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[(4R,4aR,5S,6R,6aS,7R,10aR,11aS,11bR)-5-acetyloxy-6-hydroxy-10a-methoxy-4,7,11b-trimethyl-9-oxo-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-yl]methyl acetate

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 a36d3c0d-0e89-4188-9a74-540b9575a31e
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(4R,4aR,5S,6R,6aS,7R,10aR,11aS,11bR)-5-acetyloxy-6-hydroxy-10a-methoxy-4,7,11b-trimethyl-9-oxo-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-yl]methyl acetate
SMILES (Canonical) CC1C2C(CC3(C1=CC(=O)O3)OC)C4(CCCC(C4C(C2O)OC(=O)C)(C)COC(=O)C)C
SMILES (Isomeric) C[C@@H]1[C@H]2[C@H](C[C@@]3(C1=CC(=O)O3)OC)[C@]4(CCC[C@@]([C@@H]4[C@@H]([C@@H]2O)OC(=O)C)(C)COC(=O)C)C
InChI InChI=1S/C25H36O8/c1-13-16-10-18(28)33-25(16,30-6)11-17-19(13)20(29)21(32-15(3)27)22-23(4,12-31-14(2)26)8-7-9-24(17,22)5/h10,13,17,19-22,29H,7-9,11-12H2,1-6H3/t13-,17-,19-,20+,21+,22-,23-,24+,25+/m0/s1
InChI Key HDDNZVWBRRAOGK-LQDYNQSPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H36O8
Molecular Weight 464.50 g/mol
Exact Mass 464.24101810 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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[(4R,4aR,5S,6R,6aS,7R,10aR,11aS,11bR)-5-acetyloxy-6-hydroxy-10a-methoxy-4,7,11b-trimethyl-9-oxo-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-yl]methyl acetate

2D Structure

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2D Structure of [(4R,4aR,5S,6R,6aS,7R,10aR,11aS,11bR)-5-acetyloxy-6-hydroxy-10a-methoxy-4,7,11b-trimethyl-9-oxo-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-4-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9827 98.27%
Caco-2 - 0.5623 56.23%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior + 0.9527 95.27%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5229 52.29%
BSEP inhibitior + 0.8800 88.00%
P-glycoprotein inhibitior + 0.6722 67.22%
P-glycoprotein substrate - 0.5592 55.92%
CYP3A4 substrate + 0.6934 69.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8957 89.57%
CYP3A4 inhibition - 0.7205 72.05%
CYP2C9 inhibition - 0.8518 85.18%
CYP2C19 inhibition - 0.9065 90.65%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.6882 68.82%
CYP2C8 inhibition + 0.4776 47.76%
CYP inhibitory promiscuity - 0.8486 84.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4918 49.18%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9363 93.63%
Skin irritation + 0.6034 60.34%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4254 42.54%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5648 56.48%
skin sensitisation - 0.9307 93.07%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8593 85.93%
Acute Oral Toxicity (c) III 0.5651 56.51%
Estrogen receptor binding + 0.8757 87.57%
Androgen receptor binding + 0.6960 69.60%
Thyroid receptor binding + 0.5912 59.12%
Glucocorticoid receptor binding + 0.8018 80.18%
Aromatase binding + 0.7489 74.89%
PPAR gamma + 0.6478 64.78%
Honey bee toxicity - 0.6990 69.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9874 98.74%

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 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.11% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.29% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.87% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.96% 96.77%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.04% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.36% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.30% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.68% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.50% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.95% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.72% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.92% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.79% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 83.03% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.67% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 82.57% 91.19%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.57% 81.11%
CHEMBL1951 P21397 Monoamine oxidase A 81.60% 91.49%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.40% 93.00%
CHEMBL5028 O14672 ADAM10 81.39% 97.50%
CHEMBL1871 P10275 Androgen Receptor 80.70% 96.43%

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.
Myrospermum frutescens

Cross-Links

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PubChem 11397131
LOTUS LTS0158458
wikiData Q105026269