ChemicalBook >> CAS DataBase List >>17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- structure

CAS No.: 360765-75-9

Chemical Name:: 17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-

Synonyms: Stephacidin B;17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7',6'-j]bispyrano[2',3':6,7]indolo[2,3-d:3',2'-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,2...;(7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 14-oxide;17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-

CBNumber:: CB89019032

Molecular Formula:: C52H54N6O8

Molecular Weight:: 891.04

MDL Number:

MOL File:: 360765-75-9.mol

Last updated:2023-05-21 10:59:17

Request For Quotation

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- Properties

Density	1.66±0.1 g/cm3(Predicted)
storage temp.	-20°C
solubility	DMSO: soluble; Methanol: soluble
form	A solid
pka	12.09±0.70(Predicted)

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- Chemical Properties,Uses,Production

Biological Activity

Stephacidin B is a fungal metabolite that has been found in A. ochraceus.1 Dimeric stephacidin B is rapidly converted to a monomer, avrainvillamide , in vitro.2 Stephacidin B is cytotoxic to a variety of cancer cells, including testosterone-independent PC3 and -sensitive LNCaP prostate cancer cells (IC50s = 0.37 and 0.06 μM, respectively) and estradiol-independent SK-BR-3 and -sensitive MCF-7 breast cancer cells (IC50s = 0.32 and 0.27 μM, respectively).1 It induces apoptosis in HepG2 and Huh7 hepatocellular carcinoma cells when used at a concentration of 4 μM.3

References

1.Qian-Cutrone, J., Huang, S., Shu, Y.-Z., et al.Stephacidin A and B: Two structurally novel, selective inhibitors of the testosterone-dependent prostate LNCaP cellsJ. Am. Chem. Soc.124(49)14556-14557(2002) 2.Wulff, J.E., Herzon, S.B., Siegrist, R., et al.Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell cultureJ. Am. Chem. Soc.129(16)4898-4899(2007) 3.Hu, L., Zhang, T., Liu, D., et al.Notoamide-type alkaloid induced apoptosis and autophagy via a P38/JNK signaling pathway in hepatocellular carcinoma cellsRSC Adv.9(34)19855-19868(2019)

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- Preparation Products And Raw materials

Raw materials

Preparation Products

17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- Suppliers

Global( 6)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
BOC Sciences	1-631-485-4226; 16314854226	info@bocsci.com	United States	14059	65
ChemeGen 中国	18818260767	sales@chemegen.com	China	6975	58
Beijing Biocreative Technology Co., Ltd.	15522676233	3007606172@qq.com	China	1249	58
Shanghai Yifei Biotechnology Co. , Ltd.	021-65675885 18964387627	customer_service@efebio.com	China	8740	58
Nanjing Shizhou Biology Technology Co.,Ltd	025-85560043 15850508050	cindy.huang@synzest.com	China	12007	58

Supplier	Advantage
BOC Sciences	65
ChemeGen 中国	58
Beijing Biocreative Technology Co., Ltd.	58
Shanghai Yifei Biotechnology Co. , Ltd.	58
Nanjing Shizhou Biology Technology Co.,Ltd	58

Stephacidin B 17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)- 17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7',6'-j]bispyrano[2',3':6,7]indolo[2,3-d:3',2'-g]carbazole-21,23,30,32-tetrone, 1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-, 14-oxide, (7cS,7dR,15aS,16aS,21aR,21bR,2... (7cS,7dR,15aS,16aS,21aR,21bR,22R,22aR,27aS,28aS)-1,4,7c,11,15,15a,16,18,19,26,27,28,28a,29-tetradecahydro-1-hydroxy-4,4,11,11,15,15,29,29-octamethyl-17H,21H,21bH,25H-21a,16a-(Iminomethano)-22,27a-methano-23H-diindolizino[6,7-a:7′,6′-j]bispyrano[2′,3′:6,7]indolo[2,3-d:3′,2′-g]carbazole-21,23,30,32-tetrone, 14-oxide 360765-75-9 C52H54N6O8