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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-methoxycarbonyl-4,4,6a,6b,11,14b-hexamethyl-8a-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 b34239ac-9ab5-4bb9-b4cb-d30eab45fdae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-methoxycarbonyl-4,4,6a,6b,11,14b-hexamethyl-8a-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)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) 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](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)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/C43H66O16/c1-38(2)23-10-13-42(6)24(40(23,4)12-11-25(38)57-35-31(50)28(47)29(48)32(58-35)33(51)52)9-8-20-21-18-39(3,36(53)55-7)14-16-43(21,17-15-41(20,42)5)37(54)59-34-30(49)27(46)26(45)22(19-44)56-34/h8,21-32,34-35,44-50H,9-19H2,1-7H3,(H,51,52)/t21-,22-,23-,24+,25-,26-,27+,28-,29-,30-,31+,32-,34-,35+,39-,40-,41+,42+,43-/m0/s1
InChI Key MUEUOXPTUMGVJS-SRFRMJNYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H66O16
Molecular Weight 839.00 g/mol
Exact Mass 838.43508601 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.56
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 (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-methoxycarbonyl-4,4,6a,6b,11,14b-hexamethyl-8a-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7879 78.79%
Caco-2 - 0.8759 87.59%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8732 87.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7219 72.19%
OATP1B3 inhibitior - 0.3464 34.64%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.6383 63.83%
P-glycoprotein inhibitior + 0.7646 76.46%
P-glycoprotein substrate - 0.7859 78.59%
CYP3A4 substrate + 0.7176 71.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8521 85.21%
CYP2C9 inhibition - 0.8450 84.50%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8595 85.95%
CYP2C8 inhibition + 0.7471 74.71%
CYP inhibitory promiscuity - 0.9458 94.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6212 62.12%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.6201 62.01%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3714 37.14%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.9072 90.72%
skin sensitisation - 0.9022 90.22%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7662 76.62%
Acute Oral Toxicity (c) III 0.7153 71.53%
Estrogen receptor binding + 0.7281 72.81%
Androgen receptor binding + 0.7304 73.04%
Thyroid receptor binding - 0.5988 59.88%
Glucocorticoid receptor binding + 0.7100 71.00%
Aromatase binding + 0.6128 61.28%
PPAR gamma + 0.7544 75.44%
Honey bee toxicity - 0.7060 70.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9583 95.83%

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 99.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.75% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.95% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.27% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.68% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.67% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.96% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 86.52% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.12% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.08% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.34% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.04% 95.89%
CHEMBL5028 O14672 ADAM10 81.78% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.67% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 81.48% 83.82%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%

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 162979610
LOTUS LTS0026237
wikiData Q105172244