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dimethyl (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-1,2,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-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 c1cb86b6-0fbb-4c1d-9e1c-7396a639e7e5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name dimethyl (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-1,2,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C2C1C)C(=O)OC)C(=O)OC
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)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)[C@@H]2[C@H]1C)C(=O)OC)C(=O)OC
InChI InChI=1S/C46H68O14/c1-24-15-20-45(40(51)53-11)21-22-46(41(52)54-12)30(35(45)25(24)2)13-14-33-43(9)18-17-34(42(7,8)32(43)16-19-44(33,46)10)60-39-38(58-29(6)50)37(57-28(5)49)36(56-27(4)48)31(59-39)23-55-26(3)47/h13,24-25,31-39H,14-23H2,1-12H3/t24-,25+,31-,32+,33-,34+,35+,36-,37+,38-,39+,43+,44-,45+,46-/m1/s1
InChI Key CPBHSQVLYMJSIC-CDWKHCAGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H68O14
Molecular Weight 845.00 g/mol
Exact Mass 844.46090684 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.44
H-Bond Acceptor 14
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of dimethyl (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-1,2,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.8487 84.87%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8559 85.59%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.7685 76.85%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9735 97.35%
P-glycoprotein inhibitior + 0.7985 79.85%
P-glycoprotein substrate - 0.6398 63.98%
CYP3A4 substrate + 0.7310 73.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8830 88.30%
CYP3A4 inhibition - 0.8233 82.33%
CYP2C9 inhibition - 0.8837 88.37%
CYP2C19 inhibition - 0.8682 86.82%
CYP2D6 inhibition - 0.9453 94.53%
CYP1A2 inhibition - 0.7588 75.88%
CYP2C8 inhibition + 0.7210 72.10%
CYP inhibitory promiscuity - 0.8475 84.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6525 65.25%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.6564 65.64%
Skin corrosion - 0.9558 95.58%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4298 42.98%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7561 75.61%
skin sensitisation - 0.8400 84.00%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8073 80.73%
Acute Oral Toxicity (c) III 0.6099 60.99%
Estrogen receptor binding + 0.7965 79.65%
Androgen receptor binding + 0.7554 75.54%
Thyroid receptor binding + 0.5252 52.52%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.6911 69.11%
PPAR gamma + 0.7854 78.54%
Honey bee toxicity - 0.6910 69.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9832 98.32%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 91.71% 85.30%
CHEMBL5255 O00206 Toll-like receptor 4 90.98% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.96% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.54% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.52% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.48% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.63% 94.33%
CHEMBL5028 O14672 ADAM10 85.01% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.17% 91.19%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.98% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.90% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.57% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.41% 100.00%

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.
Guettarda angelica

Cross-Links

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PubChem 162948595
LOTUS LTS0005942
wikiData Q104967416