Keratinicyclin A

Details

• Internal ID: 1ad8b46a-5ede-43d0-8aab-94de34c63328
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,2R,18R,22R,25S,28R,31R,43S)-2-[(2R,4S,5R,6S)-4-amino-5-methoxy-6-methyloxan-2-yl]oxy-25-benzyl-5-chloro-51-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-35,40-dihydroxy-20,23,26,29,45,47-hexaoxo-38-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,13,19-trioxa-21,24,27,30,44,46-hexazanonacyclo[29.14.2.23,6.214,17.18,12.132,36.010,28.018,22.037,42]tripentaconta-3,5,8,10,12(51),14(50),15,17(49),32(48),33,35,37(42),38,40,52-pentadecaene-43-carboxylic acid
• InChI: InChI=1S/C76H82ClN7O33/c1-26-61(106-2)37(78)23-46(107-26)113-63-30-11-15-40(36(77)18-30)109-43-20-31-19-42(64(43)114-75-65(57(93)54(90)45(25-86)112-75)115-74-60(96)56(92)58(94)72(104)117-74)108-33-12-8-28(9-13-33)62-52(84-76(105)116-62)69(100)79-38(16-27-6-4-3-5-7-27)66(97)80-49(31)68(99)81-48-29-10-14-39(88)34(17-29)47-35(50(71(102)103)82-70(101)51(63)83-67(48)98)21-32(87)22-41(47)110-73-59(95)55(91)53(89)44(24-85)111-73/h3-15,17-22,26,37-38,44-46,48-63,65,72-75,85-96,104H,16,23-25,78H2,1-2H3,(H,79,100)(H,80,97)(H,81,99)(H,82,101)(H,83,98)(H,84,105)(H,102,103)/t26-,37-,38-,44+,45+,46-,48+,49+,50-,51-,52+,53+,54+,55-,56+,57-,58+,59-,60+,61-,62+,63+,65+,72+,73-,74+,75-/m0/s1
• InChI Key: PQAHJVSDLKKUPG-ZEAWWCTDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₆H₈₂ClN₇O₃₃
• Molecular Weight: 1656.90 g/mol
• Exact Mass: 1655.4642058 g/mol
• Topological Polar Surface Area (TPSA): 612.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -2.66
• H-Bond Acceptor: 33
• H-Bond Donor: 21
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7270	72.70%
Caco-2	-	0.8583	85.83%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Nucleus	0.5246	52.46%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9245	92.45%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.8282	82.82%
CYP3A4 substrate	+	0.7600	76.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8453	84.53%
CYP3A4 inhibition	-	0.5702	57.02%
CYP2C9 inhibition	-	0.7704	77.04%
CYP2C19 inhibition	-	0.7442	74.42%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	+	0.8692	86.92%
CYP inhibitory promiscuity	-	0.5859	58.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Danger	0.4441	44.41%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7856	78.56%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7735	77.35%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4671	46.71%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.6775	67.75%
Androgen receptor binding	+	0.7591	75.91%
Thyroid receptor binding	+	0.7422	74.22%
Glucocorticoid receptor binding	+	0.7918	79.18%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.8134	81.34%
Honey bee toxicity	-	0.6111	61.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5648	56.48%
Fish aquatic toxicity	+	0.6849	68.49%

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	99.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.90%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	94.74%	97.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.14%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.97%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.82%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.35%	99.15%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.26%	97.33%
CHEMBL4208	P20618	Proteasome component C5	89.98%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.51%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.97%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.92%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.30%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.48%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	85.83%	91.49%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	85.49%	95.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.21%	97.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.68%	95.78%
CHEMBL340	P08684	Cytochrome P450 3A4	83.16%	91.19%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.82%	98.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.76%	85.14%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.57%	92.29%
CHEMBL3384	Q16512	Protein kinase N1	81.07%	80.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.99%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683559
• LOTUS: LTS0037795
• wikiData: Q105213130