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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 12937c44-1d73-42c7-ae26-21e72850bdf1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)C)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)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O
InChI InChI=1S/C46H66O11/c1-41(2)20-21-43(5)27(23-41)26-12-14-31-44(6)18-17-32(56-40-37(51)35(49)36(50)38(57-40)39(52)53)42(3,4)30(44)16-19-45(31,7)46(26,8)24-33(43)55-34(48)15-11-25-10-13-28(47)29(22-25)54-9/h10-13,15,22,27,30-33,35-38,40,47,49-51H,14,16-21,23-24H2,1-9H3,(H,52,53)/b15-11+/t27-,30-,31+,32-,33+,35-,36-,37+,38-,40+,43-,44-,45+,46+/m0/s1
InChI Key MAPSNGVGRCHNLN-YIKFNSMISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H66O11
Molecular Weight 795.00 g/mol
Exact Mass 794.46051292 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 8.60
Atomic LogP (AlogP) 7.03
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aS,12aS,14aR,14bR)-8-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-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 + 0.9493 94.93%
Caco-2 - 0.8613 86.13%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7638 76.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8189 81.89%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior + 0.7809 78.09%
P-glycoprotein substrate - 0.6114 61.14%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8700 87.00%
CYP3A4 inhibition - 0.7070 70.70%
CYP2C9 inhibition - 0.7844 78.44%
CYP2C19 inhibition - 0.6869 68.69%
CYP2D6 inhibition - 0.8878 88.78%
CYP1A2 inhibition + 0.5307 53.07%
CYP2C8 inhibition + 0.8553 85.53%
CYP inhibitory promiscuity - 0.9054 90.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6822 68.22%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.6867 68.67%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.7854 78.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7329 73.29%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.8038 80.38%
skin sensitisation - 0.8015 80.15%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9472 94.72%
Acute Oral Toxicity (c) IV 0.3704 37.04%
Estrogen receptor binding + 0.7826 78.26%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7907 79.07%
Aromatase binding + 0.6527 65.27%
PPAR gamma + 0.7898 78.98%
Honey bee toxicity - 0.7114 71.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9951 99.51%

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 99.56% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.63% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.57% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.05% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.05% 95.89%
CHEMBL3194 P02766 Transthyretin 88.42% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.80% 97.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.93% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.55% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.19% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.92% 92.94%
CHEMBL4302 P08183 P-glycoprotein 1 83.90% 92.98%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.48% 93.99%
CHEMBL221 P23219 Cyclooxygenase-1 83.29% 90.17%
CHEMBL5028 O14672 ADAM10 82.97% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.47% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.12% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.06% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.73% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.22% 90.00%

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.
Aster auriculatus

Cross-Links

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PubChem 101935945
LOTUS LTS0157287
wikiData Q105160465