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[8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate

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 5e3590eb-71f7-4c38-9bf6-1e5f90f7c0f7
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)OC)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C
SMILES (Isomeric) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)OC)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C
InChI InChI=1S/C29H44O11/c1-14(2)25(33)40-24-19(32)11-20-27(6,21-9-18-10-23(34-7)39-26(18)38-21)15(3)8-22(37-17(5)31)28(20,12-35-16(4)30)29(24)13-36-29/h14-15,18-24,26,32H,8-13H2,1-7H3
InChI Key NGGYLLJIBWFQCM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O11
Molecular Weight 568.70 g/mol
Exact Mass 568.28836222 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 11
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 [8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5-(5-methoxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9554 95.54%
Caco-2 - 0.7639 76.39%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7618 76.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8556 85.56%
OATP1B3 inhibitior + 0.8869 88.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7259 72.59%
P-glycoprotein inhibitior + 0.7126 71.26%
P-glycoprotein substrate + 0.6255 62.55%
CYP3A4 substrate + 0.6774 67.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition + 0.5187 51.87%
CYP2C9 inhibition - 0.7059 70.59%
CYP2C19 inhibition - 0.7682 76.82%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9364 93.64%
CYP2C8 inhibition + 0.4743 47.43%
CYP inhibitory promiscuity - 0.9190 91.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5119 51.19%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.8930 89.30%
Skin irritation - 0.7414 74.14%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis + 0.5263 52.63%
Human Ether-a-go-go-Related Gene inhibition - 0.5901 59.01%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5608 56.08%
skin sensitisation - 0.8443 84.43%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7036 70.36%
Acute Oral Toxicity (c) I 0.6009 60.09%
Estrogen receptor binding + 0.8252 82.52%
Androgen receptor binding + 0.7048 70.48%
Thyroid receptor binding - 0.5314 53.14%
Glucocorticoid receptor binding + 0.6912 69.12%
Aromatase binding + 0.7080 70.80%
PPAR gamma + 0.6874 68.74%
Honey bee toxicity - 0.6590 65.90%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6755 67.55%
Fish aquatic toxicity + 0.9610 96.10%

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 99.05% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.80% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.76% 85.14%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 95.08% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 93.15% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.72% 98.75%
CHEMBL2581 P07339 Cathepsin D 92.66% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.82% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.21% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 88.73% 98.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.51% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.29% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.25% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.46% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.85% 97.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.79% 89.05%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.65% 97.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.93% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.66% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.58% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.24% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.18% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 83.82% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.07% 91.24%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.54% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.44% 99.23%

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.
There are no matching plants.

Cross-Links

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PubChem 85245249
LOTUS LTS0144077
wikiData Q105178921