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[(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 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 48863729-337d-49fe-80e3-352600dc445e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H68O18/c1-18-11-30(50)45(57-15-18)19(2)32-29(63-45)14-26-24-8-7-22-12-23(47)13-31(44(22,6)25(24)9-10-43(26,32)5)60-42-39(62-41-36(54)34(52)37(20(3)58-41)59-21(4)46)38(28(49)17-56-42)61-40-35(53)33(51)27(48)16-55-40/h7,19-20,23-42,47-54H,1,8-17H2,2-6H3/t19-,20-,23+,24+,25-,26-,27+,28-,29-,30-,31+,32-,33-,34-,35+,36+,37-,38-,39+,40-,41-,42-,43-,44-,45-/m0/s1
InChI Key IFRBWMPNJRIBIZ-OTNOXWBTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H68O18
Molecular Weight 897.00 g/mol
Exact Mass 896.44056532 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.08
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6S)-6-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8722 87.22%
Caco-2 - 0.8832 88.32%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7954 79.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9049 90.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7334 73.34%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.7159 71.59%
CYP3A4 substrate + 0.7655 76.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition - 0.9310 93.10%
CYP2C9 inhibition - 0.9092 90.92%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8966 89.66%
CYP2C8 inhibition + 0.7695 76.95%
CYP inhibitory promiscuity - 0.9628 96.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5288 52.88%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9103 91.03%
Skin irritation + 0.5514 55.14%
Skin corrosion - 0.9321 93.21%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6950 69.50%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5180 51.80%
skin sensitisation - 0.8891 88.91%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7452 74.52%
Acute Oral Toxicity (c) III 0.3994 39.94%
Estrogen receptor binding + 0.8248 82.48%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding - 0.5843 58.43%
Glucocorticoid receptor binding + 0.6246 62.46%
Aromatase binding + 0.6591 65.91%
PPAR gamma + 0.7493 74.93%
Honey bee toxicity - 0.5819 58.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5945 59.45%
Fish aquatic toxicity + 0.9822 98.22%

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 98.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.75% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 94.57% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.57% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.23% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.11% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.71% 94.45%
CHEMBL2581 P07339 Cathepsin D 88.80% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.24% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.02% 97.09%
CHEMBL5028 O14672 ADAM10 84.82% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.81% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.18% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.52% 97.25%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.51% 97.21%
CHEMBL1871 P10275 Androgen Receptor 82.21% 96.43%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.24% 97.28%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.84% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.49% 85.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.45% 89.67%

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.
There are no matching plants.

Cross-Links

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PubChem 102445418
LOTUS LTS0069534
wikiData Q105112322