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(5S,6aR,7S,8R,10aS)-7-[2-(furan-3-yl)ethyl]-7,8-dimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one

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 cf68b68d-4b9c-4586-8135-560ffb52c1df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (5S,6aR,7S,8R,10aS)-7-[2-(furan-3-yl)ethyl]-7,8-dimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one
SMILES (Canonical) CC1CCC23COC(=O)C2=CC(CC3C1(C)CCC4=COC=C4)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]23COC(=O)C2=C[C@H](C[C@@H]3[C@@]1(C)CCC4=COC=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
InChI InChI=1S/C26H36O9/c1-14-3-7-26-13-33-23(31)17(26)9-16(34-24-22(30)21(29)20(28)18(11-27)35-24)10-19(26)25(14,2)6-4-15-5-8-32-12-15/h5,8-9,12,14,16,18-22,24,27-30H,3-4,6-7,10-11,13H2,1-2H3/t14-,16-,18-,19-,20-,21+,22-,24-,25+,26-/m1/s1
InChI Key ROSSVNHEVRUXGM-OEFADKHDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O9
Molecular Weight 492.60 g/mol
Exact Mass 492.23593272 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,6aR,7S,8R,10aS)-7-[2-(furan-3-yl)ethyl]-7,8-dimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8350 83.50%
Caco-2 - 0.8147 81.47%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.8474 84.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7506 75.06%
OATP1B3 inhibitior + 0.8606 86.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6975 69.75%
P-glycoprotein inhibitior - 0.4897 48.97%
P-glycoprotein substrate - 0.5770 57.70%
CYP3A4 substrate + 0.7108 71.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.8785 87.85%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.8908 89.08%
CYP2D6 inhibition - 0.9057 90.57%
CYP1A2 inhibition - 0.8298 82.98%
CYP2C8 inhibition + 0.6262 62.62%
CYP inhibitory promiscuity - 0.8326 83.26%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5592 55.92%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9605 96.05%
Skin irritation - 0.6110 61.10%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.7140 71.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8106 81.06%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6177 61.77%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5148 51.48%
Acute Oral Toxicity (c) I 0.4647 46.47%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.7007 70.07%
Thyroid receptor binding - 0.5512 55.12%
Glucocorticoid receptor binding + 0.6749 67.49%
Aromatase binding + 0.7086 70.86%
PPAR gamma + 0.6409 64.09%
Honey bee toxicity - 0.6874 68.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9842 98.42%

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 98.08% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.76% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.54% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.48% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.57% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.55% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.72% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.80% 86.92%
CHEMBL2996 Q05655 Protein kinase C delta 88.41% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.32% 96.61%
CHEMBL220 P22303 Acetylcholinesterase 88.19% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.71% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.27% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.17% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.26% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.06% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.94% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 80.70% 83.82%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.42% 93.00%

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.
Salvia circinnata

Cross-Links

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PubChem 101993223
LOTUS LTS0043871
wikiData Q105242437