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

Details

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Internal ID 10ac32ee-9208-4dbe-a855-ac909af1061f
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] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(C(O8)CO)O)O)O)CO
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)CO
InChI InChI=1S/C47H76O20/c1-42(19-50)10-12-47(41(61)67-40-36(60)33(57)30(54)25(17-49)64-40)13-11-45(4)21(22(47)14-42)6-7-28-43(2)15-23(52)37(44(3,20-51)27(43)8-9-46(28,45)5)66-38-34(58)31(55)26(18-62-38)65-39-35(59)32(56)29(53)24(16-48)63-39/h6,22-40,48-60H,7-20H2,1-5H3/t22-,23-,24+,25+,26+,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,42-,43-,44-,45+,46+,47-/m0/s1
InChI Key OKENHBHBMLRBFQ-JOQCNWNVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O20
Molecular Weight 961.10 g/mol
Exact Mass 960.49299481 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.30
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 10

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] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-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 + 0.7336 73.36%
Caco-2 - 0.8872 88.72%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.8386 83.86%
P-glycoprotein inhibitior + 0.7459 74.59%
P-glycoprotein substrate - 0.5361 53.61%
CYP3A4 substrate + 0.7272 72.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.7277 72.77%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7931 79.31%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity + 0.6104 61.04%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.8007 80.07%
Androgen receptor binding + 0.7540 75.40%
Thyroid receptor binding - 0.5391 53.91%
Glucocorticoid receptor binding + 0.7215 72.15%
Aromatase binding + 0.6446 64.46%
PPAR gamma + 0.7988 79.88%
Honey bee toxicity - 0.6924 69.24%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5950 59.50%
Fish aquatic toxicity + 0.9206 92.06%

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 99.12% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.40% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.02% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.95% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.41% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.34% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.32% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.36% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.80% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.60% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.60% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.86% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.62% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 84.22% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.16% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.76% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.15% 96.61%
CHEMBL5028 O14672 ADAM10 82.04% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.38% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.71% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 80.18% 91.19%

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.
Phytolacca acinosa

Cross-Links

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PubChem 101613228
LOTUS LTS0201827
wikiData Q105193499