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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-8-acetyloxy-7,10-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]-3,4-dihydroxy-5-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 55bedc8e-e003-40e4-8a5b-8a7439e3800d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-8-acetyloxy-7,10-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]-3,4-dihydroxy-5-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)C)O)OC(=O)C)CO)(C)C)O
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@@H]7[C@H]([C@H]([C@@H]([C@H](O7)C)O)O)O)C)C)C)O)OC(=O)C)CO)(C)C)O
InChI InChI=1S/C49H76O18/c1-12-21(2)41(61)67-38-36(57)44(5,6)19-25-24-13-14-27-46(9)17-16-28(45(7,8)26(46)15-18-47(27,10)48(24,11)37(58)39(63-23(4)51)49(25,38)20-50)64-43-35(32(55)31(54)34(65-43)40(59)60)66-42-33(56)30(53)29(52)22(3)62-42/h12-13,22,25-39,42-43,50,52-58H,14-20H2,1-11H3,(H,59,60)/b21-12-/t22-,25+,26+,27-,28+,29-,30+,31+,32+,33+,34+,35-,36+,37+,38+,39-,42-,43-,46+,47-,48+,49-/m1/s1
InChI Key DQGDOZDSFKEKHQ-KYQADXOSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C49H76O18
Molecular Weight 953.10 g/mol
Exact Mass 952.50316557 g/mol
Topological Polar Surface Area (TPSA) 289.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.88
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-8-acetyloxy-7,10-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]-3,4-dihydroxy-5-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-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 + 0.7941 79.41%
Caco-2 - 0.8749 87.49%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8948 89.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7781 77.81%
OATP1B3 inhibitior - 0.5056 50.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior + 0.8355 83.55%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate + 0.5186 51.86%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 0.7978 79.78%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.8459 84.59%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.9220 92.20%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.8499 84.99%
CYP2C8 inhibition + 0.7682 76.82%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6298 62.98%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.5723 57.23%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.8078 80.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6538 65.38%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7814 78.14%
skin sensitisation - 0.9064 90.64%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7430 74.30%
Acute Oral Toxicity (c) III 0.7628 76.28%
Estrogen receptor binding + 0.7780 77.80%
Androgen receptor binding + 0.7464 74.64%
Thyroid receptor binding + 0.5161 51.61%
Glucocorticoid receptor binding + 0.7692 76.92%
Aromatase binding + 0.6267 62.67%
PPAR gamma + 0.8175 81.75%
Honey bee toxicity - 0.6600 66.00%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9778 97.78%

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 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.75% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.06% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 93.81% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.31% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.22% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.03% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.43% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.55% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 85.09% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.09% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.84% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.47% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.05% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.06% 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 campestre

Cross-Links

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PubChem 44583932
LOTUS LTS0047617
wikiData Q104986922