[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

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Internal ID 9683a976-180f-4f3c-a01c-d42de2608104
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OS(=O)(=O)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)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(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)(C)C)OS(=O)(=O)O
InChI InChI=1S/C36H58O12S/c1-31(2)14-15-36(30(42)47-29-28(41)27(40)26(39)21(18-37)46-29)20(16-31)19-8-9-23-33(5)12-11-25(48-49(43,44)45)32(3,4)22(33)10-13-34(23,6)35(19,7)17-24(36)38/h8,20-29,37-41H,9-18H2,1-7H3,(H,43,44,45)/t20-,21+,22-,23+,24+,25-,26+,27-,28+,29-,33-,34+,35+,36+/m0/s1
InChI Key WEMCDBGRMUDASK-ZBKPBKBGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O12S
Molecular Weight 714.90 g/mol
Exact Mass 714.36489845 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8665 86.65%
Caco-2 - 0.8518 85.18%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5866 58.66%
OATP2B1 inhibitior - 0.7255 72.55%
OATP1B1 inhibitior + 0.7227 72.27%
OATP1B3 inhibitior + 0.9113 91.13%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.5965 59.65%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate - 0.7096 70.96%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8599 85.99%
CYP3A4 inhibition - 0.7543 75.43%
CYP2C9 inhibition - 0.7471 74.71%
CYP2C19 inhibition - 0.7204 72.04%
CYP2D6 inhibition - 0.8668 86.68%
CYP1A2 inhibition - 0.7279 72.79%
CYP2C8 inhibition + 0.6078 60.78%
CYP inhibitory promiscuity - 0.9043 90.43%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.6156 61.56%
Eye corrosion - 0.9776 97.76%
Eye irritation - 0.9142 91.42%
Skin irritation - 0.7479 74.79%
Skin corrosion - 0.9016 90.16%
Ames mutagenesis - 0.8188 81.88%
Human Ether-a-go-go-Related Gene inhibition - 0.4303 43.03%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.8473 84.73%
skin sensitisation - 0.8368 83.68%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9129 91.29%
Acute Oral Toxicity (c) III 0.6115 61.15%
Estrogen receptor binding + 0.6468 64.68%
Androgen receptor binding + 0.7238 72.38%
Thyroid receptor binding - 0.5581 55.81%
Glucocorticoid receptor binding + 0.7181 71.81%
Aromatase binding + 0.6395 63.95%
PPAR gamma + 0.6728 67.28%
Honey bee toxicity - 0.7325 73.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5805 58.05%
Fish aquatic toxicity + 0.9911 99.11%

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 96.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.73% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.37% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.48% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.80% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.37% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 88.05% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.49% 96.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.05% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.82% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.38% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.95% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.61% 94.33%
CHEMBL226 P30542 Adenosine A1 receptor 82.44% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.73% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.54% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.14% 95.83%

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.
Gypsophila perfoliata

Cross-Links

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PubChem 21633132
LOTUS LTS0192058
wikiData Q105303141