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[2-[4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate

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 bcb76677-6fa9-4e72-a23a-a96926e126e0
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [2-[4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
InChI InChI=1S/C29H42O10/c1-7-16(2)26(34)39-21(20-11-25(33)35-13-20)12-27(6)17(3)10-24(38-19(5)31)28(14-36-18(4)30)22(27)8-9-23(32)29(28)15-37-29/h11,16-17,21-24,32H,7-10,12-15H2,1-6H3
InChI Key FDAGNZHAXHRETJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9857 98.57%
Caco-2 - 0.7288 72.88%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 0.7271 72.71%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.9461 94.61%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9778 97.78%
P-glycoprotein inhibitior + 0.7864 78.64%
P-glycoprotein substrate + 0.7288 72.88%
CYP3A4 substrate + 0.6954 69.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition + 0.5243 52.43%
CYP2C9 inhibition - 0.6846 68.46%
CYP2C19 inhibition - 0.8019 80.19%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8898 88.98%
CYP2C8 inhibition + 0.5397 53.97%
CYP inhibitory promiscuity - 0.8667 86.67%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4546 45.46%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9133 91.33%
Skin irritation + 0.5655 56.55%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4609 46.09%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5968 59.68%
skin sensitisation - 0.9066 90.66%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.4921 49.21%
Acute Oral Toxicity (c) III 0.4061 40.61%
Estrogen receptor binding + 0.8698 86.98%
Androgen receptor binding + 0.7189 71.89%
Thyroid receptor binding + 0.5186 51.86%
Glucocorticoid receptor binding + 0.8363 83.63%
Aromatase binding + 0.7718 77.18%
PPAR gamma + 0.6631 66.31%
Honey bee toxicity - 0.7289 72.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9906 99.06%

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 98.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.40% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.84% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.47% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.73% 82.69%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.97% 94.80%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.79% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.32% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.83% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.80% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.78% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.52% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.99% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.75% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.67% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.73% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.49% 92.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.33% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.17% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 84.79% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.54% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.69% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.05% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.92% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 81.56% 91.19%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.37% 89.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.31% 97.21%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.95% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.88% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 80.59% 95.93%

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.
Ajuga reptans

Cross-Links

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PubChem 85277748
LOTUS LTS0169892
wikiData Q104993474