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4a-O-methyl 2-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 67e4d57f-eec0-4d22-a5c0-9fd7d7369707
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 4a-O-methyl 2-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H68O14/c1-21-28(45)30(47)32(49)34(54-21)56-27-12-13-40(5)25(38(27,2)3)11-14-42(7)26(40)10-9-22-23-19-39(4,15-17-43(23,37(52)53-8)18-16-41(22,42)6)36(51)57-35-33(50)31(48)29(46)24(20-44)55-35/h9,21,23-35,44-50H,10-20H2,1-8H3/t21-,23-,24+,25-,26+,27-,28-,29+,30+,31-,32+,33+,34-,35-,39+,40-,41+,42+,43-/m0/s1
InChI Key CWHPDGQJYPZUHJ-MQUFNJAASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H68O14
Molecular Weight 809.00 g/mol
Exact Mass 808.46090684 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 14
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4a-O-methyl 2-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7879 78.79%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8732 87.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7227 72.27%
OATP1B3 inhibitior - 0.3464 34.64%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.7021 70.21%
P-glycoprotein inhibitior + 0.7613 76.13%
P-glycoprotein substrate - 0.7620 76.20%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8521 85.21%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8595 85.95%
CYP2C8 inhibition + 0.6841 68.41%
CYP inhibitory promiscuity - 0.9458 94.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6212 62.12%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.6201 62.01%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6579 65.79%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.9447 94.47%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7925 79.25%
Acute Oral Toxicity (c) III 0.7153 71.53%
Estrogen receptor binding + 0.7205 72.05%
Androgen receptor binding + 0.7205 72.05%
Thyroid receptor binding - 0.5883 58.83%
Glucocorticoid receptor binding + 0.7116 71.16%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.7422 74.22%
Honey bee toxicity - 0.6830 68.30%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9583 95.83%

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 99.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.15% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.15% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.90% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.12% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.52% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.90% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.91% 96.77%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.47% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 84.23% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.17% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.02% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.13% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.76% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.63% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.28% 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.
Taverniera aegyptiaca

Cross-Links

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PubChem 101939861
LOTUS LTS0205932
wikiData Q104971280