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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 e621144f-2ed4-4581-b648-155dc23fd6b8
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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CCC(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C=CC9=CC=CC=C9
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([C@@]3(C2=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](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)/C=C/C9=CC=CC=C9
InChI InChI=1S/C61H90O23/c1-10-28(2)52(76)84-50-49(80-37(65)19-16-29-14-12-11-13-15-29)56(3,4)24-31-30-17-18-35-58(7)22-21-36(57(5,6)34(58)20-23-59(35,8)60(30,9)47(72)48(73)61(31,50)27-64)79-55-45(82-54-42(70)40(68)38(66)32(25-62)77-54)43(71)44(46(83-55)51(74)75)81-53-41(69)39(67)33(26-63)78-53/h11-17,19,28,31-36,38-50,53-55,62-64,66-73H,10,18,20-27H2,1-9H3,(H,74,75)/b19-16+/t28-,31+,32-,33+,34+,35-,36+,38-,39+,40+,41-,42-,43+,44+,45-,46+,47+,48-,49+,50+,53+,54+,55-,58+,59-,60+,61+/m1/s1
InChI Key BYZKTTMBUJNPGQ-ADSGHUPDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C61H90O23
Molecular Weight 1191.40 g/mol
Exact Mass 1190.58728911 g/mol
Topological Polar Surface Area (TPSA) 368.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 1.09
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 16

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,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-10-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 + 0.9076 90.76%
Caco-2 - 0.8631 86.31%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.8622 86.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7831 78.31%
OATP1B3 inhibitior - 0.2204 22.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9693 96.93%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.6310 63.10%
CYP3A4 substrate + 0.7414 74.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.5069 50.69%
CYP2C9 inhibition - 0.7678 76.78%
CYP2C19 inhibition - 0.8317 83.17%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.8306 83.06%
CYP2C8 inhibition + 0.8307 83.07%
CYP inhibitory promiscuity - 0.7955 79.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4871 48.71%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8975 89.75%
Skin irritation - 0.5810 58.10%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7752 77.52%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7907 79.07%
skin sensitisation - 0.9037 90.37%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8902 89.02%
Acute Oral Toxicity (c) III 0.6591 65.91%
Estrogen receptor binding + 0.6871 68.71%
Androgen receptor binding + 0.7673 76.73%
Thyroid receptor binding + 0.6817 68.17%
Glucocorticoid receptor binding + 0.8269 82.69%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.8164 81.64%
Honey bee toxicity - 0.6723 67.23%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9941 99.41%

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 99.16% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.47% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.97% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.70% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.55% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.32% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.39% 93.56%
CHEMBL5028 O14672 ADAM10 89.61% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.44% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.95% 95.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.77% 96.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.60% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.54% 99.17%
CHEMBL4302 P08183 P-glycoprotein 1 86.43% 92.98%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.11% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.97% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.67% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.16% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.45% 92.62%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 83.00% 91.65%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.00% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.72% 97.14%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.06% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.87% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.86% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.32% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.12% 96.47%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.84% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 80.25% 94.73%

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.
Symplocos paniculata

Cross-Links

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PubChem 163189647
LOTUS LTS0252553
wikiData Q104950231