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(4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,11-dihydroxy-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

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 cb28ec99-2bb2-4496-8271-444fdb45accc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,11-dihydroxy-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) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(O6)CO)O)O)C)(CCC7C4(CC(C(C7(C)CO)O)O)C)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@H]([C@@H]([C@H](O7)CO)O)O)C)(C[C@@H]([C@@H]([C@@]3(C)CO)O)O)C
InChI InChI=1S/C41H66O15/c1-36(2)11-12-41(35(51)52)20(13-36)19-7-8-25-37(3)14-21(45)32(50)38(4,18-44)24(37)9-10-39(25,5)40(19,6)15-26(41)55-34-31(29(48)27(46)22(16-42)54-34)56-33-30(49)28(47)23(17-43)53-33/h7,20-34,42-50H,8-18H2,1-6H3,(H,51,52)/t20-,21-,22+,23+,24+,25+,26+,27+,28+,29-,30-,31+,32-,33-,34-,37-,38-,39+,40+,41+/m0/s1
InChI Key CNFAVAKTFUDEGE-WKZAGLFPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H66O15
Molecular Weight 799.00 g/mol
Exact Mass 798.44017139 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 0.44
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 (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5-[(2R,3R,4S,5S,6R)-3-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,11-dihydroxy-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 + 0.8593 85.93%
Caco-2 - 0.8757 87.57%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7078 70.78%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate - 0.7326 73.26%
CYP3A4 substrate + 0.7077 70.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.6113 61.13%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.8270 82.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7198 71.98%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.4920 49.20%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7046 70.46%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding - 0.6037 60.37%
Glucocorticoid receptor binding + 0.6354 63.54%
Aromatase binding + 0.6394 63.94%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.7665 76.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9565 95.65%

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 96.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.78% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.54% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.59% 97.36%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.96% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.53% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.16% 86.33%
CHEMBL5028 O14672 ADAM10 82.92% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.90% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.40% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.08% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.88% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.33% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.03% 91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101612411
LOTUS LTS0121751
wikiData Q104965696