Aspereline H

Details

• Internal ID: 9d98a830-c139-423a-8d9a-0e61bf1ed76f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: [(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[2-[(2-acetamido-2-methylpropanoyl)amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-3-methylpentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]pyrrolidin-2-yl]methyl acetate
• InChI: InChI=1S/C47H82N10O12/c1-20-26(4)32(50-37(64)42(8,9)53-34(61)31(25(2)3)49-38(65)44(12,13)55-39(66)45(14,15)51-28(6)58)35(62)54-46(16,17)40(67)56-43(10,11)36(63)48-27(5)33(60)52-47(18,19)41(68)57-23-21-22-30(57)24-69-29(7)59/h25-27,30-32H,20-24H2,1-19H3,(H,48,63)(H,49,65)(H,50,64)(H,51,58)(H,52,60)(H,53,61)(H,54,62)(H,55,66)(H,56,67)/t26?,27-,30-,31-,32-/m0/s1
• InChI Key: KCNVGXNTEXQPAC-WCGFRGNPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₂N₁₀O₁₂
• Molecular Weight: 979.20 g/mol
• Exact Mass: 978.61136809 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 23

Synonyms

• [(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[2-[(2-acetamido-2-methylpropanoyl)amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-3-methylpentanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]pyrrolidin-2-yl]methyl acetate
• ((2S)-1-(2-(((2S)-2-((2-((2-(((2S)-2-((2-(((2S)-2-((2-((2-acetamido-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)-3-methylbutanoyl)amino)-2-methylpropanoyl)amino)-3-methylpentanoyl)amino)-2-methylpropanoyl)amino)-2-methylpropanoyl)amino)propanoyl)amino)-2-methylpropanoyl)pyrrolidin-2-yl)methyl acetate
• RefChem:114754
• CHEBI:215200

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8095	80.95%
Caco-2	-	0.8532	85.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4959	49.59%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8602	86.02%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	+	0.6536	65.36%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	0.6200	62.00%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.5611	56.11%
CYP2C9 inhibition	-	0.8026	80.26%
CYP2C19 inhibition	-	0.5468	54.68%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.6390	63.90%
CYP inhibitory promiscuity	-	0.7198	71.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6325	63.25%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7383	73.83%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	-	0.8799	87.99%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5259	52.59%
Acute Oral Toxicity (c)	III	0.6613	66.13%
Estrogen receptor binding	+	0.7257	72.57%
Androgen receptor binding	+	0.6406	64.06%
Thyroid receptor binding	+	0.6032	60.32%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	+	0.6876	68.76%
PPAR gamma	+	0.7173	71.73%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.44%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.65%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.46%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.79%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	93.01%	91.19%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.90%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.24%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.09%	96.38%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.47%	94.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.85%	94.66%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.19%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.03%	96.77%
CHEMBL3202	P48147	Prolyl endopeptidase	89.93%	90.65%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.62%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.54%	96.95%
CHEMBL333	P08253	Matrix metalloproteinase-2	89.08%	96.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3691	Q13822	Autotaxin	87.93%	96.39%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	87.71%	95.52%
CHEMBL240	Q12809	HERG	87.65%	89.76%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.48%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.30%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.95%	94.33%
CHEMBL4072	P07858	Cathepsin B	86.49%	93.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.48%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	85.82%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.55%	97.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.55%	99.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.08%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.98%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.73%	98.75%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	83.47%	98.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.16%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.05%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.92%	90.93%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.62%	97.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.00%	97.14%
CHEMBL1873	P00750	Tissue-type plasminogen activator	81.72%	93.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.76%	97.86%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.63%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.45%	85.14%

Plants that contains it

• Garcinia cowa
• Garcinia oblongifolia

Cross-Links

• PubChem: 139588514
• LOTUS: LTS0112338
• wikiData: Q105191513