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Heterocyclic compounds

Microcystin-lr

Also known as Microcystin LR, Cyanoginosin LR, Cyanoginosin-LR

CAS 101043-37-2Formula C49H74N10O12Molar mass 995.19 g/molEC 621-323-9
GHS signal word: Danger. Pictograms: Acute toxicity (severe), Harmful or irritant 23 suppliers listed
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Microcystin-lr chemical structure, C49H74N10O12, CAS 101043-37-2
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Solid, clear film
Density
1.29 g/ cm³
Solubility
Highly soluble in water
HS code
293379
Category
Heterocyclic compounds
Illustrative photo, colourless crystals in a clear glass bottle on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Microcystin-lr?

Plain description, key identifiers and synonyms

Microcystin-LR is a microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl,L-arginyl, 2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle. Produced by the cyanobacterium Microcystis aeruginosa, it is the most studied of the microcystins. It has a role as a xenobiotic, an EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor, a bacterial metabolite and an environmental contaminant.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
CAS number
101043-37-2 CAS number cross-checked
EC number
621-323-9
Molecular formula
C49H74N10O12
UNII
EQ8332842Y
MDL number
MFCD00871766
InChIKey
ZYZCGGRZINLQBL-GWRQVWKTSA-N
InChI
InChI=1S/C49H74N10O12/c1-26(2)23-37-46(66)58-40(48(69)70)30(6)42(62)55-35(17-14-22-52-49(50)51)45(65)54-34(19-18-27(3)24-28(4)38(71-10)25-33-15-12-11-13-16-33)29(5)41(61)56-36(47(67)68)20-21-39(60)59(9)32(8)44(64)53-31(7)43(63)57-37/h11-13,15-16,18-19,24,26,28-31,34-38,40H,8,14,17,20-23,25H2,1-7,9-10H3,(H,53,64)(H,54,65)(H,55,62)(H,56,61)(H,57,63)(H,58,66)(H,67,68)(H,69,70)(H4,50,51,52)/b19-18+,27-24+/t28-,29-,30-,31+,34-,35-,36+,37-,38-,40+/m0/s1
Canonical SMILES
C=C1C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(=O)O)C(C)C(=O)NC(CCCN=C(N)N)C(=O)NC(C=CC(C)=CC(C)C(Cc2ccccc2)OC)C(C)C(=O)NC(C(=O)O)CCC(=O)N1C
Isomeric SMILES
C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C

Synonyms

  • Microcystin LR
  • Cyanoginosin LR
  • Cyanoginosin-LR
  • MCYST-LR
  • Akerstox
  • Microcystis aeruginosa toxin
  • Microcystin-a
  • Toxin I (Microcystis aeruginosa)
  • 5-L-Argininecyanoginosin LA
  • Toxin T 17 (Microcystis aeruginosa)
  • cyclo(Ala-Leu-MAsp-Arg-Adda-isoGlu-Mdha)
  • microcystin-la, 5-l-arginine-
  • Toxin, blue green alga, Microcystis aeruginosa
  • toxin t-17 (Microcystis aeruginosa)
  • Microcystin-leucine arginine
  • microcystin-leucine arginine (MC-LR)
  • cyclo(alanyl-leucyl-beta-methylaspartyl-arginyl-(3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid)-isoglutamyl-N-methyldehydroalanyl)
  • Toxin-LR
  • Cyanoginosin LA, 5-L-arginine-
  • toxin I, cyanobacterium
  • 5-L-Arginine-microcystin LA
  • MCLR
  • Cyanoginosin-LR, MC-LR, Toxin T 17 (Microcystis aeruginosa)
  • Microcystin LR Solution in Methanol, 20ug/mL

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

Appearance
Solid, clear filmexp.
Density
1.29 g/ cm³exp.
Solubility
Highly soluble in waterexp.

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
995.19 g/molcalc.
Exact mass
994.5488 Dacalc.
LogP (octanol/water)
0.62calc.
Topological polar surface area
343.1 Ųcalc.
Hydrogen bond donors
10calc.
Hydrogen bond acceptors
11calc.
Rotatable bonds
15calc.
Heavy atoms
71calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.55calc.
Formal charge
0calc.
Stereocentres
10calc.
Lipinski rule of five
Fails (3 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, C=C1NC(=O)CCCNC(=O)CC(C=CC=CCCCc2ccccc2)NC(=O)CNC(=O)CCNC(=O)CNC(=O)CNC1=O

C=C1NC(=O)CCCNC(=O)CC(C=CC=CCCCc2ccccc2)NC(=O)CNC(=O)CCNC(=O)CNC(=O)CNC1=O

2 rings, 46 atoms.

22 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)
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H300 + H310Fatal if swallowed. Fatal in contact with skin.
  • H300Fatal if swallowed.
  • H310Fatal in contact with skin.
  • H315Causes skin irritation.
  • H317May cause an allergic skin reaction.
  • H319Causes serious eye irritation.
  • H335May cause respiratory irritation.
Precautionary statements (24)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • 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.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P316Get emergency medical help immediately.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P362 + P364Take off 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

Microcystin-lr suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 23 suppliers
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Where suppliers are based

23 suppliers in 6 countries

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Microcystin-lr price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Enzyme Inhibitors

Roles

  • bacterial metabolite
  • environmental contaminant
  • enzyme inhibitor
  • metabolite
  • prokaryotic metabolite
  • xenobiotic

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 Microcystin-lr is traded under.

HS 2933.79Indicative HS code

Lactams, other lactams

World exports in 2024
$16.2B
−64.4% vs 2023, imports $15.4B
2019 to 2024
Top exporters
  1. Ireland37.0%
  2. France * partner reported15.6%
  3. Spain11.3%
Top importers
  1. Germany27.8%
  2. Ireland18.9%
  3. Panama * partner reported12.9%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

Quick answers about Microcystin-lr, based on the data on this page

What is Microcystin-lr?

Microcystin-LR is a microcystin consisting of D-alanyl, L-leucyl, (3S)-3-methyl-D-beta-aspartyl,L-arginyl, 2S,3S,4E,6E,8S,9S)-3-amino-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyldecanoyl, D-gamma-glutamyl, and 2,3-didehydro-N-methylalanyl residues joined into a 25-membered macrocycle.

What is the CAS number of Microcystin-lr?

The CAS registry number of Microcystin-lr is 101043-37-2.

What is the molecular formula and weight of Microcystin-lr?

The molecular formula of Microcystin-lr is C49H74N10O12 and its molar mass is 995.19 g/mol.

What is Microcystin-lr used for?

Known uses and roles of Microcystin-lr include biochemical and pharmacological tools in research and laboratory, bacterial metabolite, environmental contaminant, enzyme inhibitor, metabolite and 3 more.

Is Microcystin-lr hazardous?

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

What is the HS code of Microcystin-lr?

Microcystin-lr is usually classified under HS code 293379 (Lactams, other lactams). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Microcystin-lr?

CompoundList lists 23 suppliers of Microcystin-lr in United States, China, United Kingdom, Hong Kong and 2 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Microcystin-lr?

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

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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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