Liriodenine

Modify Date: 2026-07-03 19:25:12

Liriodenine Structure
Liriodenine structure
Common Name Liriodenine
CAS Number 475-75-2 Molecular Weight 275.258
Density 1.5±0.1 g/cm3 Boiling Point 531.0±19.0 °C at 760 mmHg
Molecular Formula C17H9NO3 Melting Point N/A
MSDS N/A Flash Point 275.0±21.5 °C

 Use of Liriodenine


Liriodenine (Spermatheridine; VLT045) is an aporphine alkaloid isolated from the plant Mitrephora sirikitiae and has anti-cancer activities[1]. Liriodenine induces cell apoptosis, activates the intrinsic pathway by induction of caspase-3 and caspase-9[2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name liriodenine
Synonym More Synonyms

 Liriodenine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Liriodenine (Spermatheridine; VLT045) is an aporphine alkaloid isolated from the plant Mitrephora sirikitiae and has anti-cancer activities[1]. Liriodenine induces cell apoptosis, activates the intrinsic pathway by induction of caspase-3 and caspase-9[2].
Related Catalog
In Vitro Liriodenine is against P-388, KB, HT-29, MCF-7, A549, ASK and Hek-293 cells with IC50 values of 9.60 μM, 11.02 μM, 10.62 μM, 9.20 μM and 8.07μM, respectively.
References

[1]. Natthinee Anantachoke, et al. Cytotoxic Compounds From the Leaves and Stems of the Endemic Thai Plant Mitrephora sirikitiae. Pharm Biol

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.5±0.1 g/cm3
Boiling Point 531.0±19.0 °C at 760 mmHg
Molecular Formula C17H9NO3
Molecular Weight 275.258
Flash Point 275.0±21.5 °C
Exact Mass 275.058258
PSA 48.42000
LogP 3.30
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.768
InChIKey MUMCCPUVOAUBAN-UHFFFAOYSA-N
SMILES O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RB6036000
CHEMICAL NAME :
Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)-
CAS REGISTRY NUMBER :
475-75-2
BEILSTEIN REFERENCE NO. :
0273167
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C17-H9-NO3
MOLECULAR WEIGHT :
975.26

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PHREEB Pharmaceutical Research. (Thieme Inc., 381 Park Ave. S, New York, NY 10016) No.1- 1984- Volume(issue)/page/year: 4,495,1987
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
120 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PHREEB Pharmaceutical Research. (Thieme Inc., 381 Park Ave. S, New York, NY 10016) No.1- 1984- Volume(issue)/page/year: 4,495,1987

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Hazard Codes Xi

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  7

DownStream  0

 LiriodenineBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Inhibition of NO production in LPS-stimulated mouse RAW264.7 cells incubated for 24 h...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL5226936
Name: Displacement of [3H]SCH-23390 from rat dopamine D1 receptor
Source: ChEMBL
Target: D(1A) dopamine receptor
External Id: CHEMBL944160
Name: Displacement of [3H]raclopride from rat dopamine D2 receptor
Source: ChEMBL
Target: D(2) dopamine receptor
External Id: CHEMBL944161
Name: Displacement of [3H]DA from rat DAT
Source: ChEMBL
Target: Sodium-dependent dopamine transporter
External Id: CHEMBL944162
Name: Inhibition of Wnt signalling in human STF/293 cells assessed as decrease in c-myc lev...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3868893
Name: Inhibition of Wnt signalling in human STF/293 cells assessed as decrease in PPARdelta...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3868894
Name: Antiinflammatory activity in mouse RAW264.7 assessed as inhibition of LPS-induced NO ...
Source: ChEMBL
Target: RAW264.7
External Id: CHEMBL4812826
Name: Inhibition of Wnt signalling in human STF/293 cells assessed as decrease in beta-cate...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3868895
Name: Antifungal activity against Aspergillus niger after 3 days by broth microdilution met...
Source: ChEMBL
Target: Aspergillus niger
External Id: CHEMBL1114915
Name: Antifungal activity against Saccharomyces cerevisiae after 3 days by broth microdilut...
Source: ChEMBL
Target: Saccharomyces cerevisiae
External Id: CHEMBL1114914
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Spermatheridin
Oxoushinsunine
8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one
8H-1,3-Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one
8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one (9CI)
8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one
Liriodenine
Ushinsunine,oxo
Spermatheridine
Micheline B
Oxoushinsunin

 Liriodenine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the CAS number of liriodenine?
A: CAS number of liriodenine is 475-75-2.
Q: What is the InChIKey of liriodenine?
A: InChIKey of liriodenine is MUMCCPUVOAUBAN-UHFFFAOYSA-N.
Q: What is the molecular weight of liriodenine?
A: Molecular weight of liriodenine is 275.258.
Q: What is the SMILES notation of liriodenine?
A: SMILES notation of liriodenine is O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3.
Q: What are the upstream materials of liriodenine?
A: Related upstream materials(CAS) of liriodenine: 103769-50-2;2030-53-7;87489-85-8;7224-93-3;7241-00-1;87489-86-9;103769-52-4.
Q: What is the English name of liriodenine?
A: The English name of liriodenine is liriodenine.
Q: What is the boiling point of liriodenine?
A: Boiling point of liriodenine is 531.0±19.0 °C at 760 mmHg.
Q: What is the polar surface area (PSA) of liriodenine?
A: Polar surface area (PSA) of liriodenine is 48.42000.
Q: What are the uses of liriodenine?
A: Main uses of liriodenine: Liriodenine (Spermatheridine; VLT045) is an aporphine alkaloid isolated from the plant Mitrephora sirikitiae and has anti-cancer activities[1]. Liriodenine induces cell apoptosis, activates the intrinsic pathway by induction of caspase-3 and caspase-9[2].
Q: What is the molecular formula of liriodenine?
A: Molecular formula of liriodenine is C17H9NO3.

 Liriodeninefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
Dayang Chem (Hangzhou) Co., Ltd.
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