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(2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxane-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 ca80e6a2-5dc9-4b10-b0bb-2f6f3139dce2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O17/c1-21-28(48)30(50)33(53)39(60-21)61-24-20-59-38(32(52)29(24)49)63-35-31(51)34(54)40(64-36(35)37(55)56)62-27-12-13-44(6)25(43(27,4)5)11-14-46(8)26(44)10-9-22-23-19-42(2,3)15-17-47(23,41(57)58)18-16-45(22,46)7/h9,21,23-36,38-40,48-54H,10-20H2,1-8H3,(H,55,56)(H,57,58)/t21-,23+,24+,25-,26+,27-,28-,29-,30+,31+,32+,33+,34+,35-,36-,38-,39-,40+,44-,45+,46+,47-/m0/s1
InChI Key GIZCNSUTAXWWGQ-BQLKIXEFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O17
Molecular Weight 911.10 g/mol
Exact Mass 910.49260089 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxane-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 + 0.8514 85.14%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8979 89.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6953 69.53%
OATP1B3 inhibitior - 0.2980 29.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6474 64.74%
BSEP inhibitior + 0.8595 85.95%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate - 0.6114 61.14%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9180 91.80%
CYP2C9 inhibition - 0.8556 85.56%
CYP2C19 inhibition - 0.9274 92.74%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8341 83.41%
CYP2C8 inhibition + 0.7412 74.12%
CYP inhibitory promiscuity - 0.9587 95.87%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6123 61.23%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.5692 56.92%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7688 76.88%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8681 86.81%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8892 88.92%
Acute Oral Toxicity (c) III 0.5696 56.96%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.7279 72.79%
Thyroid receptor binding - 0.5307 53.07%
Glucocorticoid receptor binding + 0.7332 73.32%
Aromatase binding + 0.6605 66.05%
PPAR gamma + 0.8111 81.11%
Honey bee toxicity - 0.6539 65.39%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9870 98.70%

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 97.64% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.74% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.11% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.17% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 90.15% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.09% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.98% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.45% 95.17%
CHEMBL2581 P07339 Cathepsin D 84.83% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.84% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.39% 97.09%
CHEMBL5028 O14672 ADAM10 82.79% 97.50%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.73% 89.44%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.61% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.33% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.07% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 81.94% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.16% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.96% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.30% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163027193
LOTUS LTS0078694
wikiData Q105009284