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

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 95a029a0-dac0-4d70-bbb5-19d11fde8114
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-[4-hydroxy-5-[3-hydroxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-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)C)O)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O
SMILES (Isomeric) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)C)O)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)OC)O
InChI InChI=1S/C42H66O16/c1-19-35(57-39-34(49)37(51-5)36(20(2)54-39)58-38-33(48)32(47)31(46)28(17-43)56-38)27(44)16-30(53-19)55-23-8-11-40(3)22(15-23)6-7-26-25(40)9-12-41(4)24(10-13-42(26,41)50)21-14-29(45)52-18-21/h14,19-20,22-28,30-39,43-44,46-50H,6-13,15-18H2,1-5H3
InChI Key WJHPUABOKULIAF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.82
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

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 - 0.9036 90.36%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9192 91.92%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9163 91.63%
P-glycoprotein inhibitior + 0.7394 73.94%
P-glycoprotein substrate + 0.8183 81.83%
CYP3A4 substrate + 0.7144 71.44%
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 - 0.6501 65.01%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9312 93.12%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8555 85.55%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8903 89.03%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.8787 87.87%
Androgen receptor binding + 0.8339 83.39%
Thyroid receptor binding - 0.6877 68.77%
Glucocorticoid receptor binding + 0.7032 70.32%
Aromatase binding + 0.7663 76.63%
PPAR gamma + 0.7869 78.69%
Honey bee toxicity - 0.6101 61.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
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 99.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.82% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.98% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.00% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.43% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.88% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.88% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.95% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.89% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.17% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.06% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.83% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.10% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.54% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.02% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.60% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.44% 96.21%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.83% 81.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.76% 97.25%
CHEMBL1871 P10275 Androgen Receptor 82.32% 96.43%
CHEMBL5255 O00206 Toll-like receptor 4 80.48% 92.50%

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.
Leptadenia madagascariensis

Cross-Links

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PubChem 75597809
LOTUS LTS0185858
wikiData Q105306780