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4,8,11b-Trimethyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-7,9-dione

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 94a0f51f-a31c-4660-acca-c393137152c0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 4,8,11b-trimethyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-7,9-dione
SMILES (Canonical) CC1=C2C(CC3=C(C2=O)CCC4C3(CCCC4(C)COC5C(C(C(C(O5)CO)O)O)O)C)OC1=O
SMILES (Isomeric) CC1=C2C(CC3=C(C2=O)CCC4C3(CCCC4(C)COC5C(C(C(C(O5)CO)O)O)O)C)OC1=O
InChI InChI=1S/C26H36O9/c1-12-18-15(34-23(12)32)9-14-13(19(18)28)5-6-17-25(2,7-4-8-26(14,17)3)11-33-24-22(31)21(30)20(29)16(10-27)35-24/h15-17,20-22,24,27,29-31H,4-11H2,1-3H3
InChI Key GVSBVIDYKKDTET-UHFFFAOYSA-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) 143.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4,8,11b-Trimethyl-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,4a,5,6,10a,11-octahydronaphtho[2,1-f][1]benzofuran-7,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7726 77.26%
Caco-2 - 0.7605 76.05%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8732 87.32%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.8206 82.06%
OATP1B3 inhibitior + 0.8565 85.65%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.5271 52.71%
BSEP inhibitior - 0.6331 63.31%
P-glycoprotein inhibitior - 0.4356 43.56%
P-glycoprotein substrate - 0.7632 76.32%
CYP3A4 substrate + 0.6837 68.37%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition - 0.8990 89.90%
CYP2C9 inhibition - 0.9054 90.54%
CYP2C19 inhibition - 0.9279 92.79%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8889 88.89%
CYP2C8 inhibition + 0.4745 47.45%
CYP inhibitory promiscuity - 0.9250 92.50%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4990 49.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9444 94.44%
Skin irritation + 0.5095 50.95%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4901 49.01%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7092 70.92%
skin sensitisation - 0.9315 93.15%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4672 46.72%
Acute Oral Toxicity (c) III 0.5696 56.96%
Estrogen receptor binding + 0.7165 71.65%
Androgen receptor binding + 0.7165 71.65%
Thyroid receptor binding - 0.5502 55.02%
Glucocorticoid receptor binding + 0.6838 68.38%
Aromatase binding + 0.6641 66.41%
PPAR gamma + 0.7238 72.38%
Honey bee toxicity - 0.7626 76.26%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9725 97.25%

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 95.79% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.44% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.13% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.59% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.51% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 88.53% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.16% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.73% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.89% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.37% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 83.74% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.54% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 83.44% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.36% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.05% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.65% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.99% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.87% 92.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.16% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.55% 95.50%

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.
Phlogacanthus curviflorus

Cross-Links

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PubChem 85422318
LOTUS LTS0036863
wikiData Q105021605