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(2S,3S,4R,5R,6S)-2-[(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,15R,16R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 0779d178-345f-452e-8e0c-1be819da8c11
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3S,4R,5R,6S)-2-[(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,15R,16R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(C[C@H]([C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)OC
InChI InChI=1S/C57H94O29/c1-21(19-76-50-44(72)40(68)37(65)31(15-58)79-50)8-11-57(75-5)22(2)35-30(86-57)13-26-24-7-6-23-12-29(27(62)14-56(23,4)25(24)9-10-55(26,35)3)78-52-46(74)42(70)47(34(18-61)82-52)83-54-49(85-53-45(73)41(69)38(66)32(16-59)80-53)48(39(67)33(17-60)81-54)84-51-43(71)36(64)28(63)20-77-51/h6,21-22,24-54,58-74H,7-20H2,1-5H3/t21-,22+,24-,25+,26+,27-,28-,29-,30+,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42-,43-,44+,45-,46-,47+,48+,49-,50+,51+,52-,53+,54+,55+,56+,57-/m1/s1
InChI Key BZKDZZLBNBAVJH-ZNVWQKHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H94O29
Molecular Weight 1243.30 g/mol
Exact Mass 1242.58807696 g/mol
Topological Polar Surface Area (TPSA) 455.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -5.95
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-2-[(2R)-4-[(1S,2S,4S,6R,7S,8R,9S,12S,13R,15R,16R)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7474 74.74%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7129 71.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8608 86.08%
OATP1B3 inhibitior + 0.9262 92.62%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9018 90.18%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.7315 73.15%
CYP3A4 substrate + 0.7591 75.91%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9441 94.41%
CYP2C9 inhibition - 0.9179 91.79%
CYP2C19 inhibition - 0.9105 91.05%
CYP2D6 inhibition - 0.9346 93.46%
CYP1A2 inhibition - 0.9105 91.05%
CYP2C8 inhibition + 0.7740 77.40%
CYP inhibitory promiscuity - 0.9390 93.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5094 50.94%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.5613 56.13%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.8678 86.78%
Human Ether-a-go-go-Related Gene inhibition + 0.8639 86.39%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8033 80.33%
skin sensitisation - 0.9128 91.28%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9236 92.36%
Acute Oral Toxicity (c) I 0.5855 58.55%
Estrogen receptor binding + 0.8598 85.98%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.6962 69.62%
Aromatase binding + 0.6716 67.16%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.5627 56.27%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8517 85.17%

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 98.99% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.63% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.04% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.91% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.64% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.26% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.11% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.87% 94.08%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.54% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.95% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.91% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.00% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.65% 93.56%
CHEMBL1914 P06276 Butyrylcholinesterase 86.61% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 86.61% 94.73%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.21% 89.05%
CHEMBL2581 P07339 Cathepsin D 85.61% 98.95%
CHEMBL4581 P52732 Kinesin-like protein 1 85.16% 93.18%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.04% 97.29%
CHEMBL5255 O00206 Toll-like receptor 4 84.81% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.75% 91.24%
CHEMBL2996 Q05655 Protein kinase C delta 83.93% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.88% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 83.77% 90.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.52% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.77% 92.88%
CHEMBL237 P41145 Kappa opioid receptor 82.01% 98.10%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 81.98% 87.38%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.90% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.07% 97.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.74% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.63% 95.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.29% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.12% 89.00%

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.
Allium karataviense

Cross-Links

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PubChem 163042691
LOTUS LTS0054081
wikiData Q104950507