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[(4R,4aR,5S,7R,8R,8aR)-5-acetyloxy-8-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-8-(hydroxymethyl)-7-methylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-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 5ac01efc-19fc-4089-a719-d161e4ee954c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
IUPAC Name [(4R,4aR,5S,7R,8R,8aR)-5-acetyloxy-8-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-8-(hydroxymethyl)-7-methylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
SMILES (Canonical) CC1CC(C2(C(C1(CC(C3=COC=C3)O)CO)CCCC24CO4)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@]1(C[C@@H](C3=COC=C3)O)CO)CCC[C@]24CO4)COC(=O)C)OC(=O)C
InChI InChI=1S/C24H34O8/c1-15-9-21(32-17(3)27)24(14-30-16(2)26)20(5-4-7-23(24)13-31-23)22(15,12-25)10-19(28)18-6-8-29-11-18/h6,8,11,15,19-21,25,28H,4-5,7,9-10,12-14H2,1-3H3/t15-,19+,20-,21+,22-,23+,24+/m1/s1
InChI Key NKNQXXHLGLAINH-HKXOKMACSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O8
Molecular Weight 450.50 g/mol
Exact Mass 450.22536804 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4R,4aR,5S,7R,8R,8aR)-5-acetyloxy-8-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-8-(hydroxymethyl)-7-methylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-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 + 0.9546 95.46%
Caco-2 - 0.7349 73.49%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7638 76.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8085 80.85%
OATP1B3 inhibitior + 0.9075 90.75%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6463 64.63%
P-glycoprotein inhibitior - 0.5736 57.36%
P-glycoprotein substrate - 0.5654 56.54%
CYP3A4 substrate + 0.6578 65.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8184 81.84%
CYP3A4 inhibition + 0.6914 69.14%
CYP2C9 inhibition - 0.7387 73.87%
CYP2C19 inhibition - 0.7852 78.52%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.8514 85.14%
CYP2C8 inhibition + 0.5594 55.94%
CYP inhibitory promiscuity - 0.9003 90.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5137 51.37%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9356 93.56%
Skin irritation - 0.6847 68.47%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7846 78.46%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7191 71.91%
skin sensitisation - 0.9257 92.57%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6311 63.11%
Acute Oral Toxicity (c) I 0.4414 44.14%
Estrogen receptor binding + 0.9033 90.33%
Androgen receptor binding + 0.6194 61.94%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.8167 81.67%
Aromatase binding + 0.6393 63.93%
PPAR gamma + 0.5528 55.28%
Honey bee toxicity - 0.7610 76.10%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9777 97.77%

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 98.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.84% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.58% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.69% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.05% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.01% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 87.36% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.63% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.89% 90.17%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.59% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.74% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.66% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.58% 100.00%
CHEMBL5028 O14672 ADAM10 83.09% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.71% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.07% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.90% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.27% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.16% 94.08%

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 creticum

Cross-Links

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PubChem 163038778
LOTUS LTS0105249
wikiData Q105180672