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6-[[8a-[4,5-Dihydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[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 3e1988af-af28-40db-80fe-2e27dca1563f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[8a-[4,5-dihydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H80O21/c1-51(2)20-21-56(50(70)77-48-44(37(62)30(59)25-71-48)74-36(61)15-10-26-8-11-27(58)12-9-26)29(22-51)28-13-14-33-53(5)18-17-35(52(3,4)32(53)16-19-54(33,6)55(28,7)23-34(56)60)73-49-45(41(66)40(65)43(75-49)46(68)69)76-47-42(67)39(64)38(63)31(24-57)72-47/h8-13,15,29-35,37-45,47-49,57-60,62-67H,14,16-25H2,1-7H3,(H,68,69)
InChI Key YHIYWXAZJXFZNX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H80O21
Molecular Weight 1089.20 g/mol
Exact Mass 1088.51920956 g/mol
Topological Polar Surface Area (TPSA) 338.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[8a-[4,5-Dihydroxy-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxycarbonyl-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[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 + 0.8567 85.67%
Caco-2 - 0.8660 86.60%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8317 83.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3503 35.03%
OATP1B3 inhibitior - 0.4152 41.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9111 91.11%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate + 0.5541 55.41%
CYP3A4 substrate + 0.7488 74.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8739 87.39%
CYP3A4 inhibition - 0.7238 72.38%
CYP2C9 inhibition - 0.8199 81.99%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9279 92.79%
CYP1A2 inhibition - 0.7832 78.32%
CYP2C8 inhibition + 0.8526 85.26%
CYP inhibitory promiscuity - 0.9494 94.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5954 59.54%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.6597 65.97%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7534 75.34%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8902 89.02%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9542 95.42%
Acute Oral Toxicity (c) III 0.6582 65.82%
Estrogen receptor binding + 0.7253 72.53%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding + 0.6223 62.23%
Glucocorticoid receptor binding + 0.7751 77.51%
Aromatase binding + 0.6359 63.59%
PPAR gamma + 0.8104 81.04%
Honey bee toxicity - 0.6366 63.66%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9878 98.78%

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 98.64% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.39% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.96% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.64% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.61% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.45% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.37% 94.75%
CHEMBL206 P03372 Estrogen receptor alpha 91.93% 97.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.07% 89.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 90.18% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.40% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.75% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.57% 99.17%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.54% 96.00%
CHEMBL226 P30542 Adenosine A1 receptor 82.95% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 81.69% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.31% 95.50%
CHEMBL5028 O14672 ADAM10 80.87% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.83% 93.00%

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 162928717
LOTUS LTS0240187
wikiData Q105348426