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[2-[4-acetyloxy-4a-(hydroxymethyl)-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 c50ae91a-0b8f-4f8b-b3ea-151610f3f68f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [2-[4-acetyloxy-4a-(hydroxymethyl)-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)
SMILES (Isomeric)
InChI InChI=1S/C27H40O8/c1-6-16(2)24(31)35-20(19-11-23(30)32-13-19)12-25(5)17(3)10-22(34-18(4)29)27(14-28)21(25)8-7-9-26(27)15-33-26/h11,16-17,20-22,28H,6-10,12-15H2,1-5H3
InChI Key QHHXLQKFECWSRR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O8
Molecular Weight 492.60 g/mol
Exact Mass 492.27231823 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[4-acetyloxy-4a-(hydroxymethyl)-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 + 0.9739 97.39%
Caco-2 - 0.6040 60.40%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7512 75.12%
OATP2B1 inhibitior - 0.8642 86.42%
OATP1B1 inhibitior + 0.8387 83.87%
OATP1B3 inhibitior + 0.9466 94.66%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9794 97.94%
P-glycoprotein inhibitior + 0.7554 75.54%
P-glycoprotein substrate + 0.5830 58.30%
CYP3A4 substrate + 0.6901 69.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8975 89.75%
CYP3A4 inhibition + 0.5173 51.73%
CYP2C9 inhibition - 0.7905 79.05%
CYP2C19 inhibition - 0.8181 81.81%
CYP2D6 inhibition - 0.9209 92.09%
CYP1A2 inhibition - 0.7846 78.46%
CYP2C8 inhibition + 0.4940 49.40%
CYP inhibitory promiscuity - 0.7569 75.69%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4459 44.59%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9177 91.77%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7110 71.10%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5567 55.67%
skin sensitisation - 0.8847 88.47%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4665 46.65%
Acute Oral Toxicity (c) III 0.4992 49.92%
Estrogen receptor binding + 0.8652 86.52%
Androgen receptor binding + 0.7211 72.11%
Thyroid receptor binding - 0.5253 52.53%
Glucocorticoid receptor binding + 0.8718 87.18%
Aromatase binding + 0.8034 80.34%
PPAR gamma + 0.6297 62.97%
Honey bee toxicity - 0.7202 72.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9902 99.02%

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 98.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.00% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.79% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.51% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.56% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.58% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.06% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.80% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.50% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.87% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.76% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.59% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.33% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.71% 89.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.65% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 86.41% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.18% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 85.00% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.34% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.95% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 83.68% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.49% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 82.47% 94.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.35% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.69% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.52% 93.56%

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 ciliata

Cross-Links

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PubChem 14356982
LOTUS LTS0245019
wikiData Q105220929