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2-[2-[4,5-Dihydroxy-2-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 83463f32-71b2-4e9d-9ce2-546bb314272b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-[2-[4,5-dihydroxy-2-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1CCC23COC4(C2C1C)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)C
SMILES (Isomeric) CC1CCC23COC4(C2C1C)C=CC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)C
InChI InChI=1S/C47H76O18/c1-21-7-13-46-20-60-47(38(46)22(21)2)14-9-27-42(3)11-10-29(43(4,19-50)26(42)8-12-44(27,5)45(47,6)15-28(46)52)63-40-36(33(56)31(54)24(16-48)61-40)65-41-37(34(57)32(55)25(17-49)62-41)64-39-35(58)30(53)23(51)18-59-39/h9,14,21-41,48-58H,7-8,10-13,15-20H2,1-6H3
InChI Key CAJPMUBOHPLZJI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O18
Molecular Weight 929.10 g/mol
Exact Mass 928.50316557 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.93
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[4,5-Dihydroxy-2-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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 + 0.5788 57.88%
Caco-2 - 0.8919 89.19%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6011 60.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6145 61.45%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.5880 58.80%
CYP3A4 substrate + 0.7418 74.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8287 82.87%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.9048 90.48%
CYP2C19 inhibition - 0.8767 87.67%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.9104 91.04%
CYP2C8 inhibition + 0.7093 70.93%
CYP inhibitory promiscuity - 0.9498 94.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6234 62.34%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9064 90.64%
Skin irritation - 0.6247 62.47%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7712 77.12%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6581 65.81%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.7994 79.94%
Acute Oral Toxicity (c) I 0.7917 79.17%
Estrogen receptor binding + 0.7785 77.85%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding - 0.5711 57.11%
Glucocorticoid receptor binding + 0.6206 62.06%
Aromatase binding + 0.6458 64.58%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.6543 65.43%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8868 88.68%

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 97.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.61% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.78% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.87% 97.36%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.65% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.63% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.76% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.15% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.72% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.75% 92.94%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.57% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.50% 86.33%
CHEMBL325 Q13547 Histone deacetylase 1 85.38% 95.92%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.07% 97.53%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.13% 94.45%
CHEMBL2581 P07339 Cathepsin D 83.76% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.56% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.98% 94.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.84% 97.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.81% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.65% 91.24%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.03% 92.78%
CHEMBL259 P32245 Melanocortin receptor 4 80.40% 95.38%

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.
Bupleurum rotundifolium

Cross-Links

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PubChem 85144136
LOTUS LTS0161429
wikiData Q104951430