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2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 fc5380a2-d6ad-4238-9ead-ce2b5cc21708
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(CO6)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C(=O)OC
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)OC
InChI InChI=1S/C42H66O15/c1-37(35(51)53-6)13-15-42(36(52)57-34-32(50)30(48)29(47)24(18-43)55-34)16-14-40(4)21(22(42)17-37)7-8-26-38(2)11-10-27(56-33-31(49)28(46)23(45)19-54-33)39(3,20-44)25(38)9-12-41(26,40)5/h7,22-34,43-50H,8-20H2,1-6H3/t22-,23-,24+,25+,26+,27-,28-,29+,30-,31+,32+,33-,34-,37-,38-,39+,40+,41+,42-/m0/s1
InChI Key FAIBCUGVQRXPOI-WAJXJOQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O15
Molecular Weight 811.00 g/mol
Exact Mass 810.44017139 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.08
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-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 + 0.6877 68.77%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8112 81.12%
OATP2B1 inhibitior - 0.8736 87.36%
OATP1B1 inhibitior + 0.8254 82.54%
OATP1B3 inhibitior - 0.2293 22.93%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.6311 63.11%
P-glycoprotein inhibitior + 0.7608 76.08%
P-glycoprotein substrate - 0.6079 60.79%
CYP3A4 substrate + 0.7322 73.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8833 88.33%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9205 92.05%
CYP2D6 inhibition - 0.9538 95.38%
CYP1A2 inhibition - 0.9078 90.78%
CYP2C8 inhibition + 0.6916 69.16%
CYP inhibitory promiscuity - 0.9806 98.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5987 59.87%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.5824 58.24%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6733 67.33%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9182 91.82%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.4767 47.67%
Acute Oral Toxicity (c) III 0.6557 65.57%
Estrogen receptor binding + 0.7543 75.43%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding - 0.5830 58.30%
Glucocorticoid receptor binding + 0.6758 67.58%
Aromatase binding + 0.6169 61.69%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.7226 72.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8974 89.74%

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 99.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.88% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.80% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.86% 83.82%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.57% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.51% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.79% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.71% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.02% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.09% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.03% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.76% 95.89%
CHEMBL5028 O14672 ADAM10 81.60% 97.50%
CHEMBL2581 P07339 Cathepsin D 81.58% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.16% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.30% 96.90%

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.
Chenopodium quinoa

Cross-Links

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PubChem 101114834
LOTUS LTS0126000
wikiData Q104992279