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[(1R,2S,3R,4S,4aR,8R,8aR)-8a-(acetyloxymethyl)-1-benzoyloxy-3-hydroxy-3,4-dimethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-2-yl] benzoate

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 94300c43-925c-45df-bb08-9443233420d6
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1R,2S,3R,4S,4aR,8R,8aR)-8a-(acetyloxymethyl)-1-benzoyloxy-3-hydroxy-3,4-dimethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-2-yl] benzoate
SMILES (Canonical) CC(=O)OCC12C(CCCC13CO3)C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)(C)O)(C)C=CC6=CC(=O)OC6
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](CCC[C@]13CO3)[C@]([C@@]([C@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)(C)O)(C)/C=C/C6=CC(=O)OC6
InChI InChI=1S/C36H38O10/c1-23(37)43-22-36-27(15-10-17-35(36)21-44-35)33(2,18-16-24-19-28(38)42-20-24)34(3,41)29(45-31(39)25-11-6-4-7-12-25)30(36)46-32(40)26-13-8-5-9-14-26/h4-9,11-14,16,18-19,27,29-30,41H,10,15,17,20-22H2,1-3H3/b18-16+/t27-,29+,30+,33+,34+,35+,36+/m1/s1
InChI Key QBZLUKXXDDCCTL-PTORRXNSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38O10
Molecular Weight 630.70 g/mol
Exact Mass 630.24649740 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4S,4aR,8R,8aR)-8a-(acetyloxymethyl)-1-benzoyloxy-3-hydroxy-3,4-dimethyl-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-2-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9567 95.67%
Caco-2 - 0.8016 80.16%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8492 84.92%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.9082 90.82%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9938 99.38%
P-glycoprotein inhibitior + 0.9101 91.01%
P-glycoprotein substrate - 0.5066 50.66%
CYP3A4 substrate + 0.6813 68.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8946 89.46%
CYP3A4 inhibition - 0.7353 73.53%
CYP2C9 inhibition - 0.7735 77.35%
CYP2C19 inhibition - 0.7648 76.48%
CYP2D6 inhibition - 0.9219 92.19%
CYP1A2 inhibition - 0.7484 74.84%
CYP2C8 inhibition + 0.7539 75.39%
CYP inhibitory promiscuity - 0.7721 77.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4368 43.68%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9144 91.44%
Skin irritation - 0.6429 64.29%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8052 80.52%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5024 50.24%
skin sensitisation - 0.8307 83.07%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.4793 47.93%
Acute Oral Toxicity (c) I 0.5136 51.36%
Estrogen receptor binding + 0.8283 82.83%
Androgen receptor binding + 0.7711 77.11%
Thyroid receptor binding + 0.5916 59.16%
Glucocorticoid receptor binding + 0.8008 80.08%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.6505 65.05%
Honey bee toxicity - 0.7921 79.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.30% 86.33%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.18% 91.11%
CHEMBL240 Q12809 HERG 96.67% 89.76%
CHEMBL221 P23219 Cyclooxygenase-1 94.60% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 92.74% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.51% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.80% 99.23%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.43% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.17% 94.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.73% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.88% 100.00%
CHEMBL5028 O14672 ADAM10 88.27% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.00% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.41% 96.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.35% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.04% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.58% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.72% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.35% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.72% 89.00%
CHEMBL2535 P11166 Glucose transporter 80.51% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 80.18% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.17% 92.62%

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 alpina

Cross-Links

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PubChem 101681943
LOTUS LTS0177242
wikiData Q105218105