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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,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-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-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 7ffff3b9-b21f-452f-a605-9d8127ad7922
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,8aS,12aS,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-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O17/c1-21-28(49)30(51)32(53)39(60-21)62-34-33(54)35(37(55)56)63-40(36(34)64-38-31(52)29(50)24(48)20-59-38)61-27-12-13-44(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 CLQAMCIMWDLXGK-BPKRTFNMSA-N
Popularity 2 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 3.50
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,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,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-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-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 + 0.8757 87.57%
Caco-2 - 0.8914 89.14%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6939 69.39%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.7036 70.36%
P-glycoprotein inhibitior + 0.7623 76.23%
P-glycoprotein substrate - 0.6332 63.32%
CYP3A4 substrate + 0.7242 72.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.7362 73.62%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9070 90.70%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6602 66.02%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9211 92.11%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7852 78.52%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding - 0.6394 63.94%
Glucocorticoid receptor binding + 0.7080 70.80%
Aromatase binding + 0.6594 65.94%
PPAR gamma + 0.7762 77.62%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9805 98.05%

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 96.72% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.11% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.10% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.36% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.86% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.64% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.34% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.50% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.93% 94.45%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.40% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 81.85% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.24% 93.00%

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.
Dumasia truncata

Cross-Links

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PubChem 101683773
LOTUS LTS0033273
wikiData Q104963808