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(3S)-5-[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2R,4R,5'R,6R,7S,8S,9S,12R,13R,15R,16R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid

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 db2f427a-8c01-4a5b-880e-d0f84c84fc1e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (3S)-5-[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2R,4R,5'R,6R,7S,8S,9S,12R,13R,15R,16R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC(=O)CC(C)(CC(=O)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@@H]3[C@H](O2)C[C@H]4[C@@]3(CC[C@@H]5[C@@H]4CC=C6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)OC(=O)C[C@](C)(CC(=O)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C56H88O27/c1-22-8-11-56(74-20-22)23(2)37-30(83-56)13-27-25-7-6-24-12-29(28(60)14-55(24,5)26(25)9-10-54(27,37)4)76-50-45(71)42(68)46(33(19-59)79-50)80-52-48(82-51-44(70)41(67)38(64)31(17-57)77-51)47(40(66)32(18-58)78-52)81-49-43(69)39(65)34(21-73-49)75-36(63)16-53(3,72)15-35(61)62/h6,22-23,25-34,37-52,57-60,64-72H,7-21H2,1-5H3,(H,61,62)/t22-,23+,25+,26-,27-,28-,29-,30-,31-,32-,33-,34-,37-,38-,39+,40-,41+,42-,43-,44-,45-,46+,47+,48-,49+,50-,51+,52+,53+,54+,55+,56-/m1/s1
InChI Key SSJGDBRFIOCMDR-KKIIJYMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H88O27
Molecular Weight 1193.30 g/mol
Exact Mass 1192.55129753 g/mol
Topological Polar Surface Area (TPSA) 419.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.21
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-5-[(3R,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2R,4R,5'R,6R,7S,8S,9S,12R,13R,15R,16R)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8056 80.56%
Caco-2 - 0.8693 86.93%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8501 85.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8329 83.29%
OATP1B3 inhibitior + 0.9025 90.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9098 90.98%
P-glycoprotein inhibitior + 0.7408 74.08%
P-glycoprotein substrate + 0.7005 70.05%
CYP3A4 substrate + 0.7638 76.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8845 88.45%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.9095 90.95%
CYP2C19 inhibition - 0.9382 93.82%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.9168 91.68%
CYP2C8 inhibition + 0.8178 81.78%
CYP inhibitory promiscuity - 0.9561 95.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4754 47.54%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9003 90.03%
Skin irritation + 0.5722 57.22%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8050 80.50%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9306 93.06%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8651 86.51%
Acute Oral Toxicity (c) III 0.4809 48.09%
Estrogen receptor binding + 0.8499 84.99%
Androgen receptor binding + 0.7407 74.07%
Thyroid receptor binding + 0.5856 58.56%
Glucocorticoid receptor binding + 0.7244 72.44%
Aromatase binding + 0.6211 62.11%
PPAR gamma + 0.8171 81.71%
Honey bee toxicity - 0.5542 55.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9587 95.87%

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 98.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.69% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 95.28% 92.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.66% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.07% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 92.20% 95.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.14% 96.61%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.71% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.27% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.10% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.86% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.19% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.26% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.09% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.57% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.51% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.15% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 86.90% 90.17%
CHEMBL220 P22303 Acetylcholinesterase 86.85% 94.45%
CHEMBL5028 O14672 ADAM10 86.24% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.84% 97.28%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.36% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.45% 95.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.38% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.37% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.32% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.77% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 83.67% 94.73%
CHEMBL237 P41145 Kappa opioid receptor 83.53% 98.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.85% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.81% 94.23%
CHEMBL233 P35372 Mu opioid receptor 80.95% 97.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.39% 94.62%

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 163010739
LOTUS LTS0013046
wikiData Q105259721