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(2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

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 c9b7d6b6-f6fc-438c-b0ee-987bd2281283
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H82O21/c1-10-22(2)43(66)69-30-18-47(3,4)17-24-23-11-12-28-49(7)15-14-29(48(5,6)27(49)13-16-50(28,8)51(23,9)40(62)41(63)52(24,30)21-54)70-46-39(73-45-35(60)33(58)32(57)26(19-53)68-45)37(36(61)38(72-46)42(64)65)71-44-34(59)31(56)25(55)20-67-44/h10-11,24-41,44-46,53-63H,12-21H2,1-9H3,(H,64,65)/b22-10-/t24-,25-,26+,27-,28+,29-,30-,31-,32+,33-,34+,35+,36-,37-,38-,39+,40-,41+,44-,45-,46-,49-,50+,51-,52+/m0/s1
InChI Key RPOYPHARKVUWJM-RFSDGPMFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O21
Molecular Weight 1043.20 g/mol
Exact Mass 1042.53485962 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 2.10
Atomic LogP (AlogP) -0.23
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8782 87.82%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7501 75.01%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9361 93.61%
P-glycoprotein inhibitior + 0.7512 75.12%
P-glycoprotein substrate - 0.5155 51.55%
CYP3A4 substrate + 0.7360 73.60%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7485 74.85%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7014 70.14%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8334 83.34%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9006 90.06%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding + 0.5242 52.42%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.5991 59.91%
PPAR gamma + 0.8222 82.22%
Honey bee toxicity - 0.6457 64.57%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.54% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.98% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.84% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 89.45% 95.93%
CHEMBL2581 P07339 Cathepsin D 89.25% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.58% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.32% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.81% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.57% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.40% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.17% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.25% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.34% 96.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.64% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.95% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.89% 92.50%
CHEMBL5028 O14672 ADAM10 80.65% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.30% 94.33%

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.
Eryngium yuccifolium

Cross-Links

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PubChem 162907699
LOTUS LTS0064696
wikiData Q105242871