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

Details

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Internal ID e0e73c88-e966-4b60-b0ad-911913a7cc2f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)CO)O)O)O)O
InChI InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(50-21)53-32-29(45)24(19-42)51-34(32)52-27-11-12-37(4)25(38(27,5)20-43)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1
InChI Key KBYYTUYPCGPQNK-LLJOFIFVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H66O12
Molecular Weight 751.00 g/mol
Exact Mass 750.45542754 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4-hydroxy-5-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.8293 82.93%
Caco-2 - 0.8775 87.75%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8733 87.33%
OATP2B1 inhibitior - 0.8721 87.21%
OATP1B1 inhibitior + 0.8203 82.03%
OATP1B3 inhibitior - 0.2836 28.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4531 45.31%
P-glycoprotein inhibitior + 0.7572 75.72%
P-glycoprotein substrate - 0.7487 74.87%
CYP3A4 substrate + 0.7129 71.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9399 93.99%
CYP2C9 inhibition - 0.8597 85.97%
CYP2C19 inhibition - 0.9059 90.59%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.6590 65.90%
CYP inhibitory promiscuity - 0.8928 89.28%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5325 53.25%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.5738 57.38%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.9070 90.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7006 70.06%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.9038 90.38%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.5885 58.85%
Acute Oral Toxicity (c) III 0.7230 72.30%
Estrogen receptor binding + 0.7237 72.37%
Androgen receptor binding + 0.7245 72.45%
Thyroid receptor binding - 0.6175 61.75%
Glucocorticoid receptor binding + 0.6146 61.46%
Aromatase binding + 0.6591 65.91%
PPAR gamma + 0.7052 70.52%
Honey bee toxicity - 0.7409 74.09%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9709 97.09%

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 96.02% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.88% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.59% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.44% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.40% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.51% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.76% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.21% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.02% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.04% 99.17%

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.
Aralia elata

Cross-Links

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PubChem 163186514
LOTUS LTS0195209
wikiData Q105138618