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3-[(2,6-Dideoxy-3-o-methylhexopyranosyl)oxy]-14,19-dihydroxycard-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 b13ef939-fded-4040-8321-fab1265da1b9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[14-hydroxy-3-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)CO)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)CO)OC)O
InChI InChI=1S/C30H46O8/c1-17-27(33)24(35-3)14-26(37-17)38-20-6-10-29(16-31)19(13-20)4-5-23-22(29)7-9-28(2)21(8-11-30(23,28)34)18-12-25(32)36-15-18/h12,17,19-24,26-27,31,33-34H,4-11,13-16H2,1-3H3
InChI Key FXZKDRVSINFUOY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H46O8
Molecular Weight 534.70 g/mol
Exact Mass 534.31926842 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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3-[14-hydroxy-3-(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
DTXSID40911520

2D Structure

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2D Structure of 3-[(2,6-Dideoxy-3-o-methylhexopyranosyl)oxy]-14,19-dihydroxycard-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 + 0.9519 95.19%
Caco-2 - 0.7917 79.17%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8181 81.81%
OATP2B1 inhibitior - 0.5895 58.95%
OATP1B1 inhibitior + 0.9223 92.23%
OATP1B3 inhibitior + 0.9505 95.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7144 71.44%
P-glycoprotein inhibitior - 0.4491 44.91%
P-glycoprotein substrate + 0.8046 80.46%
CYP3A4 substrate + 0.7079 70.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.8339 83.39%
CYP2C9 inhibition - 0.9074 90.74%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.9118 91.18%
CYP2C8 inhibition - 0.7093 70.93%
CYP inhibitory promiscuity - 0.8946 89.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5047 50.47%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9445 94.45%
Skin irritation - 0.5468 54.68%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.6024 60.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7459 74.59%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9234 92.34%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7855 78.55%
Acute Oral Toxicity (c) I 0.7962 79.62%
Estrogen receptor binding + 0.7799 77.99%
Androgen receptor binding + 0.8252 82.52%
Thyroid receptor binding - 0.5789 57.89%
Glucocorticoid receptor binding + 0.7084 70.84%
Aromatase binding + 0.6508 65.08%
PPAR gamma + 0.5174 51.74%
Honey bee toxicity - 0.6645 66.45%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9103 91.03%

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 98.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.38% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.17% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.98% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.32% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.62% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.60% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.69% 92.94%
CHEMBL2581 P07339 Cathepsin D 87.65% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.12% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.81% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.08% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.39% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.69% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 82.68% 95.93%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.66% 90.24%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.68% 97.33%
CHEMBL4208 P20618 Proteasome component C5 80.26% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.22% 94.33%

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.
Maquira calophylla
Maquira sclerophylla

Cross-Links

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PubChem 163813
LOTUS LTS0263811
wikiData Q82881660