Rediocide A

Details

• Internal ID: 7bb5345c-b8ac-424e-a6d7-0a889e5c5cb8
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1R,2S,3S,5R,6S,7S,8R,10S,11S,14E,16E,18S,19S,22R,24R,25S,26R,30S,31R,33S)-6,7,24,25-tetrahydroxy-5-(hydroxymethyl)-10,24,31,33-tetramethyl-13-oxo-28-phenyl-4,12,27,29,32-pentaoxaoctacyclo[26.3.1.119,22.01,8.02,26.03,5.07,11.025,30]tritriaconta-14,16-dien-18-yl] 3-methylbutanoate
• SMILES (Canonical): CC1CC2C34C(C5C6(C(C3C7C(O7)(C(C2(C1OC(=O)C=CC=CC(C8CCC(C8C)CC6(C)O)OC(=O)CC(C)C)O)O)CO)OC(O5)(O4)C9=CC=CC=C9)O)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@@]34[C@@H]([C@H]5[C@@]6([C@@H]([C@@H]3[C@H]7[C@](O7)([C@H]([C@@]2([C@H]1OC(=O)/C=C/C=C/[C@@H]([C@H]8CC[C@@H]([C@@H]8C)C[C@@]6(C)O)OC(=O)CC(C)C)O)O)CO)OC(O5)(O4)C9=CC=CC=C9)O)C
• InChI: InChI=1S/C44H58O13/c1-22(2)18-32(47)52-29-14-10-11-15-31(46)53-34-23(3)19-30-41(34,50)38(48)40(21-45)36(54-40)33-37-43(51,39(6,49)20-26-16-17-28(29)24(26)4)35-25(5)42(30,33)57-44(55-35,56-37)27-12-8-7-9-13-27/h7-15,22-26,28-30,33-38,45,48-51H,16-21H2,1-6H3/b14-10+,15-11+/t23-,24-,25+,26+,28-,29-,30+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42-,43-,44?/m0/s1
• InChI Key: ZAVYYYQORHVVFN-BDGVIKSFSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₈O₁₃
• Molecular Weight: 794.90 g/mol
• Exact Mass: 794.38774190 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• CHEMBL454246
• BDBM50396184

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8722	87.22%
Caco-2	-	0.8591	85.91%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7729	77.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8084	80.84%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.9510	95.10%
P-glycoprotein inhibitior	+	0.7624	76.24%
P-glycoprotein substrate	+	0.7745	77.45%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	+	0.5872	58.72%
CYP2C9 inhibition	-	0.7383	73.83%
CYP2C19 inhibition	-	0.8331	83.31%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.8348	83.48%
CYP2C8 inhibition	+	0.7628	76.28%
CYP inhibitory promiscuity	-	0.9087	90.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7058	70.58%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8848	88.48%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	I	0.4669	46.69%
Estrogen receptor binding	+	0.7432	74.32%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.5636	56.36%
Glucocorticoid receptor binding	+	0.7159	71.59%
Aromatase binding	+	0.6003	60.03%
PPAR gamma	+	0.7480	74.80%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL229	P35348	Alpha-1a adrenergic receptor	13 nM; 13 nM	IC50; IC50	PMID: 22650618; via Super-PRED
CHEMBL232	P35368	Alpha-1b adrenergic receptor	215 nM; 215 nM	IC50; IC50	PMID: 22650618; via Super-PRED
CHEMBL4423	P51684	C-C chemokine receptor type 6	261 nM; 261 nM	IC50; IC50	PMID: 22650618; via Super-PRED
CHEMBL1985	P47871	Glucagon receptor	4 nM; 4 nM	IC50; IC50	PMID: 22650618; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.27%	94.23%
CHEMBL2996	Q05655	Protein kinase C delta	95.05%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.60%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.66%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.36%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.28%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.97%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.43%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.20%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.98%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	86.86%	98.03%
CHEMBL5028	O14672	ADAM10	86.02%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.80%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.68%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.84%	95.71%

Plants that contains it

• Trigonostemon reidioides

Cross-Links

• PubChem: 44575544
• NPASS: NPC62792
• ChEMBL: CHEMBL454246
• LOTUS: LTS0155636
• wikiData: Q105370203