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[(3S,5S,8S,9S,10R,12R,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

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 9c3eed68-9fff-4767-a8cd-4e7f01bfb8f9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,5S,8S,9S,10R,12R,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4C=CC3(C2)O)O)C(C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)C)OC)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@H](CC[C@@]5([C@H]4C=C[C@]3(C2)O)O)[C@H](C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)C)OC)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)OC)O)OC
InChI InChI=1S/C57H86O22/c1-27(70-31(5)59)34-18-21-57(66)35-17-20-56(65)25-33(16-19-54(56,6)36(35)22-40(55(34,57)7)76-51(64)32-14-12-11-13-15-32)74-41-23-37(67-8)47(28(2)71-41)77-42-24-38(68-9)48(29(3)72-42)78-53-46(63)50(69-10)49(30(4)73-53)79-52-45(62)44(61)43(60)39(26-58)75-52/h11-15,17,20,27-30,33-50,52-53,58,60-63,65-66H,16,18-19,21-26H2,1-10H3/t27-,28+,29+,30+,33-,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,44-,45+,46+,47+,48+,49+,50+,52-,53-,54+,55-,56+,57-/m0/s1
InChI Key OQKFTDJVCAXIBH-QPNIZQDSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H86O22
Molecular Weight 1123.30 g/mol
Exact Mass 1122.56107437 g/mol
Topological Polar Surface Area (TPSA) 296.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.20
H-Bond Acceptor 22
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5S,8S,9S,10R,12R,13S,14S,17S)-17-[(1S)-1-acetyloxyethyl]-5,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,8,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7014 70.14%
Caco-2 - 0.8640 86.40%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7281 72.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8213 82.13%
OATP1B3 inhibitior + 0.8876 88.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9790 97.90%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.7641 76.41%
CYP3A4 substrate + 0.7430 74.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.7290 72.90%
CYP2C9 inhibition - 0.9220 92.20%
CYP2C19 inhibition - 0.9292 92.92%
CYP2D6 inhibition - 0.9558 95.58%
CYP1A2 inhibition - 0.9008 90.08%
CYP2C8 inhibition + 0.7825 78.25%
CYP inhibitory promiscuity - 0.9629 96.29%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6681 66.81%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.6175 61.75%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7897 78.97%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6433 64.33%
skin sensitisation - 0.9376 93.76%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8808 88.08%
Acute Oral Toxicity (c) I 0.5692 56.92%
Estrogen receptor binding + 0.7941 79.41%
Androgen receptor binding + 0.7486 74.86%
Thyroid receptor binding + 0.6712 67.12%
Glucocorticoid receptor binding + 0.8094 80.94%
Aromatase binding + 0.6538 65.38%
PPAR gamma + 0.8409 84.09%
Honey bee toxicity - 0.6241 62.41%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9507 95.07%

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 98.94% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.07% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.11% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.40% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.23% 94.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.91% 96.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.20% 89.44%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.66% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.76% 100.00%
CHEMBL5028 O14672 ADAM10 88.66% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.51% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.22% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.14% 97.14%
CHEMBL4072 P07858 Cathepsin B 88.09% 93.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.48% 94.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.86% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.77% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.48% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.29% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.28% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.21% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 83.11% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.45% 94.97%
CHEMBL226 P30542 Adenosine A1 receptor 81.27% 95.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.06% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.03% 89.67%
CHEMBL4302 P08183 P-glycoprotein 1 80.58% 92.98%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.57% 93.56%

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 162990632
LOTUS LTS0152889
wikiData Q105196905