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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-methylbut-2-enoate

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 445f5ff9-5c36-42c3-9570-972aad16030a
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-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C
InChI InChI=1S/C29H42O9/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/h7,17,20-24,26H,8-15H2,1-6H3
InChI Key ZSPQDLAOARZDJB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 9
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 [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-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 - 0.6870 68.70%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8159 81.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8500 85.00%
OATP1B3 inhibitior + 0.9455 94.55%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9656 96.56%
P-glycoprotein inhibitior + 0.8129 81.29%
P-glycoprotein substrate + 0.5248 52.48%
CYP3A4 substrate + 0.7082 70.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8975 89.75%
CYP3A4 inhibition - 0.7818 78.18%
CYP2C9 inhibition - 0.8051 80.51%
CYP2C19 inhibition - 0.8034 80.34%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.8102 81.02%
CYP2C8 inhibition + 0.6233 62.33%
CYP inhibitory promiscuity - 0.7334 73.34%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5136 51.36%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.6395 63.95%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3684 36.84%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.8521 85.21%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7203 72.03%
Acute Oral Toxicity (c) I 0.4163 41.63%
Estrogen receptor binding + 0.8948 89.48%
Androgen receptor binding + 0.6823 68.23%
Thyroid receptor binding + 0.5267 52.67%
Glucocorticoid receptor binding + 0.8145 81.45%
Aromatase binding + 0.7504 75.04%
PPAR gamma + 0.7825 78.25%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9954 99.54%

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 98.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.31% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.77% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.82% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.59% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.27% 91.19%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.37% 91.65%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.53% 89.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.20% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.11% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.80% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.50% 92.94%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.19% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.00% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.59% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.34% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.58% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.32% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.20% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.91% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.84% 98.99%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.64% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.28% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.73% 95.50%
CHEMBL5028 O14672 ADAM10 80.51% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.29% 98.75%

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 162918333
LOTUS LTS0101504
wikiData Q105382630