Microcystin-lr

Details

• Internal ID: a127ec24-b33c-472b-93d1-3f9b6a6a6e85
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• 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
• 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
• InChI Key: ZYZCGGRZINLQBL-GWRQVWKTSA-N
• Popularity: 1,910 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₄N₁₀O₁₂
• Molecular Weight: 995.20 g/mol
• Exact Mass: 994.54876783 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 2.30

Synonyms

• 101043-37-2
• Microcystin LR
• Cyanoginosin LR
• Cyanoginosin-LR
• MCYST-LR
• Akerstox
• Microcystis aeruginosa toxin
• Microcystin-a
• Toxin I (Microcystis aeruginosa)
• CHEBI:6925
• 5-L-Argininecyanoginosin LA
• Toxin T 17 (Microcystis aeruginosa)
• EQ8332842Y
• NSC-733608
• cyclo(Ala-Leu-MAsp-Arg-Adda-isoGlu-Mdha)
• microcystin-la, 5-l-arginine-
• DTXSID3031654
• Toxin, blue green alga, Microcystis aeruginosa
• C05371
• toxin t-17 (Microcystis aeruginosa)
• 1,7-anhydro[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-2,3-didehydro-N-methylalanine]
• cyclo[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-2,3-didehydro-N-methylalanyl]
• 1,7-ANHYDRO(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-2,3-DIDEHYDRO-N-METHYLALANINE)
• cyclo(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-2,3-didehydro-N-methylalanyl)
• RefChem:158572
• Microcystin-leucine arginine
• DTXCID201765233
• microcystin-leucine arginine (MC-LR)
• cyclo(2,3-didehydro-n-methylalanyl-D-alanyl-l-leucyl-erythro-3-methyl-D-beta-aspartyl-l-arginyl-(2S,3S,4E,6E,8S,9S)-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyl-3-aminodecanoyl-d-gamma-glutamyl)
• cyclo(alanyl-leucyl-beta-methylaspartyl-arginyl-(3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid)-isoglutamyl-N-methyldehydroalanyl)
• (2S,5R,8S,12S,15S,18S,19S,22R)-15-(3-(diaminomethylideneamino)propyl)-2-(hydroxymethyl)-18-((1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl)-1,5,12,19-tetramethyl-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• Toxin-LR
• Cyanoginosin LA, 5-L-arginine-
• CHEMBL444092
• (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
• cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-erythro-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]
• toxin I, cyanobacterium
• C49H74N10O12
• 5-L-Arginine-microcystin LA
• UNII-EQ8332842Y
• HSDB 7751
• MCLR
• BRN 4779759
• Cyanoginosin-LR;MC-LR;Toxin T 17 (Microcystis aeruginosa)
• Epitope ID:1309326
• MICROCYSTIN-LR [HSDB]
• MICROCYSTIN-LR [IARC]
• GTPL4735
• orb1146469
• SCHEMBL29349513
• SCHEMBL29350615
• MSK9122
• ZYZCGGRZINLQBL-GWRQVWKTSA-N
• HY-P0072
• MSK9122-20M
• BDBM50061067
• MFCD00871766
• NSC733608
• CS-5404
• NSC 733608
• DA-55470
• Microcystin LR Solution in Methanol, 20ug/mL
• G92405
• Q6839436
• (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Guanidinopropyl)-8-Isobutyl-18-((1E,3E,5S,6S)-6-Methoxy-3,5-Dimethyl-7-Phenylhepta-1,3-Dien-1-Yl)-1,5,12,19-Tetramethyl-2-Methylene-3,6,9,13,16,20,25-Heptaoxo-1,4,7,10,14,17,21-Heptaazacyclopentacosane-11,22-Dicarboxy
• (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-guanidinopropyl)-8-isobutyl-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl]-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• (5R,8S,11R,12S,15S,18S,19S,22R)-15-[3-(Carbamimidoylamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-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-heptaazacyclopentacosane-11,22-dicarboxylic acid
• 1,7-ANHYDRO(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-2,3-DIDEHYDRO-N-METHYLALANINE)
• 15-(3-Guanidino-propyl)-8-isobutyl-18-((1E,3E)-6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21heptaaza-cyclopentacosane-11,22-dicarboxylic acid
• 15-(3-Guanidino-propyl)-8-isobutyl-18-(6-methoxy-3,5-dimethyl-7-phenyl-hepta-1,3-dienyl)-1,5,12,19-tetramethyl-2-methylene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21heptaaza-cyclopentacosane-11,22-dicarboxylic acid
• 8-[3-amino(imino)methylaminopropyl]-15-isobutyl-5-[6-methoxy-3,5-dimethyl-7-phenyl-(1E,3E)-1,3-heptadienyl]-4,11,18,22-tetramethyl-21-methylene-3,7,10,14,17,20,23-heptaoxo-2,6,9,13,16,19,22-heptaazacyclopentacosane-1,12-dicarboxylic acid
• CYCLO(2,3-DIDEHYDRO-N-METHYLALANYL-D-ALANYL-L-LEUCYL-(3S)-3-METHYL-D-.BETA.-ASPARTYL-L-ARGINYL-(2S,3S,4E,6E,8S,9S)-3-AMINO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYL-4,6-DECADIENOYL-D-.GAMMA.-GLUTAMYL)
• CYCLO(2,3-DIDEHYDRO-N-METHYLALANYL-D-ALANYL-L-LEUCYL-ERYTHRO-3-METHYL-D-.BETA.-ASPARTYL-L-ARGINYL-(2S,3S,4E,6E,8S,9S)-4,5,6,7-TETRADEHYDRO-9-METHOXY-2,6,8-TRIMETHYL-10-PHENYL-3-AMINODECANOYL-D-.GAMMA.-GLUTAMYL)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.51%	96.09%
CHEMBL4072	P07858	Cathepsin B	97.68%	93.67%
CHEMBL3837	P07711	Cathepsin L	96.40%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.44%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.10%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.74%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	89.38%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.15%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.72%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.62%	96.47%
CHEMBL2535	P11166	Glucose transporter	82.08%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.87%	97.33%
CHEMBL4644	P41968	Melanocortin receptor 3	81.79%	99.52%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.51%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 445434
• LOTUS: LTS0057516
• wikiData: Q6839436