Roseotoxin B

Details

• Internal ID: b33fab48-1a2f-4600-b6d7-fea7eb159222
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,10S,13S,16S,19S,20S)-16-[(2S)-butan-2-yl]-10,11,14,20-tetramethyl-13-propan-2-yl-3-prop-2-enyl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)N(C(C(=O)NCCC(=O)OC(C(=O)N2CCC(C2C(=O)N1)C)CC=C)C)C)C(C)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N([C@H](C(=O)N([C@H](C(=O)NCCC(=O)O[C@@H](C(=O)N2CC[C@@H]([C@H]2C(=O)N1)C)CC=C)C)C)C(C)C)C
• InChI: InChI=1S/C30H49N5O7/c1-10-12-21-28(39)35-16-14-19(6)25(35)27(38)32-23(18(5)11-2)29(40)34(9)24(17(3)4)30(41)33(8)20(7)26(37)31-15-13-22(36)42-21/h10,17-21,23-25H,1,11-16H2,2-9H3,(H,31,37)(H,32,38)/t18-,19-,20-,21+,23-,24-,25-/m0/s1
• InChI Key: GZRXQMYGOOOMFR-KYUXFNSZSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₉N₅O₇
• Molecular Weight: 591.70 g/mol
• Exact Mass: 591.36319892 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• (3R,10S,13S,16S,19S,20S)-16-[(2S)-butan-2-yl]-10,11,14,20-tetramethyl-13-propan-2-yl-3-prop-2-enyl-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• (3R,10S,13S,16S,19S,20S)-16-((2S)-butan-2-yl)-10,11,14,20-tetramethyl-13-propan-2-yl-3-prop-2-enyl-4-oxa-1,8,11,14,17-pentazabicyclo(17.3.0)docosane-2,5,9,12,15,18-hexone
• RefChem:179917
• 55466-29-0
• ROSEOTOXIN
• MEGxm0_000363
• CHEMBL2407687
• SCHEMBL30718502
• ACon0_000533
• CHEBI:210256

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7564	75.64%
Caco-2	-	0.7871	78.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6682	66.82%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8278	82.78%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7145	71.45%
P-glycoprotein inhibitior	+	0.7046	70.46%
P-glycoprotein substrate	+	0.7445	74.45%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8337	83.37%
CYP2C9 inhibition	-	0.8261	82.61%
CYP2C19 inhibition	-	0.8130	81.30%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.9034	90.34%
CYP2C8 inhibition	-	0.5951	59.51%
CYP inhibitory promiscuity	-	0.9736	97.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9046	90.46%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4932	49.32%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6397	63.97%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4559	45.59%
Acute Oral Toxicity (c)	III	0.6357	63.57%
Estrogen receptor binding	+	0.7138	71.38%
Androgen receptor binding	+	0.6064	60.64%
Thyroid receptor binding	+	0.5548	55.48%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.6900	69.00%
Honey bee toxicity	-	0.7270	72.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7017	70.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.87%	94.66%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.86%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	96.37%	96.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.07%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	94.74%	94.75%
CHEMBL321	P14780	Matrix metalloproteinase 9	93.61%	92.12%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	93.20%	97.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.85%	93.40%
CHEMBL228	P31645	Serotonin transporter	92.79%	95.51%
CHEMBL255	P29275	Adenosine A2b receptor	91.86%	98.59%
CHEMBL2996	Q05655	Protein kinase C delta	89.11%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	89.05%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.94%	95.89%
CHEMBL4072	P07858	Cathepsin B	87.80%	93.67%
CHEMBL1949	P62937	Cyclophilin A	87.18%	98.57%
CHEMBL4616	Q92847	Ghrelin receptor	87.18%	92.00%
CHEMBL3837	P07711	Cathepsin L	87.05%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.02%	91.03%
CHEMBL226	P30542	Adenosine A1 receptor	85.58%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.49%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.80%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.82%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.57%	88.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.92%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.35%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.27%	91.11%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.88%	95.34%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.99%	94.50%
CHEMBL1902	P62942	FK506-binding protein 1A	80.82%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24039283
• LOTUS: LTS0119652
• wikiData: Q105024555