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2-[5-[5-[5-(4-Acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-hydroxy-1,6-dioxaspiro[2.5]octan-7-yl]acetic 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 82dc7789-1370-4703-9e7e-4b1b74d919f5
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name 2-[5-[5-[5-(4-acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-hydroxy-1,6-dioxaspiro[2.5]octan-7-yl]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H41NO9/c1-16(7-10-24-27(34)28(15-35-28)14-21(38-24)13-26(32)33)6-9-23-17(2)12-22(19(4)37-23)29-25(31)11-8-18(3)36-20(5)30/h6-8,10-11,17-19,21-24,27,34H,9,12-15H2,1-5H3,(H,29,31)(H,32,33)
InChI Key GJKQDOMCDFJANR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H41NO9
Molecular Weight 535.60 g/mol
Exact Mass 535.27813189 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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TST-A; 1,6-Dioxaspiro[2.5]octane-5-acetic acid, 7-[(1E,3E)-5-[(2S,3S,5R,6R)-5-[[(2Z,4S)-4-(acetyloxy)-1-oxo-2-penten-1-yl]amino]tetrahydro-3,6-dimethyl-2H-pyran-2-yl]-3-methyl-1,3-pentadien-1-yl]-8-hydroxy-, (3R,5S,7R,8R)- Thailandstatin A Thailanstatin A

2D Structure

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2D Structure of 2-[5-[5-[5-(4-Acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-hydroxy-1,6-dioxaspiro[2.5]octan-7-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8000 80.00%
Caco-2 - 0.7840 78.40%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.5404 54.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9257 92.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5570 55.70%
P-glycoprotein inhibitior + 0.6460 64.60%
P-glycoprotein substrate + 0.6342 63.42%
CYP3A4 substrate + 0.6870 68.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.8614 86.14%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.8431 84.31%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.8870 88.70%
CYP2C8 inhibition + 0.6134 61.34%
CYP inhibitory promiscuity - 0.8299 82.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.7171 71.71%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4345 43.45%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5675 56.75%
skin sensitisation - 0.8482 84.82%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5822 58.22%
Acute Oral Toxicity (c) III 0.4645 46.45%
Estrogen receptor binding + 0.6459 64.59%
Androgen receptor binding + 0.6391 63.91%
Thyroid receptor binding - 0.5140 51.40%
Glucocorticoid receptor binding + 0.6569 65.69%
Aromatase binding + 0.5198 51.98%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.7065 70.65%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9407 94.07%

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 98.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.34% 85.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.65% 89.34%
CHEMBL3776 Q14790 Caspase-8 90.79% 97.06%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.36% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 90.20% 94.73%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.87% 89.50%
CHEMBL221 P23219 Cyclooxygenase-1 88.39% 90.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.82% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.75% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.75% 97.14%
CHEMBL5028 O14672 ADAM10 86.31% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.67% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.27% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.36% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.10% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.00% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.69% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.04% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.77% 96.00%

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.
There are no matching plants.

Cross-Links

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PubChem 78144696
LOTUS LTS0240215
wikiData Q104167225