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(2S,4aS,6bR,12aS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-3-[(2R,3R,4S,5S,6S)-6-ethoxycarbonyl-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-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 1b77ca99-dae7-43fc-b9dc-7fa0575d4e72
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,4aS,6bR,12aS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-3-[(2R,3R,4S,5S,6S)-6-ethoxycarbonyl-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-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/C48H74O16/c1-10-12-21-60-39(56)35-31(52)32(53)36(64-40-33(54)29(50)30(51)34(62-40)38(55)59-11-2)41(63-35)61-28-14-15-46(7)27(43(28,3)4)13-16-48(9)37(46)26(49)22-24-25-23-45(6,42(57)58)18-17-44(25,5)19-20-47(24,48)8/h22,25,27-37,40-41,50-54H,10-21,23H2,1-9H3,(H,57,58)/t25?,27?,28?,29-,30-,31-,32-,33+,34-,35-,36+,37?,40-,41+,44+,45-,46-,47?,48+/m0/s1
InChI Key DTWCSMODIRYEAA-YWQJNNKFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H74O16
Molecular Weight 907.10 g/mol
Exact Mass 906.49768627 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 3.98
H-Bond Acceptor 15
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aS,6bR,12aS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-3-[(2R,3R,4S,5S,6S)-6-ethoxycarbonyl-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-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 + 0.8572 85.72%
Caco-2 - 0.8726 87.26%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8823 88.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3993 39.93%
OATP1B3 inhibitior - 0.3321 33.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.8202 82.02%
P-glycoprotein inhibitior + 0.7614 76.14%
P-glycoprotein substrate - 0.5744 57.44%
CYP3A4 substrate + 0.7493 74.93%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8989 89.89%
CYP3A4 inhibition - 0.8646 86.46%
CYP2C9 inhibition - 0.8486 84.86%
CYP2C19 inhibition - 0.8699 86.99%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.8890 88.90%
CYP2C8 inhibition + 0.7640 76.40%
CYP inhibitory promiscuity - 0.9207 92.07%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6025 60.25%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.6037 60.37%
Skin corrosion - 0.9425 94.25%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4200 42.00%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.5158 51.58%
skin sensitisation - 0.8909 89.09%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6615 66.15%
Acute Oral Toxicity (c) III 0.6930 69.30%
Estrogen receptor binding + 0.7853 78.53%
Androgen receptor binding + 0.7498 74.98%
Thyroid receptor binding - 0.6202 62.02%
Glucocorticoid receptor binding + 0.7502 75.02%
Aromatase binding + 0.6283 62.83%
PPAR gamma + 0.7895 78.95%
Honey bee toxicity - 0.7234 72.34%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9896 98.96%

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
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 98.54% 94.78%
CHEMBL221 P23219 Cyclooxygenase-1 97.76% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.55% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 92.56% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.30% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.05% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.44% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.38% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.38% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.92% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.04% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.64% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.60% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.90% 92.62%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 84.90% 95.52%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.63% 97.36%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.22% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 84.10% 91.81%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.79% 96.38%
CHEMBL3891 P07384 Calpain 1 82.44% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.34% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.28% 94.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.15% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.86% 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.
Glycyrrhiza uralensis

Cross-Links

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PubChem 11968460
NPASS NPC148822