Helioferin A

Details

• Internal ID: e7ce9254-6510-435f-aec4-5139e386c351
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-N-[(2S)-6-hydroxy-1-[[(2S)-1-[[1-[[(2S,3S)-1-[[(2S,3S)-1-[[1-[[1-[1-(2-hydroxyethylamino)propan-2-ylamino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-methyl-1,8-dioxodecan-2-yl]-1-(2-methyloctanoyl)pyrrolidine-2-carboxamide
• InChI: InChI=1S/C57H104N10O12/c1-17-21-22-23-25-37(8)51(76)67-28-24-26-43(67)48(73)61-42(31-34(5)30-41(70)32-40(69)20-4)47(72)60-39(10)46(71)64-55(11,12)53(78)63-44(35(6)18-2)49(74)62-45(36(7)19-3)50(75)65-57(15,16)54(79)66-56(13,14)52(77)59-38(9)33-58-27-29-68/h34-39,41-45,58,68,70H,17-33H2,1-16H3,(H,59,77)(H,60,72)(H,61,73)(H,62,74)(H,63,78)(H,64,71)(H,65,75)(H,66,79)/t34?,35-,36-,37?,38?,39-,41?,42-,43-,44-,45-/m0/s1
• InChI Key: YGRSOHXUOXMZOV-ZLQVPVCVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₁₀₄N₁₀O₁₂
• Molecular Weight: 1121.50 g/mol
• Exact Mass: 1120.78351879 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 37

Synonyms

• RefChem:145499
• 163365-06-8
• (2S)-6-Hydroxy-2-((hydroxy((2S)-1-(2-methyloctanoyl)pyrrolidin-2-yl)methylidene)amino)-N-((1S)-1-((1-(((1S,2S)-1-(((1S,2S)-1-((1-((1-((1-((2-hydroxyethyl)amino)propan-2-yl)-C-hydroxycarbonimidoyl)-1-methylethyl)-C-hydroxycarbonimidoyl)-1-methylethyl)-C-hydroxycarbonimidoyl)-2-methylbutyl)-C-hydroxycarbonimidoyl)-2-methylbutyl)-C-hydroxycarbonimidoyl)-1-methylethyl)-C-hydroxycarbonimidoyl)ethyl)-4-methyl-8-oxodecanimidate
• (2S)-6-Hydroxy-2-({hydroxy[(2S)-1-(2-methyloctanoyl)pyrrolidin-2-yl]methylidene}amino)-N-[(1S)-1-[(1-{[(1S,2S)-1-{[(1S,2S)-1-[(1-{[1-({1-[(2-hydroxyethyl)amino]propan-2-yl}-C-hydroxycarbonimidoyl)-1-methylethyl]-C-hydroxycarbonimidoyl}-1-methylethyl)-C-hydroxycarbonimidoyl]-2-methylbutyl]-C-hydroxycarbonimidoyl}-2-methylbutyl]-C-hydroxycarbonimidoyl}-1-methylethyl)-C-hydroxycarbonimidoyl]ethyl]-4-methyl-8-oxodecanimidate
• CHEBI:217840

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8821	88.21%
Caco-2	-	0.8586	85.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5431	54.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9555	95.55%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8768	87.68%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7592	75.92%
CYP3A4 inhibition	-	0.7186	71.86%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.8289	82.89%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	+	0.7034	70.34%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6099	60.99%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.8598	85.98%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7549	75.49%
skin sensitisation	-	0.8903	89.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6844	68.44%
Acute Oral Toxicity (c)	III	0.6809	68.09%
Estrogen receptor binding	+	0.7143	71.43%
Androgen receptor binding	+	0.7285	72.85%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	+	0.7282	72.82%
PPAR gamma	+	0.7719	77.19%
Honey bee toxicity	-	0.7917	79.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	-	0.4773	47.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	99.26%	95.52%
CHEMBL4801	P29466	Caspase-1	99.16%	96.85%
CHEMBL3837	P07711	Cathepsin L	99.11%	96.61%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.04%	98.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	98.86%	92.86%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.34%	93.56%
CHEMBL4123	P30989	Neurotensin receptor 1	98.15%	96.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.14%	94.66%
CHEMBL230	P35354	Cyclooxygenase-2	98.00%	89.63%
CHEMBL2514	O95665	Neurotensin receptor 2	97.93%	100.00%
CHEMBL240	Q12809	HERG	97.47%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.40%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	97.27%	98.10%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.27%	97.29%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.26%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	95.95%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.85%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	95.50%	98.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	95.01%	91.81%
CHEMBL321	P14780	Matrix metalloproteinase 9	94.89%	92.12%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.61%	96.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.45%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	93.99%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.90%	100.00%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	93.65%	97.50%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	93.03%	97.43%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.40%	97.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL283	P08254	Matrix metalloproteinase 3	91.82%	97.29%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	91.67%	99.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.66%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	91.37%	98.59%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.25%	95.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	90.73%	96.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.70%	97.14%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	89.99%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.93%	97.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	89.72%	93.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.69%	82.38%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	89.55%	85.40%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.29%	96.90%
CHEMBL204	P00734	Thrombin	89.22%	96.01%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	89.20%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.96%	95.50%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	88.05%	98.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.76%	91.03%
CHEMBL3468	P55210	Caspase-7	87.30%	95.68%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.15%	97.23%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	87.10%	99.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.67%	94.33%
CHEMBL3691	Q13822	Autotaxin	86.65%	96.39%
CHEMBL260	Q16539	MAP kinase p38 alpha	86.65%	97.78%
CHEMBL4073	P09237	Matrix metalloproteinase 7	86.11%	97.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.05%	98.75%
CHEMBL3176	O43603	Galanin receptor 2	85.80%	98.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.77%	97.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.76%	96.38%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	85.67%	83.14%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.40%	87.16%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	85.15%	94.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.04%	90.08%
CHEMBL2474	P53582	Methionine aminopeptidase 1	84.94%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.66%	93.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.22%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.98%	93.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.50%	97.50%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.16%	92.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL238	Q01959	Dopamine transporter	83.07%	95.88%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.93%	99.17%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.91%	95.27%
CHEMBL5028	O14672	ADAM10	82.75%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.70%	92.88%
CHEMBL2885	P07451	Carbonic anhydrase III	82.59%	87.45%
CHEMBL3018	Q9Y5Y6	Matriptase	82.39%	98.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.24%	96.00%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	82.19%	96.67%
CHEMBL236	P41143	Delta opioid receptor	81.97%	99.35%
CHEMBL5255	O00206	Toll-like receptor 4	81.73%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.50%	91.24%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.47%	96.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.81%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.66%	96.21%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.44%	90.24%
CHEMBL4040	P28482	MAP kinase ERK2	80.28%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	80.26%	95.93%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.25%	98.46%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.23%	98.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587429
• LOTUS: LTS0275239
• wikiData: Q77565809