[4-[1-acetyloxy-2-(4-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate

Details

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Internal ID 92f1ebf2-08e7-4d2d-afa8-be353228f8e4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [4-[1-acetyloxy-2-(4-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate
SMILES (Canonical) CC1=CCCC2C1(C(C(C(C2(C)C(CC3=C(C(=O)OC3)O)OC(=O)C)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C
SMILES (Isomeric) CC1=CCCC2C1(C(C(C(C2(C)C(CC3=C(C(=O)OC3)O)OC(=O)C)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C
InChI InChI=1S/C36H40O10/c1-21-13-12-18-26-34(21,3)29(45-31(39)23-14-8-6-9-15-23)30(46-32(40)24-16-10-7-11-17-24)36(5,42)35(26,4)27(44-22(2)37)19-25-20-43-33(41)28(25)38/h6-11,13-17,26-27,29-30,38,42H,12,18-20H2,1-5H3
InChI Key ZXHAGJNJHZQWGU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H40O10
Molecular Weight 632.70 g/mol
Exact Mass 632.26214747 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[1-acetyloxy-2-(4-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-2-benzoyloxy-3-hydroxy-3,4,8,8a-tetramethyl-2,4a,5,6-tetrahydro-1H-naphthalen-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 + 0.9747 97.47%
Caco-2 - 0.7894 78.94%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8489 84.89%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.8102 81.02%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6886 68.86%
BSEP inhibitior + 0.9939 99.39%
P-glycoprotein inhibitior + 0.8975 89.75%
P-glycoprotein substrate - 0.5171 51.71%
CYP3A4 substrate + 0.6815 68.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9004 90.04%
CYP3A4 inhibition - 0.8025 80.25%
CYP2C9 inhibition - 0.6683 66.83%
CYP2C19 inhibition - 0.7911 79.11%
CYP2D6 inhibition - 0.9174 91.74%
CYP1A2 inhibition - 0.5175 51.75%
CYP2C8 inhibition + 0.7251 72.51%
CYP inhibitory promiscuity - 0.6319 63.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5636 56.36%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9104 91.04%
Skin irritation - 0.6229 62.29%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.6389 63.89%
Human Ether-a-go-go-Related Gene inhibition + 0.7381 73.81%
Micronuclear - 0.6341 63.41%
Hepatotoxicity + 0.6461 64.61%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6492 64.92%
Acute Oral Toxicity (c) III 0.3879 38.79%
Estrogen receptor binding + 0.8099 80.99%
Androgen receptor binding + 0.7131 71.31%
Thyroid receptor binding + 0.6230 62.30%
Glucocorticoid receptor binding + 0.8160 81.60%
Aromatase binding + 0.6467 64.67%
PPAR gamma + 0.7521 75.21%
Honey bee toxicity - 0.8288 82.88%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9943 99.43%

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
CHEMBL2581 P07339 Cathepsin D 98.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.22% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.49% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.75% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.97% 91.19%
CHEMBL4072 P07858 Cathepsin B 88.87% 93.67%
CHEMBL2535 P11166 Glucose transporter 88.75% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 88.46% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.47% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.22% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.95% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.94% 100.00%
CHEMBL5028 O14672 ADAM10 82.90% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.79% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 82.23% 94.73%
CHEMBL2996 Q05655 Protein kinase C delta 81.61% 97.79%

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 barbata

Cross-Links

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PubChem 75165485
LOTUS LTS0186417
wikiData Q105385535