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[(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-12-acetyloxy-3-[(2S,4S,5S)-5-[(2S,4S,5S,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14,17-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] (2R)-2-methylbutanoate

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 e3dfc89e-9e0b-4912-81c2-e4d1e60d394f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-12-acetyloxy-3-[(2S,4S,5S)-5-[(2S,4S,5S,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14,17-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C61H102O23/c1-15-28(2)56(67)78-34(8)60(68)20-21-61(69)38-17-16-36-22-37(18-19-58(36,10)39(38)23-44(59(60,61)11)79-35(9)62)80-45-24-40(63)51(30(4)73-45)81-46-25-41(64)52(31(5)74-46)82-47-26-42(70-12)53(32(6)75-47)83-48-27-43(71-13)54(33(7)76-48)84-57-50(66)55(72-14)49(65)29(3)77-57/h28-34,36-55,57,63-66,68-69H,15-27H2,1-14H3/t28-,29-,30?,31-,32-,33-,34+,36+,37+,38-,39+,40+,41+,42-,43-,44-,45-,46+,47+,48+,49-,50-,51-,52-,53-,54-,55+,57+,58+,59-,60-,61+/m1/s1
InChI Key ZEKGTPFAPKUVAX-WGHBJIHHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C61H102O23
Molecular Weight 1203.40 g/mol
Exact Mass 1202.68118950 g/mol
Topological Polar Surface Area (TPSA) 294.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 23
H-Bond Donor 6
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-12-acetyloxy-3-[(2S,4S,5S)-5-[(2S,4S,5S,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-14,17-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8672 86.72%
Caco-2 - 0.8663 86.63%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6449 64.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8562 85.62%
OATP1B3 inhibitior - 0.2136 21.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9520 95.20%
P-glycoprotein inhibitior + 0.7469 74.69%
P-glycoprotein substrate + 0.7717 77.17%
CYP3A4 substrate + 0.7481 74.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition - 0.7298 72.98%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9034 90.34%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.9132 91.32%
CYP2C8 inhibition + 0.5963 59.63%
CYP inhibitory promiscuity - 0.9507 95.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5499 54.99%
Skin corrosion - 0.9126 91.26%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6057 60.57%
skin sensitisation - 0.9239 92.39%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9246 92.46%
Acute Oral Toxicity (c) II 0.4155 41.55%
Estrogen receptor binding + 0.8440 84.40%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding + 0.6047 60.47%
Glucocorticoid receptor binding + 0.7888 78.88%
Aromatase binding + 0.7016 70.16%
PPAR gamma + 0.8455 84.55%
Honey bee toxicity - 0.5897 58.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6145 61.45%
Fish aquatic toxicity + 0.9066 90.66%

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 99.39% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 99.22% 95.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.63% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.71% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.58% 85.14%
CHEMBL204 P00734 Thrombin 94.90% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.10% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.68% 85.31%
CHEMBL237 P41145 Kappa opioid receptor 91.48% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.37% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.24% 96.77%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.06% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.91% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.89% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.79% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.01% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.53% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 88.30% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.19% 89.50%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.55% 97.31%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.78% 94.33%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.32% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.28% 96.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.93% 98.05%
CHEMBL5255 O00206 Toll-like receptor 4 85.78% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 85.43% 95.93%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.77% 95.36%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.49% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.36% 97.14%
CHEMBL5028 O14672 ADAM10 83.08% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.30% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.01% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.47% 95.71%
CHEMBL2581 P07339 Cathepsin D 81.06% 98.95%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.72% 97.53%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.61% 82.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.54% 92.78%

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.
Telosma procumbens

Cross-Links

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PubChem 163192198
LOTUS LTS0241308
wikiData Q105373369