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(2R,3R,4S,5S,6R)-2-[2-[(1R,6R,12S,13S)-12,13-dihydroxy-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 8742667d-196c-466e-b353-741e29721d8e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Rotenoid O-glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[2-[(1R,6R,12S,13S)-12,13-dihydroxy-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H34O13/c1-12(10-39-28-25(33)24(32)23(31)21(9-30)41-28)17-6-14-16(40-17)5-4-13-26(14)42-22-11-38-18-8-20(37-3)19(36-2)7-15(18)29(22,35)27(13)34/h4-5,7-8,17,21-25,27-28,30-35H,1,6,9-11H2,2-3H3/t17-,21-,22-,23-,24+,25-,27+,28-,29-/m1/s1
InChI Key SFNXYXPFXFEMOK-JEYDOWSWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O13
Molecular Weight 590.60 g/mol
Exact Mass 590.19994113 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.55
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[2-[(1R,6R,12S,13S)-12,13-dihydroxy-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-6-yl]prop-2-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6272 62.72%
Caco-2 - 0.8498 84.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6372 63.72%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.9637 96.37%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6951 69.51%
P-glycoprotein inhibitior + 0.6526 65.26%
P-glycoprotein substrate + 0.5894 58.94%
CYP3A4 substrate + 0.6796 67.96%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.7692 76.92%
CYP3A4 inhibition - 0.8019 80.19%
CYP2C9 inhibition - 0.8603 86.03%
CYP2C19 inhibition - 0.6264 62.64%
CYP2D6 inhibition - 0.8833 88.33%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition + 0.6973 69.73%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5838 58.38%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.7850 78.50%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8202 82.02%
Micronuclear + 0.5859 58.59%
Hepatotoxicity - 0.7341 73.41%
skin sensitisation - 0.7713 77.13%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5941 59.41%
Acute Oral Toxicity (c) III 0.5440 54.40%
Estrogen receptor binding + 0.7826 78.26%
Androgen receptor binding + 0.6913 69.13%
Thyroid receptor binding + 0.6296 62.96%
Glucocorticoid receptor binding + 0.6410 64.10%
Aromatase binding + 0.6421 64.21%
PPAR gamma + 0.6597 65.97%
Honey bee toxicity - 0.6097 60.97%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9689 96.89%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.95% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.27% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.82% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.70% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.01% 94.80%
CHEMBL2581 P07339 Cathepsin D 91.48% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 90.06% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.62% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.20% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.76% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.69% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.54% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 83.28% 93.18%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.52% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.08% 99.17%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.93% 97.50%
CHEMBL4208 P20618 Proteasome component C5 81.70% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.66% 92.62%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.57% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.07% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162911040
LOTUS LTS0102925
wikiData Q105251899