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[5-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-(16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl acetate

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 9536d153-7f2a-4602-9153-e1b4eac0c00f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [5-[3,5-dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-(16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)OC2C(C(C(C(O2)CO)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)OC2C(C(C(C(O2)CO)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C52H82O23/c1-20-9-12-52(67-17-20)21(2)34-30(75-52)15-28-26-8-7-24-13-25(55)14-33(51(24,6)27(26)10-11-50(28,34)5)71-49-45(44(38(60)32(70-49)19-65-23(4)54)73-46-40(62)36(58)29(56)18-66-46)74-48-42(64)43(35(57)22(3)68-48)72-47-41(63)39(61)37(59)31(16-53)69-47/h7,20-22,25-49,53,55-64H,8-19H2,1-6H3
InChI Key PFFAJRATKINNEU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O23
Molecular Weight 1075.20 g/mol
Exact Mass 1074.52468886 g/mol
Topological Polar Surface Area (TPSA) 341.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 23
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-[3,5-Dihydroxy-6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-(16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8294 82.94%
Caco-2 - 0.8864 88.64%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8220 82.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9380 93.80%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate + 0.6505 65.05%
CYP3A4 substrate + 0.7602 76.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.9343 93.43%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.8019 80.19%
CYP inhibitory promiscuity - 0.9444 94.44%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9060 90.60%
Skin irritation + 0.5497 54.97%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7476 74.76%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9231 92.31%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8283 82.83%
Acute Oral Toxicity (c) I 0.4770 47.70%
Estrogen receptor binding + 0.8608 86.08%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7048 70.48%
Aromatase binding + 0.6550 65.50%
PPAR gamma + 0.8067 80.67%
Honey bee toxicity - 0.5794 57.94%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9416 94.16%

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 99.06% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.34% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.11% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.19% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.02% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.18% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 93.75% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.27% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.14% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.52% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.26% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.78% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.35% 93.04%
CHEMBL1914 P06276 Butyrylcholinesterase 87.79% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.89% 96.00%
CHEMBL2581 P07339 Cathepsin D 83.66% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.48% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.43% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.02% 91.24%
CHEMBL5028 O14672 ADAM10 81.86% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 81.75% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.12% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.07% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 80.98% 91.19%

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.
Brodiaea californica

Cross-Links

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PubChem 85138151
LOTUS LTS0264593
wikiData Q105207705