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[5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-ylmethyl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-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 52b9c0c8-172c-4d61-a0ee-15351df8f324
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-ylmethyl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(CC2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CC4CC5C=COC5O4)O
SMILES (Isomeric) CCC(C)C(=O)OC1C(CC2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CC4CC5C=COC5O4)O
InChI InChI=1S/C30H44O10/c1-7-16(2)26(34)40-25-22(33)12-23-28(6,13-21-11-20-8-9-35-27(20)39-21)17(3)10-24(38-19(5)32)29(23,14-36-18(4)31)30(25)15-37-30/h8-9,16-17,20-25,27,33H,7,10-15H2,1-6H3
InChI Key QDGWUWUVCRKTCS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O10
Molecular Weight 564.70 g/mol
Exact Mass 564.29344760 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 10
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 [5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-ylmethyl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-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 + 0.9754 97.54%
Caco-2 - 0.7688 76.88%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6575 65.75%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.9129 91.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9647 96.47%
P-glycoprotein inhibitior + 0.7073 70.73%
P-glycoprotein substrate + 0.6244 62.44%
CYP3A4 substrate + 0.6822 68.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition + 0.5192 51.92%
CYP2C9 inhibition - 0.8170 81.70%
CYP2C19 inhibition - 0.7960 79.60%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.9116 91.16%
CYP2C8 inhibition + 0.6002 60.02%
CYP inhibitory promiscuity - 0.8674 86.74%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4853 48.53%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.5464 54.64%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3909 39.09%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8490 84.90%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5308 53.08%
Acute Oral Toxicity (c) I 0.5609 56.09%
Estrogen receptor binding + 0.8629 86.29%
Androgen receptor binding + 0.7251 72.51%
Thyroid receptor binding + 0.5290 52.90%
Glucocorticoid receptor binding + 0.7360 73.60%
Aromatase binding + 0.6841 68.41%
PPAR gamma + 0.7231 72.31%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9891 98.91%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.11% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.76% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.38% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 94.19% 97.79%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.67% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.15% 97.21%
CHEMBL4040 P28482 MAP kinase ERK2 91.06% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.17% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.92% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.88% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.21% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.61% 91.07%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.09% 82.50%
CHEMBL221 P23219 Cyclooxygenase-1 84.84% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.60% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.25% 96.95%
CHEMBL230 P35354 Cyclooxygenase-2 83.07% 89.63%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.82% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.48% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.80% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.74% 92.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.51% 82.69%

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 decumbens

Cross-Links

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PubChem 162857363
LOTUS LTS0018617
wikiData Q105218822