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2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 e3ff710a-4b31-4e85-8de8-105109972174
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)CO)O)O)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C(=O)OC)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)CO)O)O)CO)O)O)O)O)O
InChI InChI=1S/C55H88O24/c1-23-32(59)36(63)40(67)44(72-23)77-43-39(66)35(62)28(22-58)75-47(43)78-42-38(65)34(61)27(21-57)74-46(42)76-31-12-13-52(5)29(50(31,2)3)11-14-54(7)30(52)10-9-24-25-19-51(4,48(69)71-8)15-17-55(25,18-16-53(24,54)6)49(70)79-45-41(68)37(64)33(60)26(20-56)73-45/h9,23,25-47,56-68H,10-22H2,1-8H3
InChI Key JXLPOVGRTXYUHF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O24
Molecular Weight 1133.30 g/mol
Exact Mass 1132.56655367 g/mol
Topological Polar Surface Area (TPSA) 380.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.85
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7095 70.95%
Caco-2 - 0.8800 88.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7407 74.07%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.8982 89.82%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate - 0.7461 74.61%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9142 91.42%
CYP2C9 inhibition - 0.8703 87.03%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9480 94.80%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.7068 70.68%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7589 75.89%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9572 95.72%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7868 78.68%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.7568 75.68%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding + 0.5687 56.87%
Glucocorticoid receptor binding + 0.7676 76.76%
Aromatase binding + 0.6161 61.61%
PPAR gamma + 0.8102 81.02%
Honey bee toxicity - 0.6606 66.06%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9479 94.79%

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 99.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.57% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.02% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.72% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.37% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.61% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.70% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.09% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 84.53% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.51% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.24% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.77% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.24% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.99% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.83% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.59% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.97% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.79% 95.89%

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.
Diploclisia glaucescens
Phytolacca bogotensis
Phytolacca icosandra

Cross-Links

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PubChem 73803420
LOTUS LTS0127858
wikiData Q105136627