Muscotoxin A

Details

• Internal ID: a337e942-54c4-44f9-9bd5-6ef242d22356
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(6R,13S,19R,22S,25E,28S,31R,34S,37S)-34-benzyl-19,31-bis[(2S)-butan-2-yl]-25-ethylidene-9-hydroxy-10-(2-hydroxyheptyl)-22,28-bis(hydroxymethyl)-2,5,8,12,18,21,24,27,30,33,36-undecaoxo-1,4,7,11,17,20,23,26,29,32,35-undecazatricyclo[35.3.0.013,17]tetracontan-6-yl]propanamide
• SMILES (Canonical): CCCCCC(CC1C(C(=O)NC(C(=O)NCC(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(=CC)C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N1)C(C)CC)CO)CO)C(C)CC)CC4=CC=CC=C4)CCC(=O)N)O)O
• SMILES (Isomeric): CCCCCC(CC1C(C(=O)N[C@@H](C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N/C(=C/C)/C(=O)N[C@H](C(=O)N[C@@H](C(=O)N3CCC[C@H]3C(=O)N1)[C@@H](C)CC)CO)CO)[C@@H](C)CC)CC4=CC=CC=C4)CCC(=O)N)O)O
• InChI: InChI=1S/C58H90N12O16/c1-7-11-13-20-35(73)28-38-48(76)57(85)62-37(23-24-44(59)74)49(77)60-29-45(75)69-25-16-21-42(69)54(82)64-39(27-34-18-14-12-15-19-34)51(79)67-46(32(5)8-2)56(84)66-40(30-71)52(80)61-36(10-4)50(78)65-41(31-72)53(81)68-47(33(6)9-3)58(86)70-26-17-22-43(70)55(83)63-38/h10,12,14-15,18-19,32-33,35,37-43,46-48,71-73,76H,7-9,11,13,16-17,20-31H2,1-6H3,(H2,59,74)(H,60,77)(H,61,80)(H,62,85)(H,63,83)(H,64,82)(H,65,78)(H,66,84)(H,67,79)(H,68,81)/b36-10+/t32-,33-,35?,37+,38?,39-,40-,41-,42-,43-,46+,47+,48?/m0/s1
• InChI Key: WYLYXGBHDIWORI-OJRIBGMLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₀N₁₂O₁₆
• Molecular Weight: 1211.40 g/mol
• Exact Mass: 1210.65977483 g/mol
• Topological Polar Surface Area (TPSA): 427.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -3.21
• H-Bond Acceptor: 16
• H-Bond Donor: 14
• Rotatable Bonds: 17

Synonyms

• DTXSID001236375

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8708	87.08%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5833	58.33%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8164	81.64%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9067	90.67%
BSEP inhibitior	+	0.9661	96.61%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.8758	87.58%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	+	0.5895	58.95%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.8764	87.64%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.9131	91.31%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.8994	89.94%
CYP2C8 inhibition	+	0.7454	74.54%
CYP inhibitory promiscuity	-	0.9786	97.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3655	36.55%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4588	45.88%
Acute Oral Toxicity (c)	III	0.6215	62.15%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.7147	71.47%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.6812	68.12%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6152	61.52%
Fish aquatic toxicity	+	0.7760	77.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.56%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.52%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.41%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.79%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.33%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.63%	95.89%
CHEMBL4071	P08311	Cathepsin G	95.49%	94.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.01%	93.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.76%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.17%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	92.08%	97.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.22%	94.66%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.95%	93.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.85%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.24%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.51%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.30%	96.47%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.44%	91.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.69%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.56%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.28%	92.88%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.22%	95.00%
CHEMBL2443	P49862	Kallikrein 7	85.89%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.68%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.55%	94.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.23%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.14%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%
CHEMBL4616	Q92847	Ghrelin receptor	82.60%	92.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.43%	98.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.31%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.05%	97.29%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.67%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	81.05%	95.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.75%	96.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.44%	95.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.28%	99.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683706
• LOTUS: LTS0242587
• wikiData: Q104203039