Art. -Nr.: HY-112328

Fascaplysin

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Fascaplysin is an antimicrobial and cytotoxic red pigment, that can come from the marine sponge (Fascaplysinopsis sp.). Fascaplysin has been synthesized in seven steps from indole (65% yield). Fascaplysin can induces apoptosis and autophagy in human leukemia HL-60 cells. Fascaplysin shows anti-tumor activity.

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Reinheit: 95.64%
CAS. Nr.: 114719-57-2
Formel: C₁₈H₁₁ClN₂O
Molecular Weight:306.75

Speicherung:

4°C, sealed storage, away from moisture

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Fascaplysin Chemical Structure

CAS. Nr.: 114719-57-2

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target

CDK4

Alle CDK Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
786-0	IC₅₀	6.7 μM Compound: 1, NSC-622398	Antitumor activity against human 786-O cells Antitumor activity against human 786-O cells	[PMID: 15165138]
A498	IC₅₀	5.2 μM Compound: 1, NSC-622398	Antitumor activity against human A498 cells Antitumor activity against human A498 cells	[PMID: 15165138]
A549	IC₅₀	0.69 μM Compound: 2	Growth inhibition of p53+, pRb+ human A549 cells after 48 hrs by MTT assay Growth inhibition of p53+, pRb+ human A549 cells after 48 hrs by MTT assay	[PMID: 25368960]
A549	IC₅₀	4.2 μM Compound: 1, NSC-622398	Antitumor activity against human A549/ATCC cells Antitumor activity against human A549/ATCC cells	[PMID: 15165138]
ACHN	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human ACHN cells Antitumor activity against human ACHN cells	[PMID: 15165138]
BT-549	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human BT549 cells Antitumor activity against human BT549 cells	[PMID: 15165138]
CAKI-1	IC₅₀	6.1 μM Compound: 1, NSC-622398	Antitumor activity against human Caki1 cells Antitumor activity against human Caki1 cells	[PMID: 15165138]
Calu-1	IC₅₀	1.3 μM Compound: 2	Growth inhibition of p53 null, pRb+ human Calu1 cells after 48 hrs by MTT assay Growth inhibition of p53 null, pRb+ human Calu1 cells after 48 hrs by MTT assay	[PMID: 25368960]
CCRF-CEM	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human CCRF-CEM cells Antitumor activity against human CCRF-CEM cells	[PMID: 15165138]
COLO 205	IC₅₀	1.2 μM Compound: 1, NSC-622398	Antitumor activity against human COLO205 cells Antitumor activity against human COLO205 cells	[PMID: 15165138]
DU-145	IC₅₀	4.9 μM Compound: 1, NSC-622398	Antitumor activity against human DU145 cells Antitumor activity against human DU145 cells	[PMID: 15165138]
EKVX	IC₅₀	5.1 μM Compound: 1, NSC-622398	Antitumor activity against human EKVX cells Antitumor activity against human EKVX cells	[PMID: 15165138]
HCC 2998	IC₅₀	1.7 μM Compound: 1, NSC-622398	Antitumor activity against human HCC2998 cells Antitumor activity against human HCC2998 cells	[PMID: 15165138]
HCT-116	IC₅₀	0.6 μM Compound: 1, NSC-622398	Antitumor activity against human HCT116 cells Antitumor activity against human HCT116 cells	[PMID: 15165138]
HCT-15	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human HCT15 cells Antitumor activity against human HCT15 cells	[PMID: 15165138]
HL-60(TB)	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human HL-60(TB) cells Antitumor activity against human HL-60(TB) cells	[PMID: 15165138]
HOP-62	IC₅₀	4.7 μM Compound: 1, NSC-622398	Antitumor activity against human HOP62 cells Antitumor activity against human HOP62 cells	[PMID: 15165138]
Hs-578T	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human Hs 578T cells Antitumor activity against human Hs 578T cells	[PMID: 15165138]
HT-29	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human HT-29 cells Antitumor activity against human HT-29 cells	[PMID: 15165138]
Huh-7	CC₅₀	0.589 μM Compound: GNF-Pf-1458	NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7)	[PMID: 18579783]
IGROV-1	IC₅₀	4.5 μM Compound: 1, NSC-622398	Antitumor activity against human IGROV1 cells Antitumor activity against human IGROV1 cells	[PMID: 15165138]
K562	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human K562 cells Antitumor activity against human K562 cells	[PMID: 15165138]
KM12	IC₅₀	4.6 μM Compound: 1, NSC-622398	Antitumor activity against human KM12 cells Antitumor activity against human KM12 cells	[PMID: 15165138]
LOX IMVI	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human LOXIMVI cells Antitumor activity against human LOXIMVI cells	[PMID: 15165138]
LS174T	IC₅₀	0.88 μM Compound: 2	Growth inhibition of p53+, pRb+ human LS 174T cells after 48 hrs by MTT assay Growth inhibition of p53+, pRb+ human LS 174T cells after 48 hrs by MTT assay	[PMID: 25368960]
M14	IC₅₀	0.92 μM Compound: 1, NSC-622398	Antitumor activity against human M14 cells Antitumor activity against human M14 cells	[PMID: 15165138]
Malme-3M	IC₅₀	0.36 μM Compound: 1, NSC-622398	Antitumor activity against human MALME-3M cells Antitumor activity against human MALME-3M cells	[PMID: 15165138]
MCF7	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against ADF-resistant human MCF7 cells Antitumor activity against ADF-resistant human MCF7 cells	[PMID: 15165138]
MCF7	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human MCF7 cells Antitumor activity against human MCF7 cells	[PMID: 15165138]
MDA-MB-231	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human MDA-MB-231 cells Antitumor activity against human MDA-MB-231 cells	[PMID: 15165138]
MDA-MB-435	IC₅₀	0.56 μM Compound: 1, NSC-622398	Antitumor activity against human MDA-MB-435 cells Antitumor activity against human MDA-MB-435 cells	[PMID: 15165138]
MDA-N	IC₅₀	0.56 μM Compound: 1, NSC-622398	Antitumor activity against human MDA-N cells Antitumor activity against human MDA-N cells	[PMID: 15165138]
MOLT-4	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human MOLT4 cells Antitumor activity against human MOLT4 cells	[PMID: 15165138]
NCI-H226	IC₅₀	9.6 μM Compound: 1, NSC-622398	Antitumor activity against human NCI-H226 cells Antitumor activity against human NCI-H226 cells	[PMID: 15165138]
NCI-H23	IC₅₀	4.5 μM Compound: 1, NSC-622398	Antitumor activity against human NCI-H23 cells Antitumor activity against human NCI-H23 cells	[PMID: 15165138]
NCI-H322M	IC₅₀	5 μM Compound: 1, NSC-622398	Antitumor activity against human NCI-H322M cells Antitumor activity against human NCI-H322M cells	[PMID: 15165138]
NCI-H460	IC₅₀	4.2 μM Compound: 1, NSC-622398	Antitumor activity against human NCI-H460 cells Antitumor activity against human NCI-H460 cells	[PMID: 15165138]
NCI-H522	IC₅₀	4.5 μM Compound: 1, NSC-622398	Antitumor activity against human NCI-H522 cells Antitumor activity against human NCI-H522 cells	[PMID: 15165138]
OVCAR-3	IC₅₀	1.5 μM Compound: 1, NSC-622398	Antitumor activity against human OVCAR-3 cells Antitumor activity against human OVCAR-3 cells	[PMID: 15165138]
OVCAR-4	IC₅₀	5.3 μM Compound: 1, NSC-622398	Antitumor activity against human OVCAR4 cells Antitumor activity against human OVCAR4 cells	[PMID: 15165138]
OVCAR-5	IC₅₀	4.4 μM Compound: 1, NSC-622398	Antitumor activity against human OVCAR5 cells Antitumor activity against human OVCAR5 cells	[PMID: 15165138]
OVCAR-8	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human OVCAR8 cells Antitumor activity against human OVCAR8 cells	[PMID: 15165138]
PC-3	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human PC3 cells Antitumor activity against human PC3 cells	[PMID: 15165138]
PC-3	IC₅₀	0.92 μM Compound: 2	Growth inhibition of p53 null,pRb+ human PC3 cells after 48 hrs by MTT assay Growth inhibition of p53 null,pRb+ human PC3 cells after 48 hrs by MTT assay	[PMID: 25368960]
RPMI-8226	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human RPMI8226 cells Antitumor activity against human RPMI8226 cells	[PMID: 15165138]
RXF 393	IC₅₀	3.5 μM Compound: 1, NSC-622398	Antitumor activity against human RXF393 cells Antitumor activity against human RXF393 cells	[PMID: 15165138]
SF-268	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human SF268 cells Antitumor activity against human SF268 cells	[PMID: 15165138]
SF-295	IC₅₀	3.9 μM Compound: 1, NSC-622398	Antitumor activity against human SF295 cells Antitumor activity against human SF295 cells	[PMID: 15165138]
SF-539	IC₅₀	4.2 μM Compound: 1, NSC-622398	Antitumor activity against human SF539 cells Antitumor activity against human SF539 cells	[PMID: 15165138]
Sf9	IC₅₀	0.35 μM Compound: Fascaplysin	Inhibition of CDK4/Cyclin D (unknown origin) expressed in baculovirus infected insect Sf9 cells using human pRB as substrate in presence of [gamma-32P]ATP Inhibition of CDK4/Cyclin D (unknown origin) expressed in baculovirus infected insect Sf9 cells using human pRB as substrate in presence of [gamma-32P]ATP	[PMID: 26741853]
Sf9	IC₅₀	0.55 μM Compound: 4	Inhibition of human CDK4/ Cyclin D1 catalytic subunit expressed in Sf9 insect cells assessed as GST-RB152 fusion protein phosphorylation-associated depletion in ATP level by luminescence assay Inhibition of human CDK4/ Cyclin D1 catalytic subunit expressed in Sf9 insect cells assessed as GST-RB152 fusion protein phosphorylation-associated depletion in ATP level by luminescence assay	[PMID: 19632122]
Sf9	IC₅₀	0.55 μM Compound: 1	Inhibition of human CDK4/GST-cyclin D1 expressed in Sf9 cells assessed as retinoblastoma GST-RB152 phosphorylation Inhibition of human CDK4/GST-cyclin D1 expressed in Sf9 cells assessed as retinoblastoma GST-RB152 phosphorylation	[PMID: 18650093]
Sf9	IC₅₀	500 μM Compound: 4	Inhibition of human CDK2/ Cyclin A catalytic subunit expressed in Sf9 insect cells assessed as histone H1 phosphorylation-associated depletion in ATP level by luminescence assay Inhibition of human CDK2/ Cyclin A catalytic subunit expressed in Sf9 insect cells assessed as histone H1 phosphorylation-associated depletion in ATP level by luminescence assay	[PMID: 19632122]
Sf9	IC₅₀	500 μM Compound: 1	Inhibition of human CDK2/GST-cyclin A expressed in Sf9 cells assessed as histone phosphorylation Inhibition of human CDK2/GST-cyclin A expressed in Sf9 cells assessed as histone phosphorylation	[PMID: 18650093]
SK-MEL-28	IC₅₀	9.3 μM Compound: 1, NSC-622398	Antitumor activity against human SK-MEL-28 cells Antitumor activity against human SK-MEL-28 cells	[PMID: 15165138]
SK-MEL-5	IC₅₀	2 μM Compound: 1, NSC-622398	Antitumor activity against human SK-MEL-5 cells Antitumor activity against human SK-MEL-5 cells	[PMID: 15165138]
SK-OV-3	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human SKOV3 cells Antitumor activity against human SKOV3 cells	[PMID: 15165138]
SN12C	IC₅₀	4.2 μM Compound: 1, NSC-622398	Antitumor activity against human SN12C cells Antitumor activity against human SN12C cells	[PMID: 15165138]
SNB-19	IC₅₀	6.1 μM Compound: 1, NSC-622398	Antitumor activity against human SNB19 cells Antitumor activity against human SNB19 cells	[PMID: 15165138]
SNB-75	IC₅₀	5.4 μM Compound: 1, NSC-622398	Antitumor activity against human SNB75 cells Antitumor activity against human SNB75 cells	[PMID: 15165138]
SR	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human SR cells Antitumor activity against human SR cells	[PMID: 15165138]
SW-620	IC₅₀	3.7 μM Compound: 1, NSC-622398	Antitumor activity against human SW620 cells Antitumor activity against human SW620 cells	[PMID: 15165138]
T47D	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human T47D cells Antitumor activity against human T47D cells	[PMID: 15165138]
TK-10	IC₅₀	5.4 μM Compound: 1, NSC-622398	Antitumor activity against human TK10 cells Antitumor activity against human TK10 cells	[PMID: 15165138]
U-251	IC₅₀	3.6 μM Compound: 1, NSC-622398	Antitumor activity against human U251 cells Antitumor activity against human U251 cells	[PMID: 15165138]
UACC-257	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human UACC257 cells Antitumor activity against human UACC257 cells	[PMID: 15165138]
UACC-62	IC₅₀	4.9 μM Compound: 1, NSC-622398	Antitumor activity against human UACC62 cells Antitumor activity against human UACC62 cells	[PMID: 15165138]
UO-31	IC₅₀	>10 μM Compound: 1, NSC-622398	Antitumor activity against human UO31 cells Antitumor activity against human UO31 cells	[PMID: 15165138]

In Vitro

Fascaplysin induces autophagy as a cytoprotective response via ROS and p8 in vascular endothelial cells (VECs)^[2].
Fascaplysin targets metabolic activity of the prostate cancer cells, without disrupting cell membrane's integrity^[2].
. Fascaplysin induces caspase mediated crosstalk between apoptosis and autophagy through the inhibition of PI3K/AKT/mTOR signaling cascade in human leukemia HL-60 cells^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Fascaplysin suppresses the growth of S180 cell-implanted tumors in vivo^[2]

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS. Nr. 114719-57-2
Appearance Solid
Molecular Weight 306.75
Formel C₁₈H₁₁ClN₂O
Color Light yellow to brown
SMILES

O=C1C2=C3NC4=C(C=CC=C4)C3=CC=[N+]2C5=C1C=CC=C5.[Cl-]
Structure Classification
- Alkaloids
- Indole Alkaloids
Initial Source
- Marine natural products
- Sponge
- Animals
sponge
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, sealed storage, away from moisture

* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 16 mg/mL (52.16 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.2600 mL

16.2999 mL

32.5998 mL

5 mM

0.6520 mL

3.2600 mL

6.5200 mL

10 mM

0.3260 mL

1.6300 mL

3.2600 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (278 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. BenjaminPelcman, Gordon WGribble. Total synthesis of the marine sponge pigment fascaplysin. Tetrahedron Letters. 1990, 31(17):2381-2384.

[2]. Zhidkov ME, et al. Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. Mar Drugs. 2019 Aug 25;17(9):496. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.2600 mL	16.2999 mL	32.5998 mL	81.4996 mL
	5 mM	0.6520 mL	3.2600 mL	6.5200 mL	16.2999 mL
	10 mM	0.3260 mL	1.6300 mL	3.2600 mL	8.1500 mL
	15 mM	0.2173 mL	1.0867 mL	2.1733 mL	5.4333 mL
	20 mM	0.1630 mL	0.8150 mL	1.6300 mL	4.0750 mL
	25 mM	0.1304 mL	0.6520 mL	1.3040 mL	3.2600 mL
	30 mM	0.1087 mL	0.5433 mL	1.0867 mL	2.7167 mL
	40 mM	0.0815 mL	0.4075 mL	0.8150 mL	2.0375 mL
	50 mM	0.0652 mL	0.3260 mL	0.6520 mL	1.6300 mL

Keywords

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Fascaplysin

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High-Throughput Natural Product Library

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Lactylation Compound Library

Mass Spectrometry Natural Product Library

Alle CDK Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Fascaplysin Related Classifications

HY-112328 Related Classifications