7,8-Dihydroxy-3,5,8a-trimethyl-3,3a,4,4a,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one

Details

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Internal ID 4cc35555-7aca-4d10-bac2-408ada6bc716
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name 7,8-dihydroxy-3,5,8a-trimethyl-3,3a,4,4a,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
SMILES (Canonical) CC1C2CC3C(=CC(C(C3(CC2OC1=O)C)O)O)C
SMILES (Isomeric) CC1C2CC3C(=CC(C(C3(CC2OC1=O)C)O)O)C
InChI InChI=1S/C15H22O4/c1-7-4-11(16)13(17)15(3)6-12-9(5-10(7)15)8(2)14(18)19-12/h4,8-13,16-17H,5-6H2,1-3H3
InChI Key WTFUIEHNDPETDD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O4
Molecular Weight 266.33 g/mol
Exact Mass 266.15180918 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.26
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7,8-Dihydroxy-3,5,8a-trimethyl-3,3a,4,4a,7,8,9,9a-octahydrobenzo[f][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 + 0.9815 98.15%
Caco-2 - 0.5676 56.76%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6688 66.88%
OATP2B1 inhibitior - 0.8537 85.37%
OATP1B1 inhibitior + 0.9150 91.50%
OATP1B3 inhibitior + 0.9317 93.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9256 92.56%
P-glycoprotein inhibitior - 0.9324 93.24%
P-glycoprotein substrate - 0.7972 79.72%
CYP3A4 substrate + 0.5912 59.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8444 84.44%
CYP3A4 inhibition - 0.5682 56.82%
CYP2C9 inhibition - 0.8831 88.31%
CYP2C19 inhibition - 0.8217 82.17%
CYP2D6 inhibition - 0.9334 93.34%
CYP1A2 inhibition - 0.6654 66.54%
CYP2C8 inhibition - 0.9398 93.98%
CYP inhibitory promiscuity - 0.8188 81.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4564 45.64%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9728 97.28%
Skin irritation + 0.5394 53.94%
Skin corrosion - 0.9054 90.54%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6194 61.94%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.6677 66.77%
skin sensitisation - 0.7412 74.12%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5847 58.47%
Acute Oral Toxicity (c) III 0.5505 55.05%
Estrogen receptor binding + 0.6105 61.05%
Androgen receptor binding + 0.5448 54.48%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding - 0.5911 59.11%
Aromatase binding - 0.8426 84.26%
PPAR gamma - 0.5588 55.88%
Honey bee toxicity - 0.7998 79.98%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9916 99.16%

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 92.93% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.85% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.34% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.06% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.91% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.47% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 85.06% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.55% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.49% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.54% 92.94%

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.
Helianthus tuberosus

Cross-Links

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PubChem 163083973
LOTUS LTS0157213
wikiData Q105312494