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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-benzoyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-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 15156d64-9030-46ce-a3bd-3bacd3451614
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)-10-benzoyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-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)OC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C9=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)OC(=O)C)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)C9=CC=CC=C9
InChI InChI=1S/C61H90O24/c1-11-27(2)51(75)85-49-48(84-52(76)29-15-13-12-14-16-29)56(4,5)23-31-30-17-18-35-58(8)21-20-36(57(6,7)34(58)19-22-59(35,9)60(30,10)46(71)47(72)61(31,49)26-64)80-55-45(83-54-41(70)39(68)37(66)32(24-62)78-54)43(77-28(3)65)42(44(82-55)50(73)74)81-53-40(69)38(67)33(25-63)79-53/h12-17,27,31-49,53-55,62-64,66-72H,11,18-26H2,1-10H3,(H,73,74)/t27-,31+,32-,33+,34+,35-,36+,37-,38+,39+,40-,41-,42+,43+,44+,45-,46+,47-,48+,49+,53+,54+,55-,58+,59-,60+,61+/m1/s1
InChI Key KVGBTCLZIJIZOM-ZRMHVWOJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C61H90O24
Molecular Weight 1207.30 g/mol
Exact Mass 1206.58220373 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 1.26
H-Bond Acceptor 23
H-Bond Donor 11
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)-10-benzoyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-acetyloxy-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-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 - 0.8622 86.22%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8622 86.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7759 77.59%
OATP1B3 inhibitior - 0.2204 22.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9752 97.52%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.6338 63.38%
CYP3A4 substrate + 0.7443 74.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8845 88.45%
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 + 0.8117 81.17%
CYP inhibitory promiscuity - 0.7955 79.55%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4871 48.71%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.5810 58.10%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7696 76.96%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7373 73.73%
skin sensitisation - 0.9037 90.37%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8383 83.83%
Acute Oral Toxicity (c) III 0.6591 65.91%
Estrogen receptor binding + 0.6906 69.06%
Androgen receptor binding + 0.7652 76.52%
Thyroid receptor binding + 0.6672 66.72%
Glucocorticoid receptor binding + 0.8107 81.07%
Aromatase binding + 0.6481 64.81%
PPAR gamma + 0.8149 81.49%
Honey bee toxicity - 0.6723 67.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 98.39% 90.17%
CHEMBL2581 P07339 Cathepsin D 98.21% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.01% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.63% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.61% 86.33%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 92.07% 91.65%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.30% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.04% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 88.53% 95.93%
CHEMBL5028 O14672 ADAM10 87.97% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.78% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.74% 93.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.51% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.30% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.60% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.01% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.82% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.80% 94.08%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.21% 95.83%
CHEMBL4208 P20618 Proteasome component C5 82.78% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.70% 91.07%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.79% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.40% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.00% 95.71%

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 163033534
LOTUS LTS0109455
wikiData Q105146510