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(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 c231684b-d075-413f-ba8e-807e2ae1e55e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C(=O)O)OC6C(C(C(CO6)O)O)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)(C)C(=O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O
InChI InChI=1S/C41H64O15/c1-36(2)13-14-41(35(52)56-33-31(49)29(47)28(46)22(17-42)54-33)20(15-36)19-7-8-23-37(3)11-10-26(55-32-30(48)27(45)21(43)18-53-32)40(6,34(50)51)24(37)9-12-38(23,4)39(19,5)16-25(41)44/h7,20-33,42-49H,8-18H2,1-6H3,(H,50,51)/t20-,21-,22+,23+,24+,25+,26-,27-,28+,29-,30+,31+,32-,33-,37+,38+,39+,40-,41+/m0/s1
InChI Key ARNBRPDSKOETGW-OXVRLLSYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O15
Molecular Weight 796.90 g/mol
Exact Mass 796.42452133 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.99
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 - 0.8833 88.33%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 0.8741 87.41%
OATP1B1 inhibitior - 0.3253 32.53%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior - 0.4533 45.33%
P-glycoprotein inhibitior + 0.7551 75.51%
P-glycoprotein substrate - 0.6427 64.27%
CYP3A4 substrate + 0.7196 71.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
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 + 0.6645 66.45%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7084 70.84%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8584 85.84%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7439 74.39%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding - 0.5942 59.42%
Glucocorticoid receptor binding + 0.6776 67.76%
Aromatase binding + 0.6256 62.56%
PPAR gamma + 0.7418 74.18%
Honey bee toxicity - 0.7371 73.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6350 63.50%
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 97.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.93% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.42% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.18% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.14% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.20% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.19% 96.61%
CHEMBL5028 O14672 ADAM10 84.10% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.73% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.16% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.14% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.47% 92.62%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.00% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 80.23% 91.19%

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 21592327
LOTUS LTS0071916
wikiData Q104917435