Rediocide A

Details

Top
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 6 references in papers

Physical and Chemical Properties

Top
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

Top
CHEMBL454246
BDBM50396184

2D Structure

Top
2D Structure of Rediocide A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
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

Top

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

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Trigonostemon reidioides

Cross-Links

Top
PubChem 44575544
NPASS NPC62792
ChEMBL CHEMBL454246
LOTUS LTS0155636
wikiData Q105370203