Basic information
- CAS
114719-57-2- Standard SMILES
O=C1c2ccccc2-[n+]2ccc3c([nH]c4ccccc43)c21.[Cl-]- InChIKey
PWUOOJVYZQILBG-UHFFFAOYSA-N- Molecular formula
- C18H11ClN2O
- Average molar mass
- 306.7 g/mol
- Monoisotopic mass
- 306.0559907
Overview
from tropic sea sponges
Names & identifiers
- Preferred name
- Fascaplysine
- IUPAC
- 3-aza-13-azoniapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4,6,8,11,14,16,18-nonaen-20-one chloride
- English name
- FASCAPLYSIN CHLORIDE
- Molecular formula
- C18H11ClN2O
- Molecular weight
- 306.74574
Names & synonyms
FascaplysineFascaplisinePyrido(1,2a:3,4-b')diindol-5-ium, 12,13-dihydro-13-oxo-, chlorideRefChem:921476Fascaplysin chlorideCHEMBL258765NSC622398[?]one3-aza-13-azoniapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4,6,8,11,14,16,18-nonaen-20-one;chloride12,13-Dihydro-13-oxopyrido[1,2-a:3,4-b']diindol-5-ium chloridePyrido[1,2-a:3,4-b']diindol-5-ium, 12,13-dihydro-13-oxo-, chloride13-Oxo-4a,12,13,13a-tetrahydro-pyrido[1,2-a:3,4-b]diindol-5-ylium
Show more names
Fascaplysin chloride hydrateFascaplysin (chloride)|CDK4 inhibitorFascaplysin, ATP-competitve CDK4 inhibitor12,13-dihydro-13-oxo-pyrido[1,2-a:3,4-b']diindol-5-ium,monochlorideFascaplysine hydrate, Pyrido[1,2-a:3,4-b]diindol-5-ium,12,13-dihydro-13-oxo-, chloride (9CI)3-aza-13-azoniapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(13),2(10),4,6,8,11,14,16,18-nonaen-20-one
FASCAPLYSINCHLORIDEorb1700619SCHEMBL15531753DTXSID401364966HMS3229G1012,13-dihydro-13-oxo-pyrido[1,2-a:3,4-b']diindol-5-ium, monochlorideAKOS040694871CCG-206840
Properties
Computed structural properties
- Topological polar surface area
- 36.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 450
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in DMSO (up to 20 mg/ml) or in Water (up to 2 mg/ml)
- form
- solid
- color
- Dark red-brown
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.
- InChI
- 1S/C18H10N2O.ClH/c21-18-13-6-2-4-8-15(13)20-10-9-12-11-5-1-3-7-14(11)19-16(12)17(18)20;/h1-10H;1H
- InChIKey
- PWUOOJVYZQILBG-UHFFFAOYSA-N
- UNSPSC Code
- 12352200 · 12352200
- Hazard Codes
- Xi,T
- Risk Statements
- 36 · 36/37/38-61-45-20/21/22
- Safety Statements
- 26 · 26-53-45-36/37/39
- WGK Germany
- 1 · WGK 1
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 1
- risk_code
- 36/37/38-61-45-20/21/22
- hazard_code
- Xi,T
- safety_code
- 26-53-45-36/37/39
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionFascaplysin (114719-57-2) is a novel marine natural product isolated fromThorectandra sp.1A potent and selective inhibitor of cyclin dependent kinase 4/cyclin D1 (IC50= 0.35 μM) and is less selective for Cdk6/D1 (IC50= 3.4 μM). Displays antiangiogenic acitivity.2Fascaplysin displays high cytotoxic activity against small cell lung cancer cell lines acting via multiple mechanisms including topoisomerase I, DNA integrity and ROS.3
UsesFascaplysin Chloride is a selective CDK4/cyclin D1 inhibitor. Downregulates the PI3K pathway in cancer cells and also has an effect on erythrocytes and thrombosis.
Suppliers9 total
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
BOC Sciences[email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
ChemeGen 中国18818260767 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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