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[3,4,5-Trihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-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 0769e72c-6f02-4182-8b3d-26863441eedc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [3,4,5-trihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)COC(=O)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1OC
SMILES (Isomeric) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)COC(=O)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1OC
InChI InChI=1S/C48H76O19/c1-20-10-15-48(67-42(20)58-7)21(2)32-29(66-48)17-28-26-9-8-24-16-25(11-13-46(24,5)27(26)12-14-47(28,32)6)61-45-41(65-43-37(55)35(53)33(51)22(3)60-43)39(57)40(30(18-49)62-45)64-44-38(56)36(54)34(52)31(63-44)19-59-23(4)50/h8,20-22,25-45,49,51-57H,9-19H2,1-7H3
InChI Key HOLQVKHMRPVKIZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O19
Molecular Weight 957.10 g/mol
Exact Mass 956.49808019 g/mol
Topological Polar Surface Area (TPSA) 271.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.76
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,4,5-Trihydroxy-6-[4-hydroxy-2-(hydroxymethyl)-6-(6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-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 + 0.7890 78.90%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8222 82.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8713 87.13%
OATP1B3 inhibitior + 0.8804 88.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9436 94.36%
P-glycoprotein inhibitior + 0.7355 73.55%
P-glycoprotein substrate + 0.6037 60.37%
CYP3A4 substrate + 0.7582 75.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9572 95.72%
CYP2C9 inhibition - 0.9237 92.37%
CYP2C19 inhibition - 0.9117 91.17%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.7783 77.83%
CYP inhibitory promiscuity - 0.9162 91.62%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5310 53.10%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.5709 57.09%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.9400 94.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7870 78.70%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.9169 91.69%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8515 85.15%
Acute Oral Toxicity (c) III 0.4156 41.56%
Estrogen receptor binding + 0.8614 86.14%
Androgen receptor binding + 0.7295 72.95%
Thyroid receptor binding + 0.5216 52.16%
Glucocorticoid receptor binding + 0.7078 70.78%
Aromatase binding + 0.6360 63.60%
PPAR gamma + 0.7818 78.18%
Honey bee toxicity - 0.6027 60.27%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9276 92.76%

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 99.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.35% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.96% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.62% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.58% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.22% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.02% 89.05%
CHEMBL5255 O00206 Toll-like receptor 4 91.68% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.35% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.30% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.24% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.83% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.41% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.76% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.94% 95.50%
CHEMBL5028 O14672 ADAM10 85.81% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.18% 96.61%
CHEMBL2581 P07339 Cathepsin D 83.93% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.58% 96.90%
CHEMBL1871 P10275 Androgen Receptor 83.38% 96.43%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.03% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.53% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.43% 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.
Lilium speciosum

Cross-Links

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PubChem 85138012
LOTUS LTS0134938
wikiData Q105031360