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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,11R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-11-[(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]-3,4-dihydroxy-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 a2c5327c-711c-4a58-861d-ad711c4144e0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,11R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-11-[(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]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O19/c1-42-13-14-43(2,41(60)66-39-34(57)30(53)29(52)24(18-48)62-39)17-22(42)21-7-8-26-44(3)11-10-27(45(4,20-49)25(44)9-12-47(26,6)46(21,5)16-15-42)63-40-36(32(55)31(54)35(64-40)37(58)59)65-38-33(56)28(51)23(50)19-61-38/h7,22-36,38-40,48-57H,8-20H2,1-6H3,(H,58,59)/t22-,23+,24+,25+,26+,27-,28-,29+,30-,31-,32-,33+,34+,35-,36+,38-,39-,40+,42+,43+,44-,45+,46+,47+/m0/s1
InChI Key RCVDUSYTVXUQNE-WRIMWEGLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O19
Molecular Weight 943.10 g/mol
Exact Mass 942.48243013 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 1.60
Atomic LogP (AlogP) -0.16
H-Bond Acceptor 18
H-Bond Donor 11
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,4S,4aR,6aR,6bS,8aS,11R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-11-[(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]-3,4-dihydroxy-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 + 0.6935 69.35%
Caco-2 - 0.8864 88.64%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8439 84.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8142 81.42%
OATP1B3 inhibitior - 0.3315 33.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.7243 72.43%
P-glycoprotein inhibitior + 0.7503 75.03%
P-glycoprotein substrate - 0.5908 59.08%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8440 84.40%
CYP2C9 inhibition - 0.9283 92.83%
CYP2C19 inhibition - 0.9358 93.58%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.7739 77.39%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7092 70.92%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9251 92.51%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7280 72.80%
Acute Oral Toxicity (c) III 0.7253 72.53%
Estrogen receptor binding + 0.7789 77.89%
Androgen receptor binding + 0.7352 73.52%
Thyroid receptor binding - 0.6015 60.15%
Glucocorticoid receptor binding + 0.7294 72.94%
Aromatase binding + 0.6437 64.37%
PPAR gamma + 0.7886 78.86%
Honey bee toxicity - 0.6844 68.44%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9440 94.40%

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 98.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.00% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.36% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.15% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL233 P35372 Mu opioid receptor 83.03% 97.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.01% 94.33%
CHEMBL2581 P07339 Cathepsin D 83.00% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.57% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.47% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.36% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 82.16% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.02% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.56% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.31% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.51% 89.00%

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.
Oxytropis myriophylla

Cross-Links

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PubChem 101188266
LOTUS LTS0046636
wikiData Q105233981