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Thurberoside A

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 56166ba6-eedb-4cc4-9001-a3a1bd4fbab1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-3-hydroxy-6-[[(1R,4R,5R,8R,10S,13R,14R,17R,18S,19R,20S)-4,5,9,9,13-pentamethyl-22-oxo-19-prop-1-en-2-yl-21-oxahexacyclo[18.2.1.01,18.04,17.05,14.08,13]tricosan-10-yl]oxy]-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H74O17/c1-19(2)27-23-18-48(43(58)61-23)17-16-46(8)22(28(27)48)10-11-25-45(7)14-13-26(44(5,6)24(45)12-15-47(25,46)9)62-42-38(65-41-34(54)32(52)30(50)21(4)60-41)36(35(55)37(64-42)39(56)57)63-40-33(53)31(51)29(49)20(3)59-40/h20-38,40-42,49-55H,1,10-18H2,2-9H3,(H,56,57)/t20-,21-,22+,23-,24-,25+,26-,27+,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,40-,41-,42+,45-,46+,47+,48+/m0/s1
InChI Key JDLJEXWWFBPJPI-OTFUCWSMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C48H74O17
Molecular Weight 923.10 g/mol
Exact Mass 922.49260089 g/mol
Topological Polar Surface Area (TPSA) 261.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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(2S,3S,4S,5R,6R)-3-hydroxy-6-(((1R,4R,5R,8R,10S,13R,14R,17R,18S,19R,20S)-4,5,9,9,13-pentamethyl-22-oxo-19-prop-1-en-2-yl-21-oxahexacyclo(18.2.1.01,18.04,17.05,14.08,13)tricosan-10-yl)oxy)-4,5-bis(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy)oxane-2-carboxylic acid
(2S,3S,4S,5R,6R)-3-hydroxy-6-[[(1R,4R,5R,8R,10S,13R,14R,17R,18S,19R,20S)-4,5,9,9,13-pentamethyl-22-oxo-19-prop-1-en-2-yl-21-oxahexacyclo[18.2.1.01,18.04,17.05,14.08,13]tricosan-10-yl]oxy]-4,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxane-2-carboxylic acid
RefChem:189829
CHEMBL2047213

2D Structure

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2D Structure of Thurberoside A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8978 89.78%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7696 76.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8350 83.50%
OATP1B3 inhibitior - 0.2700 27.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6004 60.04%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate - 0.5250 52.50%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.6480 64.80%
CYP2C9 inhibition - 0.8634 86.34%
CYP2C19 inhibition - 0.8838 88.38%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.8014 80.14%
CYP2C8 inhibition + 0.6941 69.41%
CYP inhibitory promiscuity - 0.9339 93.39%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5391 53.91%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9049 90.49%
Skin irritation + 0.4899 48.99%
Skin corrosion - 0.8919 89.19%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6617 66.17%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.7900 79.00%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7460 74.60%
Acute Oral Toxicity (c) III 0.3696 36.96%
Estrogen receptor binding + 0.7876 78.76%
Androgen receptor binding + 0.7461 74.61%
Thyroid receptor binding - 0.6077 60.77%
Glucocorticoid receptor binding + 0.7253 72.53%
Aromatase binding + 0.6733 67.33%
PPAR gamma + 0.7848 78.48%
Honey bee toxicity - 0.6068 60.68%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9939 99.39%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.39% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.20% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.75% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.50% 89.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 91.17% 97.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.50% 86.33%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 89.83% 91.83%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.06% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.74% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.26% 93.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.39% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 83.15% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.77% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.61% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.41% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.17% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.14% 93.04%
CHEMBL2581 P07339 Cathepsin D 81.00% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 80.42% 91.19%

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.
Arundo donax

Cross-Links

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PubChem 70694564
NPASS NPC273962