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[(3S,3aR,4R,6R,6aS,7R,8R,9bS)-6-acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate

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 054a4e46-13df-4509-a407-570ba972b85a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(3S,3aR,4R,6R,6aS,7R,8R,9bS)-6-acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H44O11/c1-8-10-11-12-13-14-20(33)38-24-22-21(17(4)23(24)39-26(34)16(3)9-2)25-30(37,29(7,36)27(35)40-25)19(32)15-28(22,6)41-18(5)31/h9,19,22-25,32,36-37H,8,10-15H2,1-7H3/b16-9-/t19-,22+,23-,24-,25+,28-,29-,30-/m1/s1
InChI Key UBPDDZPGODTCDF-DFCLTGELSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O11
Molecular Weight 580.70 g/mol
Exact Mass 580.28836222 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aR,4R,6R,6aS,7R,8R,9bS)-6-acetyloxy-3,3a,4-trihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9586 95.86%
Caco-2 - 0.7730 77.30%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6603 66.03%
OATP2B1 inhibitior - 0.7227 72.27%
OATP1B1 inhibitior + 0.8558 85.58%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9627 96.27%
P-glycoprotein inhibitior + 0.7890 78.90%
P-glycoprotein substrate + 0.8835 88.35%
CYP3A4 substrate + 0.6883 68.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9015 90.15%
CYP3A4 inhibition + 0.7813 78.13%
CYP2C9 inhibition + 0.7480 74.80%
CYP2C19 inhibition + 0.7391 73.91%
CYP2D6 inhibition - 0.9228 92.28%
CYP1A2 inhibition + 0.7024 70.24%
CYP2C8 inhibition + 0.5570 55.70%
CYP inhibitory promiscuity - 0.8874 88.74%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5809 58.09%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9162 91.62%
Skin irritation + 0.5593 55.93%
Skin corrosion - 0.9188 91.88%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8701 87.01%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6431 64.31%
Acute Oral Toxicity (c) II 0.4371 43.71%
Estrogen receptor binding + 0.7577 75.77%
Androgen receptor binding + 0.6995 69.95%
Thyroid receptor binding - 0.5059 50.59%
Glucocorticoid receptor binding + 0.7952 79.52%
Aromatase binding + 0.7805 78.05%
PPAR gamma + 0.6568 65.68%
Honey bee toxicity - 0.7769 77.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7275 72.75%
Fish aquatic toxicity + 0.9862 98.62%

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 97.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.90% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.75% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.15% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.85% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 90.58% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 89.02% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 88.70% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.78% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.74% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.34% 96.95%
CHEMBL299 P17252 Protein kinase C alpha 87.23% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.82% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.36% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.22% 92.86%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.72% 99.23%
CHEMBL325 Q13547 Histone deacetylase 1 85.22% 95.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.13% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.34% 94.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.95% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.57% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.40% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.32% 85.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.13% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.88% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.85% 80.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.71% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.42% 97.09%

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.
Thapsia garganica

Cross-Links

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PubChem 162974002
LOTUS LTS0186497
wikiData Q105269565