Mastoparan B

Details

• Internal ID: 9fa0d67e-3ace-439a-8051-ef8296257d45
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2R)-2-amino-4-methylpentanoyl]amino]hexanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxypropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-N-[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxohexan-2-yl]hexanamide
• SMILES (Canonical): CCC(C)C(C(=O)NC(C(C)C)C(=O)NC(CO)C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(C(C)C)C(=O)NC(CC(C)C)C(=O)N)NC(=O)C(CO)NC(=O)C(CCCCN)NC(=O)C(CC(C)C)NC(=O)C(CCCCN)NC(=O)C(CC(C)C)N
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](CC(C)C)N
• InChI: InChI=1S/C78H138N20O16/c1-14-47(12)64(98-75(111)61(41-100)94-70(106)55(29-19-23-33-81)90-73(109)58(37-44(6)7)92-69(105)54(28-18-22-32-80)88-67(103)51(83)35-42(2)3)78(114)97-63(46(10)11)77(113)95-60(40-99)74(110)93-59(38-49-39-85-52-26-16-15-25-50(49)52)72(108)86-48(13)66(102)87-53(27-17-21-31-79)68(104)89-56(30-20-24-34-82)71(107)96-62(45(8)9)76(112)91-57(65(84)101)36-43(4)5/h15-16,25-26,39,42-48,51,53-64,85,99-100H,14,17-24,27-38,40-41,79-83H2,1-13H3,(H2,84,101)(H,86,108)(H,87,102)(H,88,103)(H,89,104)(H,90,109)(H,91,112)(H,92,105)(H,93,110)(H,94,106)(H,95,113)(H,96,107)(H,97,114)(H,98,111)/t47-,48-,51+,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-/m0/s1
• InChI Key: NSFBOCKFBVQQKB-LTKSBDBTSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₈H₁₃₈N₂₀O₁₆
• Molecular Weight: 1612.10 g/mol
• Exact Mass: 1611.05996840 g/mol
• Topological Polar Surface Area (TPSA): 608.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -2.16
• H-Bond Acceptor: 21
• H-Bond Donor: 22
• Rotatable Bonds: 57

Synonyms

• 137354-65-5
• Mast cell degranulating peptide (vespa basalis)
• DTXSID90160142
• RefChem:155966
• DTXCID7082633
• (2S)-6-amino-2-(((2S)-2-(((2S)-2-(((2S)-2-(((2S)-2-(((2S,3S)-2-(((2S)-2-(((2S)-6-amino-2-(((2S)-2-(((2S)-6-amino-2-(((2R)-2-amino-4-methylpentanoyl)amino)hexanoyl)amino)-4-methylpentanoyl)amino)hexanoyl)amino)-3-hydroxypropanoyl)amino)-3-methylpentanoyl)amino)-3-methylbutanoyl)amino)-3-hydroxypropanoyl)amino)-3-(1H-indol-3-yl)propanoyl)amino)propanoyl)amino)-N-((2S)-6-amino-1-(((2S)-1-(((2S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)amino)-1-oxohexan-2-yl)hexanamide
• SCHEMBL29829610
• DA-55246
• D-Leucyl-L-lysyl-L-leucyl-L-lysyl-L-seryl-L-isoleucyl-L-valyl-L-seryl-L-tryptophyl-L-alanyl-L-lysyl-L-lysyl-L-valyl-L-leucinamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9734	97.34%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3751	37.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.7499	74.99%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8769	87.69%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7692	76.92%
CYP3A4 inhibition	-	0.8986	89.86%
CYP2C9 inhibition	-	0.8515	85.15%
CYP2C19 inhibition	-	0.8122	81.22%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.7680	76.80%
CYP2C8 inhibition	+	0.5664	56.64%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6601	66.01%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.7953	79.53%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7274	72.74%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9040	90.40%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6571	65.71%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	-	0.4905	49.05%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	+	0.7446	74.46%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	+	0.7839	78.39%
PPAR gamma	+	0.7712	77.12%
Honey bee toxicity	-	0.8319	83.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.3958	39.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.90%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.84%	97.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.02%	98.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	96.23%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.82%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	95.37%	87.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.93%	98.05%
CHEMBL2514	O95665	Neurotensin receptor 2	93.23%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	93.10%	90.20%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.39%	88.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.12%	97.21%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.23%	100.00%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	90.96%	96.28%
CHEMBL3176	O43603	Galanin receptor 2	90.93%	98.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	90.57%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.17%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.31%	83.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.42%	97.64%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	88.40%	88.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.16%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.19%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.86%	96.95%
CHEMBL4581	P52732	Kinesin-like protein 1	86.77%	93.18%
CHEMBL2535	P11166	Glucose transporter	86.74%	98.75%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	86.73%	98.94%
CHEMBL3776	Q14790	Caspase-8	85.40%	97.06%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	84.92%	98.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.77%	82.86%
CHEMBL230	P35354	Cyclooxygenase-2	84.51%	89.63%
CHEMBL3308	P55212	Caspase-6	83.88%	97.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.82%	96.47%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.69%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.26%	96.90%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	82.81%	95.48%
CHEMBL1808	P12821	Angiotensin-converting enzyme	82.80%	93.39%
CHEMBL255	P29275	Adenosine A2b receptor	82.72%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	82.32%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.70%	89.62%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.50%	92.32%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.02%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3081833
• LOTUS: LTS0241197
• wikiData: Q105184992