(Asp3, ADMAdda5, Dhb7) microcystin LR

Details

• Internal ID: d7287bec-68ee-4bec-a3a0-288cf313975b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (5R,8S,11R,15S,18S,19S,22R)-18-[(1E,3E,5S,6S)-6-acetyloxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-15-[3-(diaminomethylideneamino)propyl]-2-ethylidene-5,19-dimethyl-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/C49H72N10O13/c1-9-33-44(65)53-30(7)43(64)58-37(22-26(2)3)46(67)59-38(48(70)71)25-41(62)55-35(16-13-21-52-49(50)51)45(66)56-34(29(6)42(63)57-36(47(68)69)19-20-40(61)54-33)18-17-27(4)23-28(5)39(72-31(8)60)24-32-14-11-10-12-15-32/h9-12,14-15,17-18,23,26,28-30,34-39H,13,16,19-22,24-25H2,1-8H3,(H,53,65)(H,54,61)(H,55,62)(H,56,66)(H,57,63)(H,58,64)(H,59,67)(H,68,69)(H,70,71)(H4,50,51,52)/b18-17+,27-23+,33-9?/t28-,29-,30+,34-,35-,36+,37-,38+,39-/m0/s1
• InChI Key: LTHMLXBUIQLYAJ-HUBHJHLRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₂N₁₀O₁₃
• Molecular Weight: 1009.20 g/mol
• Exact Mass: 1008.52803239 g/mol
• Topological Polar Surface Area (TPSA): 369.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 12
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7925	79.25%
Caco-2	-	0.8654	86.54%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7933	79.33%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	+	0.9235	92.35%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9383	93.83%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.8647	86.47%
CYP3A4 substrate	+	0.7375	73.75%
CYP2C9 substrate	-	0.5868	58.68%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.7479	74.79%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	+	0.7901	79.01%
CYP inhibitory promiscuity	-	0.9178	91.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7429	74.29%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5433	54.33%
skin sensitisation	-	0.8245	82.45%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4789	47.89%
Acute Oral Toxicity (c)	III	0.3865	38.65%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.7226	72.26%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.6493	64.93%
Aromatase binding	+	0.6486	64.86%
PPAR gamma	+	0.8038	80.38%
Honey bee toxicity	-	0.6533	65.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8770	87.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.44%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL3837	P07711	Cathepsin L	97.90%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.25%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.86%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.35%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	94.54%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.41%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.70%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.30%	91.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.26%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.92%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.89%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.80%	89.67%
CHEMBL1255126	O15151	Protein Mdm4	88.00%	90.20%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.98%	90.08%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.49%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.83%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.75%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.25%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.84%	93.00%
CHEMBL3524	P56524	Histone deacetylase 4	82.67%	92.97%
CHEMBL1902	P62942	FK506-binding protein 1A	82.20%	97.05%
CHEMBL4072	P07858	Cathepsin B	82.15%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.17%	93.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.97%	88.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.42%	97.14%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.37%	95.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.04%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585968
• LOTUS: LTS0175521
• wikiData: Q77495848