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(2R,3R,4S,5S,6R)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-6-[(3R)-4-hydroxy-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 65339242-3a5a-4955-bfeb-054984392e6b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-6-[(3R)-4-hydroxy-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC1(CCC(C)CO)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO)O
InChI InChI=1S/C33H54O9/c1-17(15-34)7-12-33(39)18(2)26-24(42-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)40-30-29(38)28(37)27(36)25(16-35)41-30/h5,17-18,20-30,34-39H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
InChI Key CVSQRLPHHIFEEY-GAMIEDRGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O9
Molecular Weight 594.80 g/mol
Exact Mass 594.37678330 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-6-[(3R)-4-hydroxy-3-methylbutyl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8568 85.68%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 0.5763 57.63%
OATP1B1 inhibitior + 0.9060 90.60%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.8054 80.54%
P-glycoprotein inhibitior + 0.6445 64.45%
P-glycoprotein substrate + 0.5693 56.93%
CYP3A4 substrate + 0.7401 74.01%
CYP2C9 substrate - 0.8020 80.20%
CYP2D6 substrate - 0.8336 83.36%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.6236 62.36%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9366 93.66%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6912 69.12%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8262 82.62%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.7203 72.03%
Androgen receptor binding + 0.6336 63.36%
Thyroid receptor binding - 0.5863 58.63%
Glucocorticoid receptor binding + 0.5557 55.57%
Aromatase binding + 0.6409 64.09%
PPAR gamma + 0.5807 58.07%
Honey bee toxicity - 0.6875 68.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.60% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.23% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.81% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.03% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.71% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.74% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.18% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.78% 93.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.50% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.25% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 89.09% 97.79%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.00% 89.05%
CHEMBL2581 P07339 Cathepsin D 88.58% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.16% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.82% 89.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.82% 92.86%
CHEMBL237 P41145 Kappa opioid receptor 84.94% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.44% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.79% 86.33%
CHEMBL242 Q92731 Estrogen receptor beta 81.34% 98.35%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.23% 94.08%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.22% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.35% 93.18%

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.
Paris polyphylla

Cross-Links

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PubChem 162966752
LOTUS LTS0174301
wikiData Q104970967