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

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 646fa63d-503b-4cb0-bfae-21c0483dbaae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(3S,5R,10S,13R,14S,16S,17R)-14-hydroxy-3-[4-hydroxy-5-[4-methoxy-6-methyl-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-[[(2S,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)OC7CC(C(C(O7)C)OC8(C(C(C(C(O8)COC9(C(C(C(C(O9)CO)O)O)O)O)O)O)O)O)OC
SMILES (Isomeric) CC1C(C(CC(O1)O[C@H]2CC[C@]3([C@@H](C2)CCC4C3CC[C@]5([C@@]4(C[C@@H]([C@@H]5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)OC7CC(C(C(O7)C)O[C@]8([C@H](C([C@@H](C(O8)CO[C@]9([C@H](C([C@@H](C(O9)CO)O)O)O)O)O)O)O)O)OC
InChI InChI=1S/C50H78O24/c1-21-42(71-36-16-30(64-6)43(22(2)68-36)74-50(63)45(60)41(58)39(56)33(73-50)20-66-49(62)44(59)40(57)38(55)32(18-51)72-49)29(53)15-35(67-21)70-26-9-11-46(4)25(14-26)7-8-28-27(46)10-12-47(5)37(24-13-34(54)65-19-24)31(69-23(3)52)17-48(28,47)61/h13,21-22,25-33,35-45,51,53,55-63H,7-12,14-20H2,1-6H3/t21?,22?,25-,26+,27?,28?,29?,30?,31+,32?,33?,35?,36?,37+,38-,39-,40?,41?,42?,43?,44+,45+,46+,47-,48+,49+,50-/m1/s1
InChI Key BJJAPHGUWXALPW-MWJQTASJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H78O24
Molecular Weight 1063.10 g/mol
Exact Mass 1062.48830335 g/mol
Topological Polar Surface Area (TPSA) 358.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -2.15
H-Bond Acceptor 24
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8524 85.24%
Caco-2 - 0.8707 87.07%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8140 81.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8710 87.10%
OATP1B3 inhibitior + 0.9504 95.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9463 94.63%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.8541 85.41%
CYP3A4 substrate + 0.7445 74.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8981 89.81%
CYP3A4 inhibition - 0.8295 82.95%
CYP2C9 inhibition - 0.8776 87.76%
CYP2C19 inhibition - 0.8933 89.33%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.8896 88.96%
CYP2C8 inhibition + 0.6417 64.17%
CYP inhibitory promiscuity - 0.9261 92.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5479 54.79%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.6170 61.70%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis + 0.5007 50.07%
Human Ether-a-go-go-Related Gene inhibition + 0.8466 84.66%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5744 57.44%
skin sensitisation - 0.9036 90.36%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7806 78.06%
Acute Oral Toxicity (c) I 0.7072 70.72%
Estrogen receptor binding + 0.8380 83.80%
Androgen receptor binding + 0.7908 79.08%
Thyroid receptor binding + 0.5836 58.36%
Glucocorticoid receptor binding + 0.7773 77.73%
Aromatase binding + 0.6819 68.19%
PPAR gamma + 0.8305 83.05%
Honey bee toxicity - 0.5914 59.14%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9474 94.74%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.23% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.88% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.23% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.22% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.60% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.85% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.84% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.90% 96.77%
CHEMBL1871 P10275 Androgen Receptor 88.22% 96.43%
CHEMBL2996 Q05655 Protein kinase C delta 88.22% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.78% 92.94%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.43% 94.33%
CHEMBL5028 O14672 ADAM10 87.06% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.23% 92.50%
CHEMBL2581 P07339 Cathepsin D 85.45% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.79% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.41% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.65% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.10% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.82% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.51% 96.21%
CHEMBL4208 P20618 Proteasome component C5 82.46% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.07% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.76% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.74% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 80.68% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 80.61% 95.93%
CHEMBL204 P00734 Thrombin 80.45% 96.01%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.16% 96.00%

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.
Cryptostegia grandiflora

Cross-Links

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PubChem 162817512
LOTUS LTS0101058
wikiData Q104937118