-859H,72-78,90-121,130-226,229-242,534-541H2,1-71H3,(H2,542,712)(H2,543,713)(H2,544,714)(H2,545,715)(H2,546,716)(H2,547,717)(H2,548,718)(H2,549,719)(H2,550,720)(H2,551,721)(H,576,592)(H,590,754)(H,591,755)(H,593,745)(H,594,744)(H,595,756)(H,596,784)(H,597,785)(H,598,811)(H,599,817)(H,600,829)(H,601,830)(H,602,722)(H,603,723)(H,604,747)(H,605,746)(H,606,757)(H,607,759)(H,608,760)(H,609,758)(H,610,767)(H,611,788)(H,612,792)(H,613,795)(H,614,802)(H,615,804)(H,616,805)(H,617,786)(H,618,789)(H,619,806)(H,620,812)(H,621,818)(H,622,824)(H,623,836)(H,624,819)(H,625,820)(H,626,821)(H,627,823)(H,628,822)(H,629,831)(H,630,838)(H,631,837)(H,632,748)(H,633,749)(H,634,761)(H,635,787)(H,636,807)(H,637,750)(H,638,753)(H,639,768)(H,640,762)(H,641,791)(H,642,790)(H,643,801)(H,644,793)(H,645,796)(H,646,763)(H,647,794)(H,648,808)(H,649,769)(H,650,840)(H,651,825)(H,652,833)(H,653,839)(H,654,832)(H,655,826)(H,656,809)(H,657,834)(H,658,751)(H,659,764)(H,660,765)(H,661,771)(H,662,770)(H,663,766)(H,664,803)(H,665,776)(H,666,777)(H,667,778)(H,668,779)(H,669,797)(H,670,800)(H,671,810)(H,672,813)(H,673,814)(H,674,835)(H,675,842)(H,676,841)(H,677,783)(H,678,772)(H,679,780)(H,680,781)(H,681,798)(H,682,815)(H,683,843)(H,684,752)(H,685,773)(H,686,775)(H,687,774)(H,688,782)(H,689,799)(H,690,816)(H,691,827)(H,692,828)(H,724,725)(H,726,727)(H,728,729)(H,730,731)(H,732,733)(H,734,735)(H,736,737)(H,738,739)(H,740,741)(H,742,743)(H,850,851)(H4,552,553,577)(H4,554,555,578)(H4,556,557,579)(H4,558,559,580)(H4,560,561,581)(H4,562,563,582)(H4,564,565,583)(H4,566,567,584)(H4,568,569,585)(H4,570,571,586)(H4,572,573,587)(H4,574,575,588)/t263-,264-,265-,266-,267-,268-,269-,270-,271-,272-,273-,274-,275-,276-,277-,278-,279+,280+,281+,282+,283+,284+,285+,286+,287+,294-,296-,297-,298-,299-,300-,301-,302-,303-,304-,305-,306-,307-,308-,309-,310-,311-,312-,313-,314-,315-,316-,317-,318-,319-,320-,321-,322-,323-,324-,325-,326-,327-,328-,329-,330-,331-,332-,333-,334-,335-,336-,337-,338-,339-,340-,341-,342-,343-,344-,345-,346-,347-,348-,349-,350-,351-,352-,353-,354-,355-,356-,357-,358-,359-,360-,361-,362-,363-,364-,387-,388-,389-,390-,391-,392-,393-,394-,395-,396-,397-,398-,399-,400-,401-,402-,403-,404-,405-,406-,407-,408-,409-,410-,411-,412-,413-,414-/m0/s1

InChIKey

HYNPZTKLUNHGPM-KKERQHFVSA-N

Smiles

CC[C@H](C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc2cnc[nH]2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)O)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]5CCCN5C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]6CCCN6C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CS)NC(=O)[C@H](CS)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CS)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]7CCCN7C(=O)[C@H](Cc8c[nH]c9c8cccc9)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CCSC)NC(=O)[C@H](C)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD subcutaneous > 3mg/kg (3mg/kg)   American Journal of Surgery. Vol. 176(2A), Pg. 55, 1998.
mouse LD intravenous > 30mg/kg (30mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
American Journal of Surgery. Vol. 176(2A), Pg. 55, 1998.
mouse LD subcutaneous > 3mg/kg (3mg/kg)   American Journal of Surgery. Vol. 176(2A), Pg. 55, 1998.
rat LD intravenous > 3mg/kg (3mg/kg)   American Journal of Surgery. Vol. 176(2A), Pg. 55, 1998.
rat LD subcutaneous > 3mg/kg (3mg/kg)   American Journal of Surgery. Vol. 176(2A), Pg. 55, 1998.