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(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-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 ae8d5def-4f9a-4235-84b7-9275ef95378f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C)O)O)OC7C(C(C(CO7)O)O)O)C)C)C2C1C)C(=O)O)C(=O)OC8C(C(C(C(O8)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)C)C)[C@@H]2[C@H]1C)C(=O)O)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C47H74O18/c1-20-10-15-46(42(59)65-39-36(56)33(53)32(52)25(18-48)62-39)16-17-47(41(57)58)23(29(46)21(20)2)8-9-27-44(6)13-12-28(43(4,5)26(44)11-14-45(27,47)7)63-40-37(34(54)30(50)22(3)61-40)64-38-35(55)31(51)24(49)19-60-38/h8,20-22,24-40,48-56H,9-19H2,1-7H3,(H,57,58)/t20-,21+,22-,24+,25-,26+,27-,28+,29+,30-,31+,32-,33+,34+,35-,36-,37-,38+,39+,40+,44+,45-,46+,47-/m1/s1
InChI Key IYBWYCXLYDMMAI-LBOMNWANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O18
Molecular Weight 927.10 g/mol
Exact Mass 926.48751551 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 17
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 (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-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 - 0.8878 88.78%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7293 72.93%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.7375 73.75%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate - 0.5518 55.18%
CYP3A4 substrate + 0.7339 73.39%
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 + 0.7367 73.67%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6968 69.68%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8709 87.09%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9384 93.84%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.8040 80.40%
Androgen receptor binding + 0.7366 73.66%
Thyroid receptor binding - 0.5537 55.37%
Glucocorticoid receptor binding + 0.7337 73.37%
Aromatase binding + 0.6246 62.46%
PPAR gamma + 0.7999 79.99%
Honey bee toxicity - 0.6535 65.35%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5805 58.05%
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 98.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.06% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.85% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.19% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.73% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.37% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 88.31% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.12% 89.00%
CHEMBL5028 O14672 ADAM10 84.06% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.12% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.81% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.80% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.37% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.36% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.11% 90.17%

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 102064892
LOTUS LTS0130018
wikiData Q105122654