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(2R,3S)-3-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-oxo-1,4-dioxane-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 ebcbb0a3-ad51-429e-9b42-229a43d626d9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3S)-3-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-oxo-1,4-dioxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(OC(=O)CO6)C(=O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H](OC(=O)CO7)C(=O)O
InChI InChI=1S/C41H62O13/c1-36(2)14-16-41(35(49)54-33-30(46)29(45)28(44)23(19-42)51-33)17-15-39(6)21(22(41)18-36)8-9-25-38(5)12-11-26(37(3,4)24(38)10-13-40(25,39)7)52-34-31(32(47)48)53-27(43)20-50-34/h8,22-26,28-31,33-34,42,44-46H,9-20H2,1-7H3,(H,47,48)/t22-,23+,24-,25+,26-,28+,29-,30+,31-,33-,34-,38-,39+,40+,41-/m0/s1
InChI Key CGZZDJKOUOCMMX-GDRXKMKXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H62O13
Molecular Weight 762.90 g/mol
Exact Mass 762.41904203 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 3.87
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-3-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-6-oxo-1,4-dioxane-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 + 0.7181 71.81%
Caco-2 - 0.8676 86.76%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 0.8713 87.13%
OATP1B1 inhibitior + 0.7201 72.01%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.7206 72.06%
P-glycoprotein inhibitior + 0.7755 77.55%
P-glycoprotein substrate - 0.7632 76.32%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.6739 67.39%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4124 41.24%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8197 81.97%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8707 87.07%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.6969 69.69%
Androgen receptor binding + 0.7345 73.45%
Thyroid receptor binding - 0.5905 59.05%
Glucocorticoid receptor binding + 0.7363 73.63%
Aromatase binding + 0.6583 65.83%
PPAR gamma + 0.7365 73.65%
Honey bee toxicity - 0.6873 68.73%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9722 97.22%

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 97.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.86% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.09% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.88% 93.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.88% 95.17%
CHEMBL2581 P07339 Cathepsin D 88.37% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 87.36% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.03% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.26% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.75% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.10% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.45% 99.17%

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.
Beta vulgaris

Cross-Links

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PubChem 162889625
LOTUS LTS0024907
wikiData Q104958483