Jaspamide j

Details

• Internal ID: a87ac310-9ca6-4636-a27e-86f8ec24b5d1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (4R,7R,10S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,15,17,19-pentamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
• SMILES (Canonical): CC1CC(OC(=O)CC(NC(=O)C(N(C(=O)C(NC(=O)CCC(=C1)C)C)C)CC2=C(NC3=CC=CC=C32)Br)C4=CC=C(C=C4)O)C
• SMILES (Isomeric): C[C@@H]\1C[C@@H](OC(=O)C[C@@H](NC(=O)[C@H](N(C(=O)[C@@H](NC(=O)CC/C(=C1)/C)C)C)CC2=C(NC3=CC=CC=C32)Br)C4=CC=C(C=C4)O)C
• InChI: InChI=1S/C35H43BrN4O6/c1-20-10-15-31(42)37-23(4)35(45)40(5)30(18-27-26-8-6-7-9-28(26)38-33(27)36)34(44)39-29(24-11-13-25(41)14-12-24)19-32(43)46-22(3)17-21(2)16-20/h6-9,11-14,16,21-23,29-30,38,41H,10,15,17-19H2,1-5H3,(H,37,42)(H,39,44)/b20-16+/t21-,22-,23-,29+,30+/m0/s1
• InChI Key: JCKVLCSMPHMFGK-CBRUVUFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₃BrN₄O₆
• Molecular Weight: 695.60 g/mol
• Exact Mass: 694.23660 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.46
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• jaspakinolide J
• jasplakinolide F
• CHEBI:66114
• (4R,7R,10S,15E,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,15,17,19-pentamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone
• Jasplakinolide J
• CHEMBL1165576
• Q27134629

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.8181	81.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5089	50.89%
OATP2B1 inhibitior	+	0.5744	57.44%
OATP1B1 inhibitior	-	0.3203	32.03%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8035	80.35%
OCT2 inhibitior	-	0.7633	76.33%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.8314	83.14%
P-glycoprotein substrate	+	0.6916	69.16%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	+	0.6971	69.71%
CYP2C9 inhibition	-	0.6370	63.70%
CYP2C19 inhibition	-	0.5878	58.78%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.7140	71.40%
CYP2C8 inhibition	+	0.7651	76.51%
CYP inhibitory promiscuity	+	0.6428	64.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7910	79.10%
Carcinogenicity (trinary)	Non-required	0.4562	45.62%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9443	94.43%
Skin irritation	-	0.7767	77.67%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	+	0.6218	62.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8385	83.85%
Acute Oral Toxicity (c)	III	0.5841	58.41%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	+	0.7426	74.26%
Thyroid receptor binding	+	0.6280	62.80%
Glucocorticoid receptor binding	+	0.7925	79.25%
Aromatase binding	+	0.5900	59.00%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.7253	72.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.21%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.96%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.92%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.49%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.54%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	95.43%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.69%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.27%	88.56%
CHEMBL2996	Q05655	Protein kinase C delta	93.24%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	90.55%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.11%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.88%	89.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.86%	91.71%
CHEMBL217	P14416	Dopamine D2 receptor	89.56%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.37%	85.14%
CHEMBL325	Q13547	Histone deacetylase 1	88.49%	95.92%
CHEMBL255	P29275	Adenosine A2b receptor	87.83%	98.59%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.91%	82.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.72%	85.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.69%	93.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.14%	96.39%
CHEMBL2535	P11166	Glucose transporter	83.65%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.51%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.84%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.56%	94.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.49%	95.48%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.31%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.02%	89.44%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.81%	97.25%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25017462
• LOTUS: LTS0008101
• wikiData: Q27134629