Janthinocin A

Details

• Internal ID: 750c37fa-42b6-420f-bd34-4b4ae4448429
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S,3R)-2-amino-N-[(3S,6S,9S,12S,15E,18R,21R,24S,27S,28S)-6-(3-aminopropyl)-3-benzyl-15-ethylidene-24-[(1R)-1-hydroxyethyl]-9-[(S)-hydroxy(1H-indol-3-yl)methyl]-12,21-bis(hydroxymethyl)-18-[(1S)-1-hydroxy-2-methylpropyl]-2,5,8,11,14,17,20,23,26-nonaoxo-28-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-27-yl]-3-methylpentanamide
• InChI: InChI=1S/C57H84N12O16/c1-9-29(7)40(59)52(79)69-44-47(28(5)6)85-57(84)37(23-31-17-12-11-13-18-31)63-49(76)36(21-16-22-58)62-55(82)43(46(74)33-24-60-35-20-15-14-19-32(33)35)68-50(77)38(25-70)64-48(75)34(10-2)61-54(81)42(45(73)27(3)4)67-51(78)39(26-71)65-53(80)41(30(8)72)66-56(44)83/h10-15,17-20,24,27-30,36-47,60,70-74H,9,16,21-23,25-26,58-59H2,1-8H3,(H,61,81)(H,62,82)(H,63,76)(H,64,75)(H,65,80)(H,66,83)(H,67,78)(H,68,77)(H,69,79)/b34-10+/t29-,30-,36+,37+,38+,39-,40+,41+,42-,43+,44+,45+,46+,47+/m1/s1
• InChI Key: OLHPIHADOUWWTO-OPAQULKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₄N₁₂O₁₆
• Molecular Weight: 1193.30 g/mol
• Exact Mass: 1192.61282464 g/mol
• Topological Polar Surface Area (TPSA): 457.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -3.58
• H-Bond Acceptor: 18
• H-Bond Donor: 17
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9088	90.88%
Caco-2	-	0.8664	86.64%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3901	39.01%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.7309	73.09%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	+	0.7426	74.26%
P-glycoprotein substrate	+	0.8729	87.29%
CYP3A4 substrate	+	0.7322	73.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.6474	64.74%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.7777	77.77%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.8332	83.32%
CYP2C8 inhibition	+	0.7582	75.82%
CYP inhibitory promiscuity	-	0.6856	68.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7711	77.11%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6698	66.98%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	+	0.7449	74.49%
Androgen receptor binding	+	0.7356	73.56%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.7843	78.43%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8456	84.56%

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	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.74%	97.64%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	93.87%	83.10%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.28%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.91%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.34%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.85%	99.17%
CHEMBL3837	P07711	Cathepsin L	90.05%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.00%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.84%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.76%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.86%	98.59%
CHEMBL226	P30542	Adenosine A1 receptor	86.79%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.56%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.43%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.07%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.92%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.82%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.47%	93.03%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.00%	94.23%
CHEMBL1949	P62937	Cyclophilin A	84.76%	98.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.52%	88.42%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.35%	91.38%
CHEMBL4581	P52732	Kinesin-like protein 1	82.61%	93.18%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.42%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.57%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	81.41%	90.20%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.99%	94.08%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.82%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588925
• LOTUS: LTS0032571
• wikiData: Q105193983