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Alkaloids

Liriodenine

Also known as Micheline B, Oxoushinsunine, Spermatheridine

CAS 475-75-2Formula C17H9NO3Molar mass 275.26 g/molEC 836-649-9
GHS signal word: Danger. Pictograms: Acute toxicity (severe) 4 suppliers listed
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Liriodenine chemical structure, C17H9NO3, CAS 475-75-2
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
475-75-2
Formula
C17H9NO3
Molar mass
275.26 g/mol
EC number
836-649-9
HS code
293979
Category
Alkaloids

What is Liriodenine?

Plain description, key identifiers and synonyms

Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities. It has a role as a metabolite, an antimicrobial agent, an antineoplastic agent, an antifungal agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is an oxoaporphine alkaloid, an oxacycle, an organic heteropentacyclic compound, a cyclic ketone and an alkaloid antibiotic. It is functionally related to an aporphine.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one
CAS number
475-75-2 CAS number cross-checked
EC number
836-649-9
Molecular formula
C17H9NO3
UNII
E134R7X4O9
InChIKey
MUMCCPUVOAUBAN-UHFFFAOYSA-N
InChI
InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
SMILES (canonical and isomeric)
C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=CC=CC=C53

Synonyms

  • Micheline B
  • Oxoushinsunine
  • Spermatheridine
  • Spermatheridin
  • Oxoushinsunin
  • Ushinsunine, oxo-
  • 8H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinolin-8-one
  • Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)-
  • 8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one
  • 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
  • Spermatheridine, VLT 045
  • 3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one
  • liriodemine
  • Hiriodenine
  • Noraporphin-7-one,5,6,6a-tetradehydro-1,2-(methylenedioxy)-
  • 4-27-00-06585 (Beilstein Handbook Reference)
  • 8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one #
  • 2H,8H-[1,3]Benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one
  • 3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
275.26 g/molcalc.
Exact mass
275.0582 Dacalc.
LogP (octanol/water)
3.17calc.
Topological polar surface area
48.42 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
0calc.
Heavy atoms
21calc.
Rings
5calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.06calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3

O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3

5 rings, 21 atoms. This chemical is the scaffold itself.

13 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)

Hazard statements

  • H301Toxic if swallowed.
  • H311Toxic in contact with skin.
  • H331Toxic if inhaled.
Precautionary statements (16)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P316Get emergency medical help immediately.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Liriodenine suppliers

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All 4 suppliers
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Where suppliers are based

4 suppliers in 2 countries

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Liriodenine price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

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Uses and applications

What the substance is used for, by industry and function

Roles

  • antifungal agent
  • antimicrobial agent
  • antineoplastic agent
  • enzyme inhibitor
  • metabolite
  • pharmaceutical

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Liriodenine is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Liriodenine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Liriodenine, based on the data on this page

What is Liriodenine?

Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.

What is the CAS number of Liriodenine?

The CAS registry number of Liriodenine is 475-75-2.

What is the molecular formula and weight of Liriodenine?

The molecular formula of Liriodenine is C17H9NO3 and its molar mass is 275.26 g/mol.

What is Liriodenine used for?

Known uses and roles of Liriodenine include antifungal agent, antimicrobial agent, antineoplastic agent, enzyme inhibitor, metabolite and 1 more.

Is Liriodenine hazardous?

Liriodenine carries the GHS signal word "Danger". Main hazards: toxic if swallowed, toxic in contact with skin, toxic if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Liriodenine?

Liriodenine is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Liriodenine?

CompoundList lists 4 suppliers of Liriodenine in China and Netherlands. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Liriodenine?

Suppliers quote Liriodenine on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Liriodenine

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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