[Asp3, ADMAdda5, Dhb7] microcystin RR

Details

• Internal ID: d722ebe5-5f8a-4b82-a200-8a56e2042012
• 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]-8,15-bis[3-(diaminomethylideneamino)propyl]-2-ethylidene-5,19-dimethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid
• InChI: InChI=1S/C49H73N13O13/c1-7-32-43(68)56-29(5)42(67)60-35(16-12-22-55-49(52)53)45(70)62-37(47(73)74)25-40(65)58-34(15-11-21-54-48(50)51)44(69)59-33(28(4)41(66)61-36(46(71)72)19-20-39(64)57-32)18-17-26(2)23-27(3)38(75-30(6)63)24-31-13-9-8-10-14-31/h7-10,13-14,17-18,23,27-29,33-38H,11-12,15-16,19-22,24-25H2,1-6H3,(H,56,68)(H,57,64)(H,58,65)(H,59,69)(H,60,67)(H,61,66)(H,62,70)(H,71,72)(H,73,74)(H4,50,51,54)(H4,52,53,55)/b18-17+,26-23+,32-7?/t27-,28-,29+,33-,34-,35-,36+,37+,38-/m0/s1
• InChI Key: XHKHVZRIQATICZ-RYPFVCKKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₃N₁₃O₁₃
• Molecular Weight: 1052.20 g/mol
• Exact Mass: 1051.54507943 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 13
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5724	57.24%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8818	88.18%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.8538	85.38%
CYP3A4 substrate	+	0.7323	73.23%
CYP2C9 substrate	-	0.5868	58.68%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.8080	80.80%
CYP2C8 inhibition	+	0.7696	76.96%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7226	72.26%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5433	54.33%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4787	47.87%
Acute Oral Toxicity (c)	III	0.4768	47.68%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	+	0.6410	64.10%
Glucocorticoid receptor binding	+	0.6621	66.21%
Aromatase binding	+	0.6814	68.14%
PPAR gamma	+	0.7806	78.06%
Honey bee toxicity	-	0.6704	67.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6516	65.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.91%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL3837	P07711	Cathepsin L	95.47%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.14%	97.64%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.17%	85.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.52%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.47%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.89%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	91.51%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.80%	82.69%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.58%	91.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.83%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.33%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.92%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.78%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.20%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.73%	90.20%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.31%	96.47%
CHEMBL1902	P62942	FK506-binding protein 1A	81.87%	97.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.63%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.48%	93.03%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.27%	95.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.70%	88.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.70%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583100
• LOTUS: LTS0024697
• wikiData: Q75052801