Actinoidin A2

Details

• Internal ID: de4efb1f-bed1-4cf4-9ffc-37c91e2898f5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,18R,19R,22S,25R,28S,40S)-19-[[(2S)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-2-[(2S,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-48-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C7C(=O)NC(C8=C(C(=CC(=C8)O)OC9C(C(C(C(O9)CO)O)O)O)C1=C(C=CC(=C1)C(C(=O)N7)NC(=O)C5NC(=O)C(NC(=O)C(C(C1=CC=C(O4)C=C1)O)NC(=O)C(C1=CC=C(C=C1)O)N)CC1=CC=CC=C1)O)C(=O)O)OC1CC(C(C(O1)C)OC)N)Cl)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@@H](C7C(=O)N[C@@H](C8=C(C(=CC(=C8)O)O[C@@H]9[C@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C1=C(C=CC(=C1)[C@@H](C(=O)N7)NC(=O)[C@@H]5NC(=O)[C@@H](NC(=O)[C@@H]([C@@H](C1=CC=C(O4)C=C1)O)NC(=O)[C@H](C1=CC=C(C=C1)O)N)CC1=CC=CC=C1)O)C(=O)O)O[C@@H]1C[C@@H]([C@H]([C@@H](O1)C)OC)N)Cl)CO)O)O)O)O)O
• InChI: InChI=1S/C84H93ClN8O33/c1-31-62(99)66(103)69(106)82(118-31)126-74-68(105)65(102)53(30-95)123-84(74)125-73-50-24-38-25-51(73)120-48-20-14-37(23-44(48)85)72(124-54-28-45(86)71(116-3)32(2)117-54)61-80(113)91-59(81(114)115)43-26-40(97)27-49(121-83-70(107)67(104)64(101)52(29-94)122-83)55(43)42-22-36(13-19-47(42)98)57(77(110)93-61)90-78(111)58(38)89-75(108)46(21-33-7-5-4-6-8-33)88-79(112)60(63(100)35-11-17-41(119-50)18-12-35)92-76(109)56(87)34-9-15-39(96)16-10-34/h4-20,22-27,31-32,45-46,52-54,56-72,74,82-84,94-107H,21,28-30,86-87H2,1-3H3,(H,88,112)(H,89,108)(H,90,111)(H,91,113)(H,92,109)(H,93,110)(H,114,115)/t31-,32+,45+,46+,52-,53+,54-,56+,57+,58-,59+,60-,61?,62+,63-,64-,65-,66-,67+,68+,69-,70+,71+,72+,74-,82+,83+,84+/m1/s1
• InChI Key: GLOPOTSIJYIVFQ-PJXXSDKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₄H₉₃ClN₈O₃₃
• Molecular Weight: 1778.10 g/mol
• Exact Mass: 1776.5533551 g/mol
• Topological Polar Surface Area (TPSA): 649.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 34
• H-Bond Donor: 23
• Rotatable Bonds: 17

Synonyms

• RefChem:109514
• 108905-13-1
• (2S,18R,19R,22S,25R,28S,40S)-19-(((2S)-2-amino-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino)-2-(((2S,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl)oxy)-22-benzyl-5-chloro-48-(((2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy)oxan-2-yl)oxy)-18,20,23,26,32,37,42,44-octahydroxy-35-(((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo(26.14.2.2,.2,.1,.1,.0,.0,)pentaconta-3,5,8,10,12(48),14,16,20,23,26,29(45),30,32,34(39),35,37,41,43,46,49-icosaene-40-carboxylate
• (2S,18R,19R,22S,25R,28S,40S)-19-(((2S)-2-amino-2-(4-hydroxyphenyl)acetyl)amino)-2-((2S,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl)oxy-22-benzyl-5-chloro-48-((2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-((2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl)oxy-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo(26.14.2.23,6.214,17.18,12.129,33.010,25.034,39)pentaconta-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
• (2S,18R,19R,22S,25R,28S,40S)-19-[[(2S)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-2-[(2S,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-22-benzyl-5-chloro-48-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-18,32,37-trihydroxy-20,23,26,42,44-pentaoxo-35-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8,10,12(48),14(47),15,17(46),29(45),30,32,34(39),35,37,49-pentadecaene-40-carboxylic acid
• (2S,18R,19R,22S,25R,28S,40S)-19-{[(2S)-2-amino-1-hydroxy-2-(4-hydroxyphenyl)ethylidene]amino}-2-{[(2S,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy}-22-benzyl-5-chloro-48-{[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-18,20,23,26,32,37,42,44-octahydroxy-35-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2,.2,.1,.1,.0,.0,]pentaconta-3,5,8,10,12(48),14,16,20,23,26,29(45),30,32,34(39),35,37,41,43,46,49-icosaene-40-carboxylate
• SCHEMBL29885054
• CHEBI:222341

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6466	64.66%
Caco-2	-	0.8579	85.79%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Nucleus	0.6677	66.77%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8499	84.99%
CYP3A4 substrate	+	0.7617	76.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.7264	72.64%
CYP2C9 inhibition	-	0.8224	82.24%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.8612	86.12%
CYP2C8 inhibition	+	0.8695	86.95%
CYP inhibitory promiscuity	-	0.7116	71.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7557	75.57%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5736	57.36%
skin sensitisation	-	0.8732	87.32%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6804	68.04%
Acute Oral Toxicity (c)	III	0.6489	64.89%
Estrogen receptor binding	+	0.6196	61.96%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.7635	76.35%
Glucocorticoid receptor binding	+	0.8101	81.01%
Aromatase binding	+	0.7108	71.08%
PPAR gamma	+	0.8082	80.82%
Honey bee toxicity	-	0.6001	60.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5548	55.48%
Fish aquatic toxicity	-	0.5756	57.56%

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%
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	99.54%	97.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.82%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.32%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.23%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.80%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.17%	86.33%
CHEMBL4208	P20618	Proteasome component C5	94.04%	90.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.92%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.81%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.35%	96.21%
CHEMBL242	Q92731	Estrogen receptor beta	92.06%	98.35%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.33%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	91.07%	91.19%
CHEMBL204	P00734	Thrombin	90.07%	96.01%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.04%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.91%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.63%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	89.17%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.42%	89.50%
CHEMBL236	P41143	Delta opioid receptor	88.30%	99.35%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.44%	89.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.64%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.06%	95.93%
CHEMBL2535	P11166	Glucose transporter	84.97%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.47%	97.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.40%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.84%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.42%	95.89%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.12%	98.89%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.35%	97.64%
CHEMBL1951	P21397	Monoamine oxidase A	80.27%	91.49%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	80.01%	89.76%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588996
• LOTUS: LTS0120673
• wikiData: Q105011130