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(2S,3R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-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 bd2d5c9e-bde1-47c1-b33c-86a50cabc16d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O15/c1-37-13-14-41(5)20(21(37)15-39(3,36(52)53)26(46)16-37)7-8-25-38(2)11-10-27(40(4,19-45)24(38)9-12-42(25,41)6)56-35-33(31(50)29(48)23(18-44)55-35)57-34-32(51)30(49)28(47)22(17-43)54-34/h7-8,22-35,43-51H,9-19H2,1-6H3,(H,52,53)/t22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,37+,38+,39+,40-,41-,42-/m1/s1
InChI Key MSVWRQAHPWDSIH-UCCRAKQLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 0.75
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4aS,6aR,6aS,6bR,8aR,9S,10S,12aS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12-dodecahydropicene-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 + 0.7336 73.36%
Caco-2 - 0.8851 88.51%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8333 83.33%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.5087 50.87%
P-glycoprotein inhibitior + 0.7495 74.95%
P-glycoprotein substrate - 0.6335 63.35%
CYP3A4 substrate + 0.7268 72.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8829 88.29%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.6453 64.53%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6978 69.78%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5626 56.26%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.6396 63.96%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.7686 76.86%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding - 0.6224 62.24%
Glucocorticoid receptor binding + 0.6252 62.52%
Aromatase binding + 0.6509 65.09%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.7494 74.94%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6550 65.50%
Fish aquatic toxicity + 0.9206 92.06%

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 96.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.09% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.24% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 90.21% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.80% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.64% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.46% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.85% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.66% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.40% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.36% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.49% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.72% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.40% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.22% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.96% 94.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.85% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.79% 91.24%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.77% 92.78%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.62% 89.00%
CHEMBL5028 O14672 ADAM10 80.56% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.36% 99.17%
CHEMBL2581 P07339 Cathepsin D 80.02% 98.95%

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.
Glycyrrhiza echinata

Cross-Links

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PubChem 101037780
LOTUS LTS0051682
wikiData Q105171473