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(2S,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 66ae5f7d-fcf4-44ca-b38a-2b129eb5b70f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C26CC1OC6=O)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@H]([C@]56[C@H]4CC([C@H](C5)OC6=O)(C)C)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O
InChI InChI=1S/C42H64O15/c1-37(2)14-19-18-8-9-22-39(5)12-11-24(38(3,4)21(39)10-13-40(22,6)41(18,7)15-23(44)42(19)16-25(37)55-36(42)52)54-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)20(17-43)53-34/h8,19-32,34-35,43-49H,9-17H2,1-7H3,(H,50,51)/t19-,20+,21-,22+,23+,24-,25-,26-,27-,28-,29-,30+,31-,32+,34-,35+,39-,40+,41+,42+/m0/s1
InChI Key HVYPRQGIKKJCHG-ZIINBJOGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H64O15
Molecular Weight 808.90 g/mol
Exact Mass 808.42452133 g/mol
Topological Polar Surface Area (TPSA) 242.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 1.40
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-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 + 0.8911 89.11%
Caco-2 - 0.8910 89.10%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8495 84.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7671 76.71%
OATP1B3 inhibitior + 0.8711 87.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.5713 57.13%
P-glycoprotein inhibitior + 0.7581 75.81%
P-glycoprotein substrate - 0.6931 69.31%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8769 87.69%
CYP3A4 inhibition - 0.7506 75.06%
CYP2C9 inhibition - 0.6991 69.91%
CYP2C19 inhibition - 0.9076 90.76%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8808 88.08%
CYP2C8 inhibition + 0.7167 71.67%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5080 50.80%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9091 90.91%
Skin irritation + 0.5307 53.07%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.7424 74.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6570 65.70%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7967 79.67%
skin sensitisation - 0.9051 90.51%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7736 77.36%
Acute Oral Toxicity (c) III 0.6593 65.93%
Estrogen receptor binding + 0.7630 76.30%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding - 0.6283 62.83%
Glucocorticoid receptor binding + 0.7013 70.13%
Aromatase binding + 0.6530 65.30%
PPAR gamma + 0.7745 77.45%
Honey bee toxicity - 0.6799 67.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9780 97.80%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.11% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.37% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.82% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 87.11% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.05% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.52% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.39% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.26% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.63% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.50% 96.21%
CHEMBL1937 Q92769 Histone deacetylase 2 82.21% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 82.05% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.04% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.00% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.10% 94.33%
CHEMBL5028 O14672 ADAM10 80.92% 97.50%

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.
Tragopogon pratensis

Cross-Links

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PubChem 162921324
LOTUS LTS0077934
wikiData Q105034506