Lipovelutibol A

Details

• Internal ID: a3872062-46e6-457e-9bbb-383abd17d83d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S,3S)-2-[[(2S)-3-hydroxy-2-[[2-methyl-2-[[(2S)-4-methyl-2-[[(2S)-2-[[2-(octanoylamino)acetyl]amino]propanoyl]amino]pentanoyl]amino]propanoyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]-4-methylpentanoic acid
• InChI: InChI=1S/C38H69N7O10/c1-11-13-14-15-16-17-29(47)39-20-30(48)40-25(8)32(49)41-26(18-22(3)4)34(51)45-38(9,10)37(55)43-28(21-46)33(50)44-31(24(7)12-2)35(52)42-27(36(53)54)19-23(5)6/h22-28,31,46H,11-21H2,1-10H3,(H,39,47)(H,40,48)(H,41,49)(H,42,52)(H,43,55)(H,44,50)(H,45,51)(H,53,54)/t24-,25-,26-,27-,28-,31-/m0/s1
• InChI Key: RXBPMQROEPWYAU-POOCDACNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₉N₇O₁₀
• Molecular Weight: 784.00 g/mol
• Exact Mass: 783.51059142 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 27

Synonyms

• (2S)-2-[[(2S,3S)-2-[[(2S)-3-hydroxy-2-[[2-methyl-2-[[(2S)-4-methyl-2-[[(2S)-2-[[2-(octanoylamino)acetyl]amino]propanoyl]amino]pentanoyl]amino]propanoyl]amino]propanoyl]amino]-3-methylpentanoyl]amino]-4-methylpentanoic acid
• (2S)-2-(((2S,3S)-2-(((2S)-1,3-dihydroxy-2-((1-hydroxy-2-(((2S)-1-hydroxy-2-(((2S)-1-hydroxy-2-((1-hydroxy-2-((1-hydroxyoctylidene)amino)ethylidene)amino)propylidene)amino)-4-methylpentylidene)amino)-2-methylpropylidene)amino)propylidene)amino)-1-hydroxy-3-methylpentylidene)amino)-4-methylpentanoate
• (2S)-2-(((2S,3S)-2-(((2S)-3-hydroxy-2-((2-methyl-2-(((2S)-4-methyl-2-(((2S)-2-((2-(octanoylamino)acetyl)amino)propanoyl)amino)pentanoyl)amino)propanoyl)amino)propanoyl)amino)-3-methylpentanoyl)amino)-4-methylpentanoic acid
• (2S)-2-{[(2S,3S)-2-{[(2S)-1,3-dihydroxy-2-[(1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2S)-1-hydroxy-2-({1-hydroxy-2-[(1-hydroxyoctylidene)amino]ethylidene}amino)propylidene]amino}-4-methylpentylidene]amino}-2-methylpropylidene)amino]propylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-4-methylpentanoate
• RefChem:153625
• CHEBI:208816

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6656	66.56%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5919	59.19%
OATP2B1 inhibitior	-	0.5803	58.03%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8436	84.36%
P-glycoprotein inhibitior	+	0.7342	73.42%
P-glycoprotein substrate	+	0.7609	76.09%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	+	0.6356	63.56%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.8397	83.97%
CYP2C9 inhibition	-	0.8922	89.22%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.8919	89.19%
CYP2C8 inhibition	-	0.5663	56.63%
CYP inhibitory promiscuity	-	0.9400	94.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.8472	84.72%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4862	48.62%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5316	53.16%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6608	66.08%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.6717	67.17%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.5399	53.99%
Glucocorticoid receptor binding	+	0.5799	57.99%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5969	59.69%
Fish aquatic toxicity	+	0.7508	75.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	99.94%	89.63%
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.22%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.98%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.15%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.90%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	97.55%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	96.56%	98.94%
CHEMBL236	P41143	Delta opioid receptor	95.51%	99.35%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	95.28%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	94.71%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.37%	90.17%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	93.22%	92.26%
CHEMBL299	P17252	Protein kinase C alpha	93.17%	98.03%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	93.04%	96.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.53%	100.00%
CHEMBL3176	O43603	Galanin receptor 2	92.14%	98.89%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	91.86%	89.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.79%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.40%	96.47%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.18%	92.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.73%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL3776	Q14790	Caspase-8	90.33%	97.06%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.24%	85.94%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	90.04%	85.40%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.99%	92.88%
CHEMBL260	Q16539	MAP kinase p38 alpha	89.66%	97.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.64%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.35%	95.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.16%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.66%	98.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	88.27%	91.81%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.02%	85.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.80%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.78%	97.79%
CHEMBL3468	P55210	Caspase-7	86.67%	95.68%
CHEMBL3308	P55212	Caspase-6	85.31%	97.56%
CHEMBL268	P43235	Cathepsin K	84.77%	96.85%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.07%	100.00%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	84.05%	93.85%
CHEMBL259	P32245	Melanocortin receptor 4	83.93%	95.38%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	83.77%	92.80%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.48%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.29%	96.90%
CHEMBL1781	P11387	DNA topoisomerase I	83.08%	97.00%
CHEMBL4123	P30989	Neurotensin receptor 1	82.97%	96.67%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.77%	86.67%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	82.64%	94.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.58%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.41%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.20%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.13%	94.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.99%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.30%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	81.19%	98.10%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.74%	93.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.14%	94.66%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589887
• LOTUS: LTS0000231
• wikiData: Q105246908