Rutarensin

Details

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Internal ID 3a418c36-09dc-4714-baf3-9103d0869013
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
IUPAC Name 3-hydroxy-3-methyl-5-oxo-5-[[3,4,5-trihydroxy-6-[6-methoxy-2-oxo-3-(2-oxochromen-7-yl)oxychromen-7-yl]oxyoxan-2-yl]methoxy]pentanoic acid
SMILES (Canonical) CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C3C=C(C(=O)OC3=C2)OC4=CC5=C(C=C4)C=CC(=O)O5)OC)O)O)O)O
SMILES (Isomeric) CC(CC(=O)O)(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C3C=C(C(=O)OC3=C2)OC4=CC5=C(C=C4)C=CC(=O)O5)OC)O)O)O)O
InChI InChI=1S/C31H30O16/c1-31(40,11-23(32)33)12-25(35)42-13-22-26(36)27(37)28(38)30(47-22)46-20-10-18-15(7-19(20)41-2)8-21(29(39)45-18)43-16-5-3-14-4-6-24(34)44-17(14)9-16/h3-10,22,26-28,30,36-38,40H,11-13H2,1-2H3,(H,32,33)
InChI Key ZTLZGWDERZVHNS-UHFFFAOYSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C31H30O16
Molecular Weight 658.60 g/mol
Exact Mass 658.15338487 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.05
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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119179-04-3
3-hydroxy-3-methyl-5-oxo-5-[[3,4,5-trihydroxy-6-[6-methoxy-2-oxo-3-(2-oxochromen-7-yl)oxychromen-7-yl]oxyoxan-2-yl]methoxy]pentanoic acid
SMR000156225
MLS000574846
MLS000876756
MEGxp0_000835
CHEMBL1419686
ACon0_001070
ACon1_002009
CHEBI:114502
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Rutarensin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5510 55.10%
Caco-2 - 0.8764 87.64%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5572 55.72%
OATP2B1 inhibitior - 0.7116 71.16%
OATP1B1 inhibitior + 0.8025 80.25%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8431 84.31%
P-glycoprotein inhibitior + 0.7322 73.22%
P-glycoprotein substrate - 0.5596 55.96%
CYP3A4 substrate + 0.6619 66.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8703 87.03%
CYP3A4 inhibition - 0.7793 77.93%
CYP2C9 inhibition - 0.9432 94.32%
CYP2C19 inhibition - 0.9194 91.94%
CYP2D6 inhibition - 0.9129 91.29%
CYP1A2 inhibition - 0.8144 81.44%
CYP2C8 inhibition + 0.6632 66.32%
CYP inhibitory promiscuity - 0.9603 96.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6326 63.26%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9243 92.43%
Skin irritation - 0.8188 81.88%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7389 73.89%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6901 69.01%
skin sensitisation - 0.9012 90.12%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8765 87.65%
Acute Oral Toxicity (c) III 0.6683 66.83%
Estrogen receptor binding + 0.8033 80.33%
Androgen receptor binding + 0.6502 65.02%
Thyroid receptor binding + 0.5508 55.08%
Glucocorticoid receptor binding + 0.7653 76.53%
Aromatase binding + 0.6257 62.57%
PPAR gamma + 0.7534 75.34%
Honey bee toxicity - 0.8008 80.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6349 63.49%
Fish aquatic toxicity + 0.9520 95.20%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL220 P22303 Acetylcholinesterase 99.59% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.84% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.72% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.09% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.71% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.86% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.55% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.63% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 87.18% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.69% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.64% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.00% 96.00%
CHEMBL2535 P11166 Glucose transporter 83.07% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.56% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.50% 95.89%

Plants that contains it

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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.
Daphne mezereum
Edgeworthia chrysantha
Ruta chalepensis
Ruta corsica
Wikstroemia canescens
Wikstroemia retusa

Cross-Links

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PubChem 11958880
LOTUS LTS0215976
wikiData Q27195905