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

Details

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Internal ID 0eac9e35-3286-4d4a-a723-d0bd0bdedce9
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] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OS(=O)(=O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
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)OS(=O)(=O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C36H58O12S/c1-19-10-15-36(30(41)47-29-27(40)26(39)25(38)21(18-37)46-29)17-16-33(5)20(28(36)35(19,7)42)8-9-23-32(4)13-12-24(48-49(43,44)45)31(2,3)22(32)11-14-34(23,33)6/h8,19,21-29,37-40,42H,9-18H2,1-7H3,(H,43,44,45)/t19-,21-,22+,23-,24+,25-,26+,27-,28-,29+,32+,33-,34-,35-,36+/m1/s1
InChI Key ITJMEKGEPGCTFW-HPUCWRFUSA-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 3.70
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] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-sulfooxy-2,3,4,5,6,6a,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 + 0.8517 85.17%
Caco-2 - 0.8530 85.30%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5922 59.22%
OATP2B1 inhibitior - 0.5896 58.96%
OATP1B1 inhibitior + 0.7955 79.55%
OATP1B3 inhibitior + 0.9093 90.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.5053 50.53%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate - 0.6571 65.71%
CYP3A4 substrate + 0.7119 71.19%
CYP2C9 substrate - 0.8001 80.01%
CYP2D6 substrate - 0.8650 86.50%
CYP3A4 inhibition - 0.8413 84.13%
CYP2C9 inhibition - 0.7472 74.72%
CYP2C19 inhibition - 0.7218 72.18%
CYP2D6 inhibition - 0.8684 86.84%
CYP1A2 inhibition - 0.7237 72.37%
CYP2C8 inhibition + 0.6007 60.07%
CYP inhibitory promiscuity - 0.8746 87.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5800 58.00%
Carcinogenicity (trinary) Non-required 0.6139 61.39%
Eye corrosion - 0.9784 97.84%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.7550 75.50%
Skin corrosion - 0.9054 90.54%
Ames mutagenesis - 0.7934 79.34%
Human Ether-a-go-go-Related Gene inhibition - 0.4389 43.89%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.8072 80.72%
skin sensitisation - 0.8407 84.07%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9289 92.89%
Acute Oral Toxicity (c) III 0.6120 61.20%
Estrogen receptor binding + 0.6355 63.55%
Androgen receptor binding + 0.7386 73.86%
Thyroid receptor binding - 0.5817 58.17%
Glucocorticoid receptor binding + 0.7226 72.26%
Aromatase binding + 0.6304 63.04%
PPAR gamma + 0.6658 66.58%
Honey bee toxicity - 0.7309 73.09%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5805 58.05%
Fish aquatic toxicity + 0.9938 99.38%

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 97.60% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.78% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.47% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 92.79% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.15% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.20% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 89.98% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.62% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.11% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.54% 95.83%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.42% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.61% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.65% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.42% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.25% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.99% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.60% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 81.05% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.50% 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.
Ilex rotunda

Cross-Links

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PubChem 101638831
LOTUS LTS0084485
wikiData Q105120089