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(2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-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-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-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 c3ddbae8-e9ec-4141-966a-5c4b453c3f7c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-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-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O15/c1-37(2)24-8-11-42(7)33(21(45)14-19-20-15-40(5,36(52)53)25(46)16-38(20,3)12-13-41(19,42)6)39(24,4)10-9-26(37)56-35-32(30(50)28(48)23(18-44)55-35)57-34-31(51)29(49)27(47)22(17-43)54-34/h14,20,22-35,43-44,46-51H,8-13,15-18H2,1-7H3,(H,52,53)/t20-,22+,23+,24-,25+,26-,27+,28+,29-,30-,31+,32+,33+,34-,35-,38-,39-,40-,41+,42+/m0/s1
InChI Key HFROAAMLLPQSFZ-VLNXZLOISA-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) 253.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.03
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 7

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,10S,12aS,14bR)-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-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-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 + 0.7601 76.01%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3935 39.35%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.4933 49.33%
P-glycoprotein inhibitior + 0.7594 75.94%
P-glycoprotein substrate - 0.7786 77.86%
CYP3A4 substrate + 0.7252 72.52%
CYP2C9 substrate - 0.7960 79.60%
CYP2D6 substrate - 0.8973 89.73%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.6300 63.00%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9123 91.23%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8670 86.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3921 39.21%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6164 61.64%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6162 61.62%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7746 77.46%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding - 0.6809 68.09%
Glucocorticoid receptor binding + 0.6781 67.81%
Aromatase binding + 0.6701 67.01%
PPAR gamma + 0.7529 75.29%
Honey bee toxicity - 0.7286 72.86%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9585 95.85%

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 97.05% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.03% 90.17%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 95.57% 94.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.93% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.41% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.97% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.30% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.30% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.69% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.02% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.80% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.96% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.54% 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.
Glycyrrhiza echinata

Cross-Links

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PubChem 101037779
LOTUS LTS0012375
wikiData Q105027482