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[(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 1f233baa-81fe-488c-850a-2f6a715f6730
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4CC=C3C2)O)C(C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)C)OC)OC7C(C(C(C(O7)CO)O)O)O
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]4CC=C3C2)O)[C@@H](C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)C)OC)O[C@H]7[C@@H]([C@@H]([C@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C43H62O14/c1-22(52-24(3)45)28-15-17-43(50)29-13-12-26-18-27(14-16-41(26,4)30(29)19-33(42(28,43)5)56-39(49)25-10-8-7-9-11-25)54-34-20-31(51-6)38(23(2)53-34)57-40-37(48)36(47)35(46)32(21-44)55-40/h7-12,22-23,27-38,40,44,46-48,50H,13-21H2,1-6H3/t22-,23-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,38-,40+,41+,42+,43+/m1/s1
InChI Key MYNYJQCOFLMCEM-IZRIAIIKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H62O14
Molecular Weight 802.90 g/mol
Exact Mass 802.41395665 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 + 0.8556 85.56%
Caco-2 - 0.8729 87.29%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8516 85.16%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9631 96.31%
P-glycoprotein inhibitior + 0.7607 76.07%
P-glycoprotein substrate + 0.7406 74.06%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.7046 70.46%
CYP2C9 inhibition - 0.8976 89.76%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.7457 74.57%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8290 82.90%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6917 69.17%
skin sensitisation - 0.9237 92.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7075 70.75%
Acute Oral Toxicity (c) I 0.5623 56.23%
Estrogen receptor binding + 0.8096 80.96%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding + 0.5370 53.70%
Glucocorticoid receptor binding + 0.7300 73.00%
Aromatase binding + 0.6157 61.57%
PPAR gamma + 0.7827 78.27%
Honey bee toxicity - 0.6434 64.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9677 96.77%

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 98.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.03% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.42% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.05% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.94% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.08% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.99% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.60% 95.89%
CHEMBL5028 O14672 ADAM10 90.01% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.94% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.79% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.54% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 88.86% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.49% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.06% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.82% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.71% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.16% 95.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.83% 94.97%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.82% 97.25%

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 163105134
LOTUS LTS0060013
wikiData Q105175054