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6-Hydroxy-3,5a-dimethyl-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,6,7,8,9,9a,9b-decahydrobenzo[g][1]benzofuran-2-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 168557d6-aaaf-4eb6-9ef9-2927d5813d12
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name 6-hydroxy-3,5a-dimethyl-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,6,7,8,9,9a,9b-decahydrobenzo[g][1]benzofuran-2-one
SMILES (Canonical) CC1C2CCC3(C(CCC(C3C2OC1=O)COC4C(C(C(C(O4)CO)O)O)O)O)C
SMILES (Isomeric) CC1C2CCC3(C(CCC(C3C2OC1=O)COC4C(C(C(C(O4)CO)O)O)O)O)C
InChI InChI=1S/C21H34O9/c1-9-11-5-6-21(2)13(23)4-3-10(14(21)18(11)30-19(9)27)8-28-20-17(26)16(25)15(24)12(7-22)29-20/h9-18,20,22-26H,3-8H2,1-2H3
InChI Key MWWKPIIWLZOHJI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H34O9
Molecular Weight 430.50 g/mol
Exact Mass 430.22028266 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.83
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-Hydroxy-3,5a-dimethyl-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,6,7,8,9,9a,9b-decahydrobenzo[g][1]benzofuran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5690 56.90%
Caco-2 - 0.8116 81.16%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7489 74.89%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8697 86.97%
OATP1B3 inhibitior + 0.9535 95.35%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.6511 65.11%
P-glycoprotein inhibitior - 0.8230 82.30%
P-glycoprotein substrate - 0.7693 76.93%
CYP3A4 substrate + 0.6809 68.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8861 88.61%
CYP3A4 inhibition - 0.9189 91.89%
CYP2C9 inhibition - 0.9297 92.97%
CYP2C19 inhibition - 0.9067 90.67%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.9205 92.05%
CYP2C8 inhibition - 0.7931 79.31%
CYP inhibitory promiscuity - 0.9671 96.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6540 65.40%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9755 97.55%
Skin irritation - 0.6571 65.71%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.6932 69.32%
Human Ether-a-go-go-Related Gene inhibition - 0.5672 56.72%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5726 57.26%
skin sensitisation - 0.9394 93.94%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6159 61.59%
Acute Oral Toxicity (c) I 0.7286 72.86%
Estrogen receptor binding + 0.6087 60.87%
Androgen receptor binding + 0.5587 55.87%
Thyroid receptor binding + 0.6011 60.11%
Glucocorticoid receptor binding + 0.5612 56.12%
Aromatase binding + 0.6586 65.86%
PPAR gamma - 0.5551 55.51%
Honey bee toxicity - 0.7814 78.14%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.8228 82.28%

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 97.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.37% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.97% 96.61%
CHEMBL2581 P07339 Cathepsin D 92.10% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.07% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.37% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.69% 100.00%
CHEMBL1871 P10275 Androgen Receptor 87.35% 96.43%
CHEMBL220 P22303 Acetylcholinesterase 87.31% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.49% 92.50%
CHEMBL4040 P28482 MAP kinase ERK2 86.00% 83.82%
CHEMBL1937 Q92769 Histone deacetylase 2 85.29% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.17% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.08% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.19% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.61% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.57% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.55% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 81.33% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.94% 93.04%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.53% 86.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.52% 96.77%

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.
Sonchus asper

Cross-Links

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PubChem 15628133
LOTUS LTS0178180
wikiData Q105173828