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(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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 6dd23e6f-8cc5-490e-915e-ad30a06a2afc
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,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)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)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)OC1
InChI InChI=1S/C45H72O19/c1-18-7-10-45(57-17-18)19(2)30-25(64-45)12-24-22-6-5-20-11-21(8-9-43(20,3)23(22)13-29(49)44(24,30)4)58-42-39(63-41-37(56)35(54)32(51)27(15-47)60-41)38(33(52)28(16-48)61-42)62-40-36(55)34(53)31(50)26(14-46)59-40/h18-28,30-42,46-48,50-56H,5-17H2,1-4H3/t18-,19+,20-,21+,22-,23+,24+,25+,26-,27-,28-,30+,31-,32-,33-,34+,35+,36-,37-,38+,39-,40+,41+,42-,43+,44-,45-/m1/s1
InChI Key VGWBUQPQZOSEEG-IPYOEHNGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H72O19
Molecular Weight 917.00 g/mol
Exact Mass 916.46678006 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.55
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 9

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,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]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 - 0.5000 50.00%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7795 77.95%
OATP2B1 inhibitior - 0.8714 87.14%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.9395 93.95%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.4700 47.00%
P-glycoprotein inhibitior + 0.7256 72.56%
P-glycoprotein substrate - 0.5700 57.00%
CYP3A4 substrate + 0.7350 73.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8483 84.83%
CYP3A4 inhibition - 0.9505 95.05%
CYP2C9 inhibition - 0.9148 91.48%
CYP2C19 inhibition - 0.8948 89.48%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.9134 91.34%
CYP2C8 inhibition + 0.5642 56.42%
CYP inhibitory promiscuity - 0.9439 94.39%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6468 64.68%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.6781 67.81%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.8154 81.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7354 73.54%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9458 94.58%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5231 52.31%
Acute Oral Toxicity (c) I 0.7157 71.57%
Estrogen receptor binding + 0.8410 84.10%
Androgen receptor binding + 0.7232 72.32%
Thyroid receptor binding - 0.5892 58.92%
Glucocorticoid receptor binding - 0.4905 49.05%
Aromatase binding + 0.6413 64.13%
PPAR gamma + 0.7207 72.07%
Honey bee toxicity - 0.5580 55.80%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8713 87.13%

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 97.50% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.74% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.61% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.33% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.84% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.99% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 86.93% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.78% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.66% 96.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.35% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.46% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.30% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.18% 93.04%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.75% 97.50%

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.
Yucca gloriosa
Yucca schidigera

Cross-Links

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PubChem 14803800
LOTUS LTS0132584
wikiData Q105286143