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[(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-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 d9983f31-2a23-49b4-8bbc-8ab73d2a4dce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] benzoate
SMILES (Canonical) CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C(C)C)OC(=O)C4=CC=CC=C4)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]([C@]2(C)/C=C/C3=CC(=O)OC3)(C)O)OC(=O)C(C)C)OC(=O)C4=CC=CC=C4)C
InChI InChI=1S/C31H38O7/c1-19(2)27(33)38-26-25(37-28(34)22-12-8-7-9-13-22)30(5)20(3)11-10-14-23(30)29(4,31(26,6)35)16-15-21-17-24(32)36-18-21/h7-9,11-13,15-17,19,23,25-26,35H,10,14,18H2,1-6H3/b16-15+/t23-,25+,26+,29-,30+,31+/m1/s1
InChI Key WZRBVWLPCKNBQX-HSUYODJOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H38O7
Molecular Weight 522.60 g/mol
Exact Mass 522.26175355 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.95
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4R,4aS,8aR)-3-hydroxy-3,4,8,8a-tetramethyl-2-(2-methylpropanoyloxy)-4-[(E)-2-(5-oxo-2H-furan-3-yl)ethenyl]-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 + 0.9828 98.28%
Caco-2 - 0.6826 68.26%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8142 81.42%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8775 87.75%
OATP1B3 inhibitior + 0.8732 87.32%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9717 97.17%
P-glycoprotein inhibitior + 0.9056 90.56%
P-glycoprotein substrate - 0.5694 56.94%
CYP3A4 substrate + 0.6775 67.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9095 90.95%
CYP3A4 inhibition - 0.7416 74.16%
CYP2C9 inhibition + 0.6056 60.56%
CYP2C19 inhibition - 0.5945 59.45%
CYP2D6 inhibition - 0.8374 83.74%
CYP1A2 inhibition + 0.6998 69.98%
CYP2C8 inhibition + 0.6961 69.61%
CYP inhibitory promiscuity - 0.5116 51.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4741 47.41%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.6069 60.69%
Skin corrosion - 0.9163 91.63%
Ames mutagenesis - 0.6226 62.26%
Human Ether-a-go-go-Related Gene inhibition + 0.6460 64.60%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.7509 75.09%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5612 56.12%
Acute Oral Toxicity (c) III 0.6075 60.75%
Estrogen receptor binding + 0.7954 79.54%
Androgen receptor binding + 0.7617 76.17%
Thyroid receptor binding + 0.6932 69.32%
Glucocorticoid receptor binding + 0.8251 82.51%
Aromatase binding + 0.6861 68.61%
PPAR gamma + 0.6907 69.07%
Honey bee toxicity - 0.8075 80.75%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9910 99.10%

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 96.09% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.69% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.10% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.16% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.41% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.82% 96.47%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.13% 83.00%
CHEMBL2535 P11166 Glucose transporter 89.19% 98.75%
CHEMBL5028 O14672 ADAM10 88.37% 97.50%
CHEMBL1951 P21397 Monoamine oxidase A 88.03% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.75% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.99% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.34% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.38% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.82% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.78% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.39% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 80.35% 90.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.08% 93.03%

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 122177449
LOTUS LTS0275808
wikiData Q105323408