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[3,5-diacetyloxy-8-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

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 b2e6aac3-7bcb-4c5b-89c5-e8611da52de7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [3,5-diacetyloxy-8-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)OC)CCC(C25CO5)OC(=O)C)COC(=O)C)OC(=O)C
SMILES (Isomeric) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)OC)CCC(C25CO5)OC(=O)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C27H40O10/c1-14-9-22(35-17(4)30)26(12-32-15(2)28)19(7-8-20(34-16(3)29)27(26)13-33-27)25(14,5)21-10-18-11-23(31-6)37-24(18)36-21/h14,18-24H,7-13H2,1-6H3
InChI Key VNCZVETTXZLOLS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O10
Molecular Weight 524.60 g/mol
Exact Mass 524.26214747 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,5-diacetyloxy-8-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9704 97.04%
Caco-2 - 0.7099 70.99%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7894 78.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8755 87.55%
OATP1B3 inhibitior + 0.9789 97.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8308 83.08%
P-glycoprotein inhibitior + 0.7292 72.92%
P-glycoprotein substrate + 0.5231 52.31%
CYP3A4 substrate + 0.6770 67.70%
CYP2C9 substrate - 0.8146 81.46%
CYP2D6 substrate - 0.8690 86.90%
CYP3A4 inhibition - 0.7154 71.54%
CYP2C9 inhibition - 0.7940 79.40%
CYP2C19 inhibition - 0.7711 77.11%
CYP2D6 inhibition - 0.9523 95.23%
CYP1A2 inhibition - 0.9259 92.59%
CYP2C8 inhibition + 0.6178 61.78%
CYP inhibitory promiscuity - 0.8696 86.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5440 54.40%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.8803 88.03%
Skin irritation - 0.7648 76.48%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4737 47.37%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5358 53.58%
skin sensitisation - 0.8956 89.56%
Respiratory toxicity - 0.7111 71.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5300 53.00%
Acute Oral Toxicity (c) I 0.3792 37.92%
Estrogen receptor binding + 0.8767 87.67%
Androgen receptor binding + 0.6593 65.93%
Thyroid receptor binding + 0.5275 52.75%
Glucocorticoid receptor binding + 0.7174 71.74%
Aromatase binding + 0.7289 72.89%
PPAR gamma + 0.7600 76.00%
Honey bee toxicity - 0.7335 73.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5287 52.87%
Fish aquatic toxicity + 0.9614 96.14%

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 98.94% 96.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 93.27% 95.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.26% 91.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.36% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 90.89% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.83% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.70% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.90% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.63% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.59% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.88% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.24% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 86.67% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.54% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.73% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.10% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.94% 92.62%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.26% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.22% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.67% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.41% 98.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.38% 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.
Volkameria inermis

Cross-Links

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PubChem 72745437
LOTUS LTS0072944
wikiData Q105289521