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[8-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 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 4955580f-de23-428d-92c8-9c350dce40e7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [8-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C
SMILES (Isomeric) CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C
InChI InChI=1S/C29H44O9/c1-7-16(2)25(32)37-21-8-10-28(14-35-28)29(15-34-18(4)30)23(36-19(5)31)12-17(3)27(6,24(21)29)22-13-20-9-11-33-26(20)38-22/h16-17,20-24,26H,7-15H2,1-6H3
InChI Key LVCGFOUBGCCIHG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O9
Molecular Weight 536.70 g/mol
Exact Mass 536.29853298 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.80
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [8-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 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 + 0.9877 98.77%
Caco-2 - 0.6210 62.10%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7488 74.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.9689 96.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8958 89.58%
P-glycoprotein inhibitior + 0.7334 73.34%
P-glycoprotein substrate + 0.5445 54.45%
CYP3A4 substrate + 0.6945 69.45%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8627 86.27%
CYP3A4 inhibition - 0.7187 71.87%
CYP2C9 inhibition - 0.7151 71.51%
CYP2C19 inhibition - 0.6704 67.04%
CYP2D6 inhibition - 0.9383 93.83%
CYP1A2 inhibition - 0.8906 89.06%
CYP2C8 inhibition + 0.6100 61.00%
CYP inhibitory promiscuity - 0.7727 77.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9837 98.37%
Eye irritation - 0.8811 88.11%
Skin irritation - 0.7376 73.76%
Skin corrosion - 0.9190 91.90%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4259 42.59%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation - 0.9004 90.04%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4564 45.64%
Acute Oral Toxicity (c) III 0.4665 46.65%
Estrogen receptor binding + 0.8671 86.71%
Androgen receptor binding + 0.7087 70.87%
Thyroid receptor binding - 0.5326 53.26%
Glucocorticoid receptor binding + 0.7524 75.24%
Aromatase binding + 0.7222 72.22%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.7599 75.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5455 54.55%
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 99.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.19% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.91% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.40% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.35% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.32% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 89.34% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.31% 97.28%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.17% 95.58%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.17% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.71% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.57% 95.71%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.46% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.90% 89.50%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.79% 91.65%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.22% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 85.04% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.47% 92.62%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.23% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.80% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.88% 99.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.64% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.47% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.14% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.94% 96.77%
CHEMBL5028 O14672 ADAM10 80.81% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.58% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.45% 92.50%

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 genevensis

Cross-Links

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PubChem 53463834
LOTUS LTS0047295
wikiData Q105157769