Aspereline B

Details

• Internal ID: 845c96da-dd09-4f86-8a1c-7fbc0befdb1c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S,3S)-2-[[2-[[(2S)-2-[[2-[[(2S)-2-acetamidopropanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-N-[1-[[1-[[(2S)-1-[[1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]-3-methylpentanamide
• InChI: InChI=1S/C44H78N10O11/c1-18-24(4)30(48-37(63)41(10,11)51-33(59)29(23(2)3)47-36(62)40(8,9)49-31(57)25(5)45-27(7)56)34(60)52-43(14,15)38(64)53-42(12,13)35(61)46-26(6)32(58)50-44(16,17)39(65)54-21-19-20-28(54)22-55/h23-26,28-30,55H,18-22H2,1-17H3,(H,45,56)(H,46,61)(H,47,62)(H,48,63)(H,49,57)(H,50,58)(H,51,59)(H,52,60)(H,53,64)/t24-,25-,26-,28-,29-,30-/m0/s1
• InChI Key: MORKULGKMOXVCQ-QXUMGSNFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₈N₁₀O₁₁
• Molecular Weight: 923.20 g/mol
• Exact Mass: 922.58515334 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7466	74.66%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4871	48.71%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9201	92.01%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.7197	71.97%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.6404	64.04%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.8742	87.42%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	-	0.7524	75.24%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.8967	89.67%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7105	71.05%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7218	72.18%
skin sensitisation	-	0.8859	88.59%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6411	64.11%
Acute Oral Toxicity (c)	III	0.6755	67.55%
Estrogen receptor binding	+	0.7429	74.29%
Androgen receptor binding	+	0.6629	66.29%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.6639	66.39%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.8888	88.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8011	80.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.55%	97.25%
CHEMBL4072	P07858	Cathepsin B	96.61%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.21%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.88%	94.66%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.65%	96.31%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.62%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.47%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.15%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	91.98%	91.19%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	91.79%	96.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.26%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.00%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	88.60%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.85%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.79%	96.61%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.65%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.41%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.25%	98.75%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.15%	90.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.65%	99.18%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.50%	98.46%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.29%	97.56%
CHEMBL4801	P29466	Caspase-1	85.20%	96.85%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.82%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.79%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.51%	97.50%
CHEMBL3691	Q13822	Autotaxin	84.48%	96.39%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.32%	97.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.95%	100.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	83.75%	93.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.58%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.55%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.41%	94.45%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	83.20%	98.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.77%	96.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.27%	97.86%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.00%	98.24%
CHEMBL3202	P48147	Prolyl endopeptidase	81.43%	90.65%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.33%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.66%	96.90%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.49%	93.03%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.43%	98.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44178845
• LOTUS: LTS0002357
• wikiData: Q77493323