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[5-acetyloxy-4a-(acetyloxymethyl)-8-(5-hydroxy-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]-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 414fe026-4576-494f-9f95-d44350df0ebe
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [5-acetyloxy-4a-(acetyloxymethyl)-8-(5-hydroxy-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]-2-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC2C(C(CC(C2(C3(C1)CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5CC(OC5O4)O
SMILES (Isomeric) CCC(C)C(=O)OC1CC2C(C(CC(C2(C3(C1)CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5CC(OC5O4)O
InChI InChI=1S/C29H44O10/c1-7-15(2)25(33)37-20-11-21-27(6,22-9-19-10-24(32)39-26(19)38-22)16(3)8-23(36-18(5)31)29(21,14-34-17(4)30)28(12-20)13-35-28/h15-16,19-24,26,32H,7-14H2,1-6H3
InChI Key XLKOZUPYEXVJCF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O10
Molecular Weight 552.70 g/mol
Exact Mass 552.29344760 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.12
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-acetyloxy-4a-(acetyloxymethyl)-8-(5-hydroxy-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]-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 + 0.9796 97.96%
Caco-2 - 0.7486 74.86%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6819 68.19%
OATP2B1 inhibitior - 0.7137 71.37%
OATP1B1 inhibitior + 0.8714 87.14%
OATP1B3 inhibitior + 0.9054 90.54%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5112 51.12%
P-glycoprotein inhibitior + 0.6166 61.66%
P-glycoprotein substrate + 0.5951 59.51%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8667 86.67%
CYP3A4 inhibition - 0.5340 53.40%
CYP2C9 inhibition - 0.7214 72.14%
CYP2C19 inhibition - 0.7423 74.23%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.9103 91.03%
CYP2C8 inhibition + 0.5138 51.38%
CYP inhibitory promiscuity - 0.8489 84.89%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5539 55.39%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8766 87.66%
Skin irritation - 0.6769 67.69%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6575 65.75%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5949 59.49%
skin sensitisation - 0.8795 87.95%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4949 49.49%
Acute Oral Toxicity (c) I 0.4652 46.52%
Estrogen receptor binding + 0.8251 82.51%
Androgen receptor binding + 0.7001 70.01%
Thyroid receptor binding + 0.5371 53.71%
Glucocorticoid receptor binding + 0.7276 72.76%
Aromatase binding + 0.7460 74.60%
PPAR gamma + 0.6915 69.15%
Honey bee toxicity - 0.7303 73.03%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9856 98.56%

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 99.04% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.22% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.02% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.85% 96.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.59% 91.11%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.43% 89.05%
CHEMBL2581 P07339 Cathepsin D 91.58% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.45% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 90.87% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.54% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.81% 82.69%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.73% 92.86%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.20% 82.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.16% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.15% 89.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.83% 96.47%
CHEMBL299 P17252 Protein kinase C alpha 86.73% 98.03%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.38% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.08% 91.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.61% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.67% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.11% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.53% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.40% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.28% 94.33%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.91% 99.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.28% 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.
Scutellaria lateriflora

Cross-Links

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PubChem 163048081
LOTUS LTS0178065
wikiData Q105330048