(1S,2R,19R,22R,34S,37R,40R,52S)-47-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-64-[(2S,3R,4R,5S,6S)-6-carboxy-4,5-dihydroxy-3-(10-methylundecanoylamino)oxan-2-yl]oxy-5,32-dichloro-2,26,31,44,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14(63),15,17(62),23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,65-henicosaene-52-carboxylic acid

Details

• Internal ID: 095cb974-14ca-4295-9191-e35c5a36fb56
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,2R,19R,22R,34S,37R,40R,52S)-47-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-64-[(2S,3R,4R,5S,6S)-6-carboxy-4,5-dihydroxy-3-(10-methylundecanoylamino)oxan-2-yl]oxy-5,32-dichloro-2,26,31,44,49-pentahydroxy-22-(methylamino)-21,35,38,54,56,59-hexaoxo-7,13,28-trioxa-20,36,39,53,55,58-hexazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8,10,12(64),14(63),15,17(62),23(61),24,26,29(60),30,32,41(57),42,44,46(51),47,49,65-henicosaene-52-carboxylic acid
• SMILES (Canonical): CC(C)CCCCCCCCC(=O)NC1C(C(C(OC1OC2=C3C=C4C=C2OC5=C(C=C(C=C5)C(C6C(=O)NC(C7=C(C(=CC(=C7)O)OC8C(C(C(C(O8)COC(=O)C)O)O)O)C9=C(C=CC(=C9)C(C(=O)N6)NC(=O)C4NC(=O)C1C2=C(C(=CC(=C2)OC2=C(C=CC(=C2)C(C(=O)NC(CC2=CC=C(O3)C=C2)C(=O)N1)NC)O)O)Cl)O)C(=O)O)O)Cl)C(=O)O)O)O
• SMILES (Isomeric): CC(C)CCCCCCCCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=C3C=C4C=C2OC5=C(C=C(C=C5)[C@H]([C@H]6C(=O)N[C@@H](C7=C(C(=CC(=C7)O)O[C@@H]8[C@H]([C@H]([C@@H]([C@H](O8)COC(=O)C)O)O)O)C9=C(C=CC(=C9)[C@H](C(=O)N6)NC(=O)[C@@H]4NC(=O)[C@@H]1C2=C(C(=CC(=C2)OC2=C(C=CC(=C2)[C@H](C(=O)N[C@H](CC2=CC=C(O3)C=C2)C(=O)N1)NC)O)O)Cl)O)C(=O)O)O)Cl)C(=O)O)O)O
• InChI: InChI=1S/C85H90Cl2N8O30/c1-34(2)11-9-7-5-6-8-10-12-58(101)90-67-70(104)72(106)75(83(116)117)125-84(67)124-74-55-27-40-28-56(74)121-52-22-17-39(25-47(52)86)68(102)66-81(113)94-65(82(114)115)45-29-41(97)30-54(122-85-73(107)71(105)69(103)57(123-85)33-118-35(3)96)59(45)44-24-37(15-20-49(44)98)62(78(110)95-66)91-79(111)63(40)92-80(112)64-46-31-43(32-51(100)60(46)87)120-53-26-38(16-21-50(53)99)61(88-4)77(109)89-48(76(108)93-64)23-36-13-18-42(119-55)19-14-36/h13-22,24-32,34,48,57,61-73,75,84-85,88,97-100,102-107H,5-12,23,33H2,1-4H3,(H,89,109)(H,90,101)(H,91,111)(H,92,112)(H,93,108)(H,94,113)(H,95,110)(H,114,115)(H,116,117)/t48-,57-,61-,62-,63-,64+,65+,66+,67-,68-,69-,70-,71+,72+,73+,75+,84-,85+/m1/s1
• InChI Key: RUZXTUGXTHXXHX-KQPWHZEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₅H₉₀Cl₂N₈O₃₀
• Molecular Weight: 1774.60 g/mol
• Exact Mass: 1772.5139889 g/mol
• Topological Polar Surface Area (TPSA): 584.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 29
• H-Bond Donor: 20
• Rotatable Bonds: 19

Synonyms

• RefChem:108369
• (1S,2R,19R,22R,34S,37R,40R,52S)-47-(((2R,3S,4S,5S,6R)-6-((acetyloxy)methyl)-3,4,5-trihydroxyoxan-2-yl)oxy)-64-(((2S,3R,4R,5S,6S)-6-carboxy-4,5-dihydroxy-3-((1-hydroxy-10-methylundecylidene)amino)oxan-2-yl)oxy)-5,32-dichloro-2,21,26,31,35,38,44,49,54,56,59-undecahydroxy-22-(methylamino)-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo(38.14.2.2,.2,.2,.1,.1,.1,.1,.0,.0,)hexahexaconta-3,5,8,10,12(64),14,16,20,23(61),24,26,29(60),30,32,35,38,41(57),42,44,46(51),47,49,53,55,58,62,65-heptacosaene-52-carboxylate
• (1S,2R,19R,22R,34S,37R,40R,52S)-47-{[(2R,3S,4S,5S,6R)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-64-{[(2S,3R,4R,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(1-hydroxy-10-methylundecylidene)amino]oxan-2-yl]oxy}-5,32-dichloro-2,21,26,31,35,38,44,49,54,56,59-undecahydroxy-22-(methylamino)-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.2,.2,.2,.1,.1,.1,.1,.0,.0,]hexahexaconta-3,5,8,10,12(64),14,16,20,23(61),24,26,29(60),30,32,35,38,41(57),42,44,46(51),47,49,53,55,58,62,65-heptacosaene-52-carboxylate
• CHEBI:219945

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6422	64.22%
Caco-2	-	0.8588	85.88%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Nucleus	0.4558	45.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8335	83.35%
CYP3A4 substrate	+	0.7612	76.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.8573	85.73%
CYP2C8 inhibition	+	0.8772	87.72%
CYP inhibitory promiscuity	-	0.7415	74.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5495	54.95%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8955	89.55%
Skin irritation	-	0.7722	77.22%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7539	75.39%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5344	53.44%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5208	52.08%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.5669	56.69%
Androgen receptor binding	+	0.7605	76.05%
Thyroid receptor binding	+	0.8070	80.70%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.7425	74.25%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.6125	61.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5247	52.47%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.93%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	99.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.21%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.97%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.77%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	96.44%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.66%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.65%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	95.44%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.33%	93.56%
CHEMBL2535	P11166	Glucose transporter	92.92%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.64%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.71%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.02%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.79%	96.90%
CHEMBL5957	P21589	5'-nucleotidase	90.76%	97.78%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.22%	95.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.92%	89.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.47%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.12%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.18%	96.95%
CHEMBL1914	P06276	Butyrylcholinesterase	87.14%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.61%	89.67%
CHEMBL5255	O00206	Toll-like receptor 4	85.33%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.97%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	84.72%	91.49%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.13%	97.31%
CHEMBL340	P08684	Cytochrome P450 3A4	83.67%	91.19%
CHEMBL236	P41143	Delta opioid receptor	83.59%	99.35%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.61%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.10%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.65%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588813
• LOTUS: LTS0138426
• wikiData: Q105245916