9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-

Base Information

Chemical Name:9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-
CAS No.:99570-78-2
Molecular Formula:C₂₆H₁₉N₃O₅
Molecular Weight:453.454
Hs Code.:29349990
DSSTox Substance ID:DTXSID90433626
Wikidata:Q82247820
Metabolomics Workbench ID:101016
ChEMBL ID:CHEMBL4750633
Mol file:99570-78-2.mol

9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-

Synonyms:3'-(S)-epi-K-252a;K 252;K 252a;K 252b;K 252c;K 252d;K-252;K-252a;K-252b;K-252d;K252a;staurosporine aglycone;staurosporinone

Suppliers and Price of 9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
K252b
2.5mg
$ 2180.00

Medical Isotopes, Inc.
K252b
2.5 mg
$ 3200.00

Cayman Chemical
K252b ≥98%
500μg
$ 160.00

Cayman Chemical
K252b ≥98%
1mg
$ 275.00

Biorbyt Ltd
K252b >98%
1 mg
$ 554.20

Biorbyt Ltd
K252b >98%
100 μg
$ 173.40

Total 15 raw suppliers

Chemical Property of 9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-

Chemical Property:

Appearance/Colour:ready-to-use solution
Boiling Point:769.8±60.0 °C(Predicted)
PKA:3.33±0.40(Predicted)
PSA：105.72000
Density:1.78±0.1 g/cm3(Predicted)
LogP:3.89550
Storage Temp.:−20°C
Solubility.:Soluble in DMSO (up to 1 mg/ml) or in DMF (up to 1 mg/ml).
XLogP3:2.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:453.13247072
Heavy Atom Count:34
Complexity:961

Purity/Quality:

99%, ^*data from raw suppliers

K252b ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC12C(CC(O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)O)O
Isomeric SMILES:C[C@@]12[C@](C[C@@H](O1)N3C4=CC=CC=C4C5=C6C(=C7C8=CC=CC=C8N2C7=C53)CNC6=O)(C(=O)O)O
Description K252b is an indolocarbazole isolated from the actinomycete Nocardiopsis, first described as an inhibitor of protein kinase C. However, as K-252B does not freely pass through the cell membrane, it is used to inhibit extracellular kinases (ectokinases) of cells in culture. K252b inhibits receptor-mediated degranulation from basophil-like RBL-2H3 cells (IC50 = 0.5 μg/ml) and human basophils. This extracellular inhibitor is also used in comparison studies with the closely related, cell-permeable inhibitor K252a, particularly in studies of neuronal differentiation.
Uses K252A is a staurosporine analogue isolated from a Nocardiopsis strain as a potent inhibitor of protein kinase C. K252A exhibits potent antitumour activity but shows no antimicrobial activity in vitro, or in vivo toxicity in rodents. While K252A is a potent inhibitor of Ca2+/calmodulin kinase II, it is also active against other kinases, notably myosin light chain kinase, cAMP-dependent protein kinase (PKA), protein kinase C (PKC) and cGMP-dependent protein kinase (PKG). K 252b, is an antibiotics, and a known protein tyrosine kinase inhibitor. It has been also shown to inhibit the trophic activity of brain-derived neurotrophic factor on dopaminergic (DAergic) neurons and nerve growth factor on basal forebrain cholinergic neurons.

Technology Process of 9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)-

There total 14 articles about 9,12-Epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylicacid, 2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-, (9S,10R,12R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 99533-80-9,97161-97-2
K-252a

: 99570-78-2
K-252b

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 0.2 ℃; for 0.21h;

Reference yield:

: C₂₈H₂₂N₄O₅

: 99570-78-2
K-252b

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; water; at 100 ℃; for 10h;
DOI:10.1021/ja990909l

Reference yield:

: 111359-05-8
C₂₅H₁₇N₃O₃

: 99570-78-2
K-252b

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Py, 2.) DMAP / 1.) MeCN, 0 deg C, 15 min, 2.) 23 deg C, 30 min

2: 88 percent / HCl(gas), HCOOH / toluene / 19 h

3: KOH / H₂O; methanol; tetrahydrofuran / 10 h / 100 °C

With pyridine; hydrogenchloride; dmap; potassium hydroxide; formic acid; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/ja990909l