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(3I(2),5I(2))-3-[(O-I(2)-D-Glucopyranosyl-(1a6)-O-I(2)-D-glucopyranosyl-(1a4)-2,6-dideoxy-3-O-methyl-I(2)-D-ribo-hexopyranosyl)oxy]-5,14,19-trihydroxycard-20(22)-enolide

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 80c55df1-5b1d-4ffd-b4c4-ee4515ea890f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[5,14-dihydroxy-10-(hydroxymethyl)-3-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
InChI InChI=1S/C42H66O19/c1-19-36(61-38-35(51)33(49)31(47)27(60-38)17-56-37-34(50)32(48)30(46)26(15-43)59-37)25(54-3)13-29(57-19)58-21-4-9-40(18-44)23-5-8-39(2)22(20-12-28(45)55-16-20)7-11-42(39,53)24(23)6-10-41(40,52)14-21/h12,19,21-27,29-38,43-44,46-53H,4-11,13-18H2,1-3H3
InChI Key TZNYAQHFGVRARB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O19
Molecular Weight 875.00 g/mol
Exact Mass 874.41982987 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -2.12
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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(3beta,5beta)-3-[(O-beta-D-Glucopyranosyl-(1-->6)-O-beta-D-glucopyranosyl-(1-->4)-2,6-dideoxy-3-O-methyl-beta-D-ribo-hexopyranosyl)oxy]-5,14,19-trihydroxycard-20(22)-enolide

2D Structure

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2D Structure of (3I(2),5I(2))-3-[(O-I(2)-D-Glucopyranosyl-(1a6)-O-I(2)-D-glucopyranosyl-(1a4)-2,6-dideoxy-3-O-methyl-I(2)-D-ribo-hexopyranosyl)oxy]-5,14,19-trihydroxycard-20(22)-enolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8177 81.77%
Caco-2 - 0.8936 89.36%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8981 89.81%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8586 85.86%
P-glycoprotein inhibitior + 0.7345 73.45%
P-glycoprotein substrate + 0.6913 69.13%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.9358 93.58%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.5313 53.13%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8539 85.39%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7802 78.02%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8295 82.95%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.8500 85.00%
Androgen receptor binding + 0.7928 79.28%
Thyroid receptor binding - 0.6401 64.01%
Glucocorticoid receptor binding + 0.6766 67.66%
Aromatase binding + 0.7230 72.30%
PPAR gamma + 0.7655 76.55%
Honey bee toxicity - 0.6394 63.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9043 90.43%

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 98.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.63% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.01% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.36% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.31% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.32% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.16% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 92.68% 95.93%
CHEMBL1871 P10275 Androgen Receptor 90.82% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.79% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.54% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.46% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.70% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.26% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.91% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.11% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.75% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.27% 94.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.25% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.20% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.19% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.84% 97.36%
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!
To see more specific details click the taxa you are interested in.
Strophanthus kombe

Cross-Links

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PubChem 78302550
LOTUS LTS0250324
wikiData Q105268278