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[(1S,3S,4R,4aR,8R,8aR)-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-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 9afbf03a-533e-48f7-8525-cbd083300e57
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
IUPAC Name [(1S,3S,4R,4aR,8R,8aR)-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-yl] benzoate
SMILES (Canonical) CC(=O)OCC12C(CCCC13CO3)C(C(CC2OC(=O)C4=CC=CC=C4)(C)O)(C)CCC5=CC(=O)OC5
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H](CCC[C@]13CO3)[C@@]([C@@](C[C@@H]2OC(=O)C4=CC=CC=C4)(C)O)(C)CCC5=CC(=O)OC5
InChI InChI=1S/C29H36O8/c1-19(30)35-18-29-22(10-7-12-28(29)17-36-28)26(2,13-11-20-14-24(31)34-16-20)27(3,33)15-23(29)37-25(32)21-8-5-4-6-9-21/h4-6,8-9,14,22-23,33H,7,10-13,15-18H2,1-3H3/t22-,23+,26-,27+,28+,29+/m1/s1
InChI Key RJRCRDUHASNVGC-UARFMNEOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O8
Molecular Weight 512.60 g/mol
Exact Mass 512.24101810 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.76
H-Bond Acceptor 8
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 [(1S,3S,4R,4aR,8R,8aR)-8a-(acetyloxymethyl)-3-hydroxy-3,4-dimethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[1,2,4a,5,6,7-hexahydronaphthalene-8,2'-oxirane]-1-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 + 0.9856 98.56%
Caco-2 - 0.7200 72.00%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8149 81.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9162 91.62%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6271 62.71%
BSEP inhibitior + 0.9169 91.69%
P-glycoprotein inhibitior + 0.8390 83.90%
P-glycoprotein substrate + 0.5455 54.55%
CYP3A4 substrate + 0.7057 70.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8940 89.40%
CYP3A4 inhibition + 0.5718 57.18%
CYP2C9 inhibition - 0.6253 62.53%
CYP2C19 inhibition - 0.7302 73.02%
CYP2D6 inhibition - 0.9242 92.42%
CYP1A2 inhibition - 0.7608 76.08%
CYP2C8 inhibition + 0.7399 73.99%
CYP inhibitory promiscuity - 0.8394 83.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4842 48.42%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9224 92.24%
Skin irritation - 0.5910 59.10%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8593 85.93%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5283 52.83%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6061 60.61%
Acute Oral Toxicity (c) I 0.5330 53.30%
Estrogen receptor binding + 0.8906 89.06%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding - 0.5052 50.52%
Glucocorticoid receptor binding + 0.8144 81.44%
Aromatase binding + 0.7696 76.96%
PPAR gamma + 0.5510 55.10%
Honey bee toxicity - 0.7859 78.59%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9958 99.58%

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 97.44% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.07% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.98% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.62% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.12% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.10% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.13% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.35% 83.00%
CHEMBL240 Q12809 HERG 87.71% 89.76%
CHEMBL221 P23219 Cyclooxygenase-1 87.13% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.86% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.54% 89.00%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.55% 91.65%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.66% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.62% 95.89%
CHEMBL5028 O14672 ADAM10 83.10% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.00% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.85% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.29% 97.14%
CHEMBL5805 Q9NR97 Toll-like receptor 8 81.15% 96.25%
CHEMBL2535 P11166 Glucose transporter 80.36% 98.75%

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 100955955
LOTUS LTS0038324
wikiData Q105237743