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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-propanoyloxy-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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 950e674c-1140-4836-ba62-f302234ccd97
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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-propanoyloxy-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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O19/c1-10-27(51)64-37-38(61-20(2)50)47(19-49)22(17-42(37,3)4)21-11-12-25-44(7)15-14-26(43(5,6)24(44)13-16-45(25,8)46(21,9)35(57)36(47)58)63-41-34(31(55)30(54)33(65-41)39(59)60)66-40-32(56)29(53)28(52)23(18-48)62-40/h11,22-26,28-38,40-41,48-49,52-58H,10,12-19H2,1-9H3,(H,59,60)/t22-,23+,24-,25+,26-,28+,29-,30-,31-,32+,33-,34+,35-,36+,37-,38-,40-,41+,44-,45+,46-,47-/m0/s1
InChI Key UYSIMKLSEBZGNJ-GNJKEXRLSA-N
Popularity 2 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) 309.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 0.30
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 10

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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-propanoyloxy-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,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.8232 82.32%
Caco-2 - 0.8835 88.35%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8766 87.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7656 76.56%
OATP1B3 inhibitior - 0.4176 41.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.8005 80.05%
P-glycoprotein inhibitior + 0.7551 75.51%
P-glycoprotein substrate - 0.5356 53.56%
CYP3A4 substrate + 0.7371 73.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.7837 78.37%
CYP2C9 inhibition - 0.8437 84.37%
CYP2C19 inhibition - 0.8778 87.78%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8820 88.20%
CYP2C8 inhibition + 0.7832 78.32%
CYP inhibitory promiscuity - 0.9238 92.38%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5988 59.88%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.6096 60.96%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7042 70.42%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7933 79.33%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8228 82.28%
Acute Oral Toxicity (c) III 0.7498 74.98%
Estrogen receptor binding + 0.7905 79.05%
Androgen receptor binding + 0.7511 75.11%
Thyroid receptor binding - 0.5431 54.31%
Glucocorticoid receptor binding + 0.7682 76.82%
Aromatase binding + 0.6427 64.27%
PPAR gamma + 0.8143 81.43%
Honey bee toxicity - 0.6790 67.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9812 98.12%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.16% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.89% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.17% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.02% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.00% 94.33%
CHEMBL2581 P07339 Cathepsin D 87.95% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.89% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 85.64% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.10% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.30% 89.00%
CHEMBL5028 O14672 ADAM10 83.17% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.61% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.43% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.27% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.29% 97.09%

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.
Hydrocotyle sibthorpioides

Cross-Links

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PubChem 21576236
LOTUS LTS0110498
wikiData Q105281904