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(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

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 e697bf8e-dea9-4ae2-a0c5-08db03339648
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC2C(C(CO2)(CO)O)O)O)O)OC2C(C(C(C(O2)CO)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(C(=O)C[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[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)O[C@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C55H88O27/c1-21-7-10-55(73-17-21)22(2)34-28(82-55)12-27-25-6-5-23-11-24(8-9-52(23,3)26(25)13-33(60)53(27,34)4)74-48-42(68)39(65)43(31(16-58)77-48)79-50-45(81-49-41(67)38(64)35(61)29(14-56)75-49)44(37(63)30(15-57)76-50)80-47-40(66)36(62)32(18-71-47)78-51-46(69)54(70,19-59)20-72-51/h21-32,34-51,56-59,61-70H,5-20H2,1-4H3/t21-,22+,23+,24+,25-,26+,27+,28+,29-,30-,31-,32-,34+,35-,36+,37-,38+,39-,40-,41-,42-,43+,44+,45-,46+,47+,48-,49+,50+,51+,52+,53-,54-,55-/m1/s1
InChI Key ANQIEVFGUHZDQN-WQXHJAQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O27
Molecular Weight 1181.30 g/mol
Exact Mass 1180.55129753 g/mol
Topological Polar Surface Area (TPSA) 411.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -4.63
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8570 85.70%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8733 87.33%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.6468 64.68%
CYP3A4 substrate + 0.7558 75.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.7473 74.73%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8188 81.88%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.4625 46.25%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8563 85.63%
Androgen receptor binding + 0.7413 74.13%
Thyroid receptor binding + 0.5759 57.59%
Glucocorticoid receptor binding + 0.7064 70.64%
Aromatase binding + 0.6340 63.40%
PPAR gamma + 0.7912 79.12%
Honey bee toxicity - 0.5456 54.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8173 81.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.28% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.51% 91.24%
CHEMBL4302 P08183 P-glycoprotein 1 93.45% 92.98%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.12% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 92.81% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.71% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.04% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.42% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.33% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.64% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.36% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.36% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.39% 94.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.59% 93.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.19% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.98% 95.93%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.73% 97.53%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.48% 96.09%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 84.29% 99.17%
CHEMBL4581 P52732 Kinesin-like protein 1 84.10% 93.18%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.19% 96.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.99% 98.99%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.55% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.50% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.11% 95.83%
CHEMBL1937 Q92769 Histone deacetylase 2 82.08% 94.75%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.84% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.57% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.93% 96.90%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.63% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.40% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.31% 96.77%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.11% 100.00%

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.
Chlorophytum comosum

Cross-Links

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PubChem 101693300
LOTUS LTS0148388
wikiData Q104915353