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[(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 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 2beedb68-21ad-4816-91d2-55758f7cfd12
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCCC23CO3)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CCC(C)C(=O)O[C@@H](C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1CCC[C@]23CO3)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
InChI InChI=1S/C29H42O9/c1-7-17(2)26(33)38-22(21-12-25(32)34-14-21)13-27(6)18(3)11-24(37-20(5)31)29(16-35-19(4)30)23(27)9-8-10-28(29)15-36-28/h12,17-18,22-24H,7-11,13-16H2,1-6H3/t17?,18-,22+,23-,24+,27+,28+,29+/m1/s1
InChI Key LJHYCABROUGORR-ZYWPFBEMSA-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) 118.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.91
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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122587-84-2

2D Structure

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2D Structure of [(1S)-2-[(1S,2R,4S,4aR,5R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 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 + 0.9910 99.10%
Caco-2 - 0.6699 66.99%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7421 74.21%
OATP2B1 inhibitior - 0.8645 86.45%
OATP1B1 inhibitior + 0.8373 83.73%
OATP1B3 inhibitior + 0.9687 96.87%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9810 98.10%
P-glycoprotein inhibitior + 0.8419 84.19%
P-glycoprotein substrate + 0.6174 61.74%
CYP3A4 substrate + 0.6860 68.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8993 89.93%
CYP3A4 inhibition - 0.7113 71.13%
CYP2C9 inhibition - 0.7934 79.34%
CYP2C19 inhibition - 0.7359 73.59%
CYP2D6 inhibition - 0.9202 92.02%
CYP1A2 inhibition - 0.7900 79.00%
CYP2C8 inhibition + 0.5120 51.20%
CYP inhibitory promiscuity - 0.6954 69.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4988 49.88%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.8923 89.23%
Skin irritation - 0.5929 59.29%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7017 70.17%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5024 50.24%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5143 51.43%
Estrogen receptor binding + 0.8861 88.61%
Androgen receptor binding + 0.7225 72.25%
Thyroid receptor binding + 0.5402 54.02%
Glucocorticoid receptor binding + 0.8327 83.27%
Aromatase binding + 0.7746 77.46%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.7131 71.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.74% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.85% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.10% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.42% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.07% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.67% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.40% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.73% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.96% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.47% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.26% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.43% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 87.28% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.92% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.93% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.58% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.51% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.15% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.96% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.40% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 82.37% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.79% 89.05%
CHEMBL221 P23219 Cyclooxygenase-1 80.18% 90.17%

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 102004689
NPASS NPC170874