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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[(2R,3S,4R,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxan-3-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 46617a82-67bb-456a-bf70-894b539b656e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[(2R,3S,4R,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H84O22/c1-47(2)13-14-52(22-57)24(15-47)23-7-8-30-48(3)11-10-32(49(4,21-56)29(48)9-12-50(30,5)51(23,6)16-31(52)58)72-44-40(66)37(63)41(27(19-55)70-44)73-46-42(74-45-39(65)36(62)33(59)25(17-53)69-45)35(61)28(20-67-46)71-43-38(64)34(60)26(18-54)68-43/h7-8,25-46,53-66H,9-22H2,1-6H3/t25-,26+,27-,28+,29-,30-,31-,32+,33-,34+,35+,36+,37-,38-,39-,40-,41-,42-,43+,44+,45+,46+,48+,49+,50-,51-,52-/m1/s1
InChI Key IVWNDKJNCBDYNE-JSDYIWBISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O22
Molecular Weight 1061.20 g/mol
Exact Mass 1060.54542430 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.42
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[(2R,3S,4R,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxyoxan-3-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 + 0.7984 79.84%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7868 78.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8285 82.85%
OATP1B3 inhibitior + 0.8420 84.20%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8855 88.55%
P-glycoprotein inhibitior + 0.7423 74.23%
P-glycoprotein substrate + 0.5234 52.34%
CYP3A4 substrate + 0.7450 74.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition - 0.9192 91.92%
CYP2C9 inhibition - 0.8672 86.72%
CYP2C19 inhibition - 0.9114 91.14%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9034 90.34%
CYP2C8 inhibition + 0.7163 71.63%
CYP inhibitory promiscuity - 0.9212 92.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5118 51.18%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5656 56.56%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7966 79.66%
Micronuclear - 0.8700 87.00%
Hepatotoxicity + 0.6429 64.29%
skin sensitisation - 0.9000 90.00%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.7224 72.24%
Acute Oral Toxicity (c) III 0.5014 50.14%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.7418 74.18%
Thyroid receptor binding + 0.5167 51.67%
Glucocorticoid receptor binding + 0.6807 68.07%
Aromatase binding + 0.6376 63.76%
PPAR gamma + 0.7887 78.87%
Honey bee toxicity - 0.6403 64.03%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9382 93.82%

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 97.87% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.42% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.25% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.64% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.37% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.61% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.98% 96.09%
CHEMBL1871 P10275 Androgen Receptor 87.66% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 84.96% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 84.65% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.07% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.52% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.50% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.11% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.51% 97.36%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.09% 92.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.93% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.25% 97.33%
CHEMBL5028 O14672 ADAM10 80.23% 97.50%

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.
Polycarpon prostratum

Cross-Links

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PubChem 101589162
LOTUS LTS0227244
wikiData Q105121355