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methyl (2S,4aS,6aR,7R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4-oxo-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate

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 0e4d7664-1ba5-4c07-a03e-b29b6d2f5e5a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (2S,4aS,6aR,7R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4-oxo-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate
SMILES (Canonical) CC12CCC3C(=O)OC(CC3(C1CC=CC2(C(=O)OC)O)C)C4=COC=C4
SMILES (Isomeric) C[C@@]12CC[C@@H]3C(=O)O[C@@H](C[C@]3([C@@H]1CC=C[C@@]2(C(=O)OC)O)C)C4=COC=C4
InChI InChI=1S/C21H26O6/c1-19-11-15(13-7-10-26-12-13)27-17(22)14(19)6-9-20(2)16(19)5-4-8-21(20,24)18(23)25-3/h4,7-8,10,12,14-16,24H,5-6,9,11H2,1-3H3/t14-,15+,16+,19-,20-,21+/m1/s1
InChI Key WWNYZTBMVRRLJM-PACMGQIYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26O6
Molecular Weight 374.40 g/mol
Exact Mass 374.17293854 g/mol
Topological Polar Surface Area (TPSA) 86.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.17
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,4aS,6aR,7R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4-oxo-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9736 97.36%
Caco-2 + 0.6443 64.43%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7835 78.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3235 32.35%
OATP1B3 inhibitior - 0.5265 52.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior - 0.4654 46.54%
P-glycoprotein inhibitior - 0.6150 61.50%
P-glycoprotein substrate - 0.6875 68.75%
CYP3A4 substrate + 0.6817 68.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8614 86.14%
CYP3A4 inhibition - 0.6694 66.94%
CYP2C9 inhibition - 0.8907 89.07%
CYP2C19 inhibition - 0.8748 87.48%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.7891 78.91%
CYP2C8 inhibition + 0.4519 45.19%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4589 45.89%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9637 96.37%
Skin irritation - 0.6428 64.28%
Skin corrosion - 0.9096 90.96%
Ames mutagenesis - 0.7540 75.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8984 89.84%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5949 59.49%
skin sensitisation - 0.9086 90.86%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.6694 66.94%
Acute Oral Toxicity (c) I 0.6441 64.41%
Estrogen receptor binding + 0.7535 75.35%
Androgen receptor binding + 0.7117 71.17%
Thyroid receptor binding + 0.6508 65.08%
Glucocorticoid receptor binding + 0.7549 75.49%
Aromatase binding + 0.6288 62.88%
PPAR gamma - 0.6256 62.56%
Honey bee toxicity - 0.8674 86.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9890 98.90%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.25% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.97% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.17% 97.25%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.27% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.69% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.02% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.34% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.59% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.64% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.38% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.92% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.71% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.17% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.09% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.69% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.58% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.52% 94.33%

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.
Penianthus zenkeri

Cross-Links

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PubChem 162851322
LOTUS LTS0262438
wikiData Q105314178