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2-O-methyl 4a-O-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 2,6a,6b,9,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 c5033f19-f27a-4069-9211-dcc1d8437377
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] 2,6a,6b,9,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)C(=O)OC)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)C(=O)OC)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C
InChI InChI=1S/C43H68O15/c1-38(2)25-10-13-42(6)26(40(25,4)12-11-27(38)57-34-32(50)30(48)28(46)23(19-44)55-34)9-8-21-22-18-39(3,36(52)54-7)14-16-43(22,17-15-41(21,42)5)37(53)58-35-33(51)31(49)29(47)24(20-45)56-35/h8,22-35,44-51H,9-20H2,1-7H3
InChI Key ZTOAHWRIPFPUAC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H68O15
Molecular Weight 825.00 g/mol
Exact Mass 824.45582146 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

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] 2,6a,6b,9,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 - 0.8797 87.97%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7200 72.00%
OATP1B3 inhibitior - 0.3603 36.03%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6463 64.63%
P-glycoprotein inhibitior + 0.7630 76.30%
P-glycoprotein substrate - 0.8359 83.59%
CYP3A4 substrate + 0.7166 71.66%
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 + 0.6496 64.96%
CYP inhibitory promiscuity - 0.9614 96.14%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.6660 66.60%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6415 64.15%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9197 91.97%
skin sensitisation - 0.8977 89.77%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6244 62.44%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.7299 72.99%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding - 0.5882 58.82%
Glucocorticoid receptor binding + 0.6747 67.47%
Aromatase binding + 0.6024 60.24%
PPAR gamma + 0.7390 73.90%
Honey bee toxicity - 0.7215 72.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
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 99.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.42% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.13% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.46% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 86.94% 92.50%
CHEMBL2581 P07339 Cathepsin D 86.62% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.90% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.24% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.94% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.87% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.53% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.07% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.77% 96.77%

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 thyrsiflora

Cross-Links

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PubChem 163086945
LOTUS LTS0153762
wikiData Q105383060