[5-[(2R)-2-[(3R,6S,9R,11S,15S,18R,21R,24R,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-18-(hexadecanoylamino)-11,21,25-trihydroxy-15-(hydroxymethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate

Details

• Internal ID: ea420b88-f623-49f2-8cd7-b252614ed279
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: [5-[(2R)-2-[(3R,6S,9R,11S,15S,18R,21R,24R,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-18-(hexadecanoylamino)-11,21,25-trihydroxy-15-(hydroxymethyl)-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-6-yl]-2-hydroxyethyl]-2-hydroxyphenyl] hydrogen sulfate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)NC1CCC(NC(=O)C2C(C(CN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)CO)O)C(CC4=CC(=C(C=C4)O)OS(=O)(=O)O)O)C(CC(=O)N)O)C)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)N[C@@H]1CC[C@H](NC(=O)[C@H]2[C@H]([C@H](CN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H]3C[C@@H](CN3C(=O)[C@@H](NC1=O)CO)O)[C@@H](CC4=CC(=C(C=C4)O)OS(=O)(=O)O)O)[C@@H](CC(=O)N)O)C)O)O
• InChI: InChI=1S/C50H80N8O19S/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-39(65)52-31-18-20-40(66)54-48(71)43-44(67)28(2)25-58(43)50(73)42(36(63)24-38(51)64)56-47(70)41(35(62)21-29-17-19-34(61)37(22-29)77-78(74,75)76)55-46(69)33-23-30(60)26-57(33)49(72)32(27-59)53-45(31)68/h17,19,22,28,30-33,35-36,40-44,59-63,66-67H,3-16,18,20-21,23-27H2,1-2H3,(H2,51,64)(H,52,65)(H,53,68)(H,54,71)(H,55,69)(H,56,70)(H,74,75,76)/t28-,30-,31+,32-,33+,35+,36+,40+,41-,42+,43+,44-/m0/s1
• InChI Key: FXXXVZDWMMLIOC-MRJPCHEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀N₈O₁₉S
• Molecular Weight: 1129.30 g/mol
• Exact Mass: 1128.52604353 g/mol
• Topological Polar Surface Area (TPSA): 443.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -2.48
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7819	78.19%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3699	36.99%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8426	84.26%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	+	0.8630	86.30%
CYP3A4 substrate	+	0.7380	73.80%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.7682	76.82%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	-	0.8064	80.64%
CYP2C8 inhibition	+	0.8288	82.88%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.6169	61.69%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7600	76.00%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3739	37.39%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6127	61.27%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5857	58.57%
Acute Oral Toxicity (c)	III	0.5731	57.31%
Estrogen receptor binding	+	0.7730	77.30%
Androgen receptor binding	+	0.7304	73.04%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.5739	57.39%
Aromatase binding	+	0.6336	63.36%
PPAR gamma	+	0.7466	74.66%
Honey bee toxicity	-	0.7262	72.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6613	66.13%
Fish aquatic toxicity	+	0.9261	92.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.07%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.26%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.70%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.56%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.69%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	94.15%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.81%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.31%	91.03%
CHEMBL4581	P52732	Kinesin-like protein 1	92.97%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.47%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	90.14%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.14%	96.90%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.60%	92.86%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	89.37%	96.00%
CHEMBL204	P00734	Thrombin	88.66%	96.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.78%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.27%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.23%	97.14%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.84%	94.66%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.76%	95.83%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.52%	92.88%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.21%	94.01%
CHEMBL5255	O00206	Toll-like receptor 4	85.22%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.20%	94.33%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.92%	96.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.91%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.38%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.33%	93.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.18%	97.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.56%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.20%	96.61%
CHEMBL2535	P11166	Glucose transporter	82.86%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.46%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.24%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.33%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.56%	82.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190967
• LOTUS: LTS0152173
• wikiData: Q105004359