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[(3S,4R,4aR,5R,7R,8R,8aS)-3-acetyloxy-8-[2-(furan-3-yl)ethyl]-5,7,8a-trihydroxy-7,8-dimethyl-6-oxospiro[1,2,3,5-tetrahydronaphthalene-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 5987e1a2-a47c-41ee-b382-df740f144976
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
IUPAC Name [(3S,4R,4aR,5R,7R,8R,8aS)-3-acetyloxy-8-[2-(furan-3-yl)ethyl]-5,7,8a-trihydroxy-7,8-dimethyl-6-oxospiro[1,2,3,5-tetrahydronaphthalene-4,2'-oxirane]-4a-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12C(C(=O)C(C(C1(CCC(C23CO3)OC(=O)C)O)(C)CCC4=COC=C4)(C)O)O
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](C(=O)[C@]([C@]([C@]1(CC[C@@H]([C@]23CO3)OC(=O)C)O)(C)CCC4=COC=C4)(C)O)O
InChI InChI=1S/C24H32O10/c1-14(25)32-12-22-19(28)18(27)21(4,29)20(3,8-5-16-7-10-31-11-16)24(22,30)9-6-17(34-15(2)26)23(22)13-33-23/h7,10-11,17,19,28-30H,5-6,8-9,12-13H2,1-4H3/t17-,19-,20-,21-,22-,23+,24-/m0/s1
InChI Key AHBOQICKWFLQLC-PQURANIKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H32O10
Molecular Weight 480.50 g/mol
Exact Mass 480.19954721 g/mol
Topological Polar Surface Area (TPSA) 156.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.69
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,4aR,5R,7R,8R,8aS)-3-acetyloxy-8-[2-(furan-3-yl)ethyl]-5,7,8a-trihydroxy-7,8-dimethyl-6-oxospiro[1,2,3,5-tetrahydronaphthalene-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 + 0.8910 89.10%
Caco-2 - 0.7333 73.33%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7302 73.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7449 74.49%
OATP1B3 inhibitior + 0.9315 93.15%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9260 92.60%
P-glycoprotein inhibitior + 0.6178 61.78%
P-glycoprotein substrate + 0.5509 55.09%
CYP3A4 substrate + 0.7057 70.57%
CYP2C9 substrate - 0.6165 61.65%
CYP2D6 substrate - 0.8222 82.22%
CYP3A4 inhibition - 0.5343 53.43%
CYP2C9 inhibition - 0.7369 73.69%
CYP2C19 inhibition - 0.7801 78.01%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8976 89.76%
CYP2C8 inhibition + 0.6182 61.82%
CYP inhibitory promiscuity - 0.9049 90.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5375 53.75%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.6652 66.52%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6620 66.20%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5590 55.90%
skin sensitisation - 0.9221 92.21%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7117 71.17%
Acute Oral Toxicity (c) I 0.5387 53.87%
Estrogen receptor binding + 0.8756 87.56%
Androgen receptor binding + 0.7504 75.04%
Thyroid receptor binding + 0.5737 57.37%
Glucocorticoid receptor binding + 0.7649 76.49%
Aromatase binding + 0.7391 73.91%
PPAR gamma + 0.5876 58.76%
Honey bee toxicity - 0.7519 75.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5350 53.50%
Fish aquatic toxicity + 0.9794 97.94%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.35% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.83% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.60% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.21% 91.11%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.87% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.23% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.02% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.68% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.85% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.64% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 86.09% 90.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.02% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.80% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.70% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.88% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.66% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.43% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.67% 93.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.56% 82.69%
CHEMBL255 P29275 Adenosine A2b receptor 80.84% 98.59%

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.
Teucrium orientale

Cross-Links

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PubChem 11488480
LOTUS LTS0103453
wikiData Q104912162