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(2S,3S,4S,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-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 4bbc99ea-35e3-4243-b676-a3edb5ebcb4a
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,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-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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/C46H72O17/c1-41(2)14-16-46(40(56)57)17-15-44(6)21(22(46)18-41)8-9-26-43(5)12-11-27(42(3,4)25(43)10-13-45(26,44)7)60-39-35(63-38-31(52)29(50)24(48)20-59-38)33(32(53)34(62-39)36(54)55)61-37-30(51)28(49)23(47)19-58-37/h8,22-35,37-39,47-53H,9-20H2,1-7H3,(H,54,55)(H,56,57)/t22-,23+,24-,25+,26-,27+,28+,29+,30-,31-,32+,33+,34+,35-,37+,38+,39-,43+,44-,45-,46+/m1/s1
InChI Key XQGKHFSVPNPHAB-YPGWAHSRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H72O17
Molecular Weight 897.10 g/mol
Exact Mass 896.47695082 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.08
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,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-hydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 + 0.8225 82.25%
Caco-2 - 0.8921 89.21%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8714 87.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6922 69.22%
OATP1B3 inhibitior - 0.2615 26.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.6693 66.93%
P-glycoprotein inhibitior + 0.7612 76.12%
P-glycoprotein substrate - 0.7379 73.79%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6960 69.60%
CYP inhibitory promiscuity - 0.9829 98.29%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.5887 58.87%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6447 64.47%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8346 83.46%
Acute Oral Toxicity (c) III 0.6362 63.62%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7306 73.06%
Thyroid receptor binding - 0.6472 64.72%
Glucocorticoid receptor binding + 0.6817 68.17%
Aromatase binding + 0.6405 64.05%
PPAR gamma + 0.7658 76.58%
Honey bee toxicity - 0.7281 72.81%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9756 97.56%

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 95.47% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.36% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.92% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.23% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.81% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.21% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.66% 92.50%
CHEMBL2581 P07339 Cathepsin D 80.93% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.79% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.67% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.28% 95.89%

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.
Momordica cochinchinensis

Cross-Links

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PubChem 163067024
LOTUS LTS0065776
wikiData Q105339679