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6-Epiangustifolin

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 b343921f-198b-466c-9789-f6f26a89bd33
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1'S,3R,3aR,4R,6'S,7'R,7aR,9'S)-7'-hydroxy-3-methoxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione
SMILES (Canonical) CC12CCCC3(C1C(OC2)OC)COC(=O)C45C3C(CC(C4)C(=C)C5=O)O
SMILES (Isomeric) C[C@@]12CCC[C@@]3([C@@H]1[C@@H](OC2)OC)COC(=O)[C@]45[C@H]3[C@@H](C[C@H](C4)C(=C)C5=O)O
InChI InChI=1S/C21H28O6/c1-11-12-7-13(22)14-20(10-27-18(24)21(14,8-12)16(11)23)6-4-5-19(2)9-26-17(25-3)15(19)20/h12-15,17,22H,1,4-10H2,2-3H3/t12-,13-,14+,15-,17-,19+,20-,21+/m1/s1
InChI Key OCIBRRBOOBNKJY-YHDMYULQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H28O6
Molecular Weight 376.40 g/mol
Exact Mass 376.18858861 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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6-epi-Augustifolin
369390-94-3
(1'S,3R,3aR,4R,6'S,7'R,7aR,9'S)-7'-hydroxy-3-methoxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione
CHEMBL463922
AKOS040761201
FS-7622

2D Structure

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2D Structure of 6-Epiangustifolin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9498 94.98%
Caco-2 + 0.5905 59.05%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7539 75.39%
OATP2B1 inhibitior - 0.8633 86.33%
OATP1B1 inhibitior + 0.8490 84.90%
OATP1B3 inhibitior + 0.9581 95.81%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5370 53.70%
BSEP inhibitior - 0.8157 81.57%
P-glycoprotein inhibitior - 0.7013 70.13%
P-glycoprotein substrate - 0.6349 63.49%
CYP3A4 substrate + 0.6812 68.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8630 86.30%
CYP3A4 inhibition - 0.7731 77.31%
CYP2C9 inhibition - 0.8944 89.44%
CYP2C19 inhibition - 0.8785 87.85%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8003 80.03%
CYP2C8 inhibition - 0.5815 58.15%
CYP inhibitory promiscuity - 0.9576 95.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5625 56.25%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9597 95.97%
Skin irritation - 0.5855 58.55%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5084 50.84%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5072 50.72%
skin sensitisation - 0.8466 84.66%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7230 72.30%
Acute Oral Toxicity (c) I 0.4609 46.09%
Estrogen receptor binding + 0.8262 82.62%
Androgen receptor binding + 0.6714 67.14%
Thyroid receptor binding + 0.6063 60.63%
Glucocorticoid receptor binding + 0.8516 85.16%
Aromatase binding + 0.6954 69.54%
PPAR gamma + 0.6476 64.76%
Honey bee toxicity - 0.7297 72.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9809 98.09%

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 96.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.35% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.08% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.28% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.21% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.85% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.44% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.25% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.58% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.22% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.79% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 86.69% 95.38%
CHEMBL2581 P07339 Cathepsin D 86.56% 98.95%
CHEMBL1871 P10275 Androgen Receptor 85.05% 96.43%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.43% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.43% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.76% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.72% 94.00%
CHEMBL1902 P62942 FK506-binding protein 1A 83.22% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.66% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.48% 83.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.32% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.11% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.78% 92.62%

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.
Isodon enanderianus
Isodon rubescens

Cross-Links

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PubChem 636522
LOTUS LTS0022788
wikiData Q105189387