3,4a,5-trimethyl-2-(3,5,9-trimethyl-6,7,8,9-tetrahydrobenzo[g][1]benzofuran-2-yl)-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-ol

Details

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Internal ID cfe20a17-acf3-46d1-a68b-3872e3113892
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 3,4a,5-trimethyl-2-(3,5,9-trimethyl-6,7,8,9-tetrahydrobenzo[g][1]benzofuran-2-yl)-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-ol
SMILES (Canonical) CC1CCCC2=C1C3=C(C=C2C)C(=C(O3)C4=C(C5=C(O4)CC6=CCCC(C6(C5O)C)C)C)C
SMILES (Isomeric) CC1CCCC2=C1C3=C(C=C2C)C(=C(O3)C4=C(C5=C(O4)CC6=CCCC(C6(C5O)C)C)C)C
InChI InChI=1S/C30H36O3/c1-15-9-7-12-21-16(2)13-22-18(4)26(33-28(22)24(15)21)27-19(5)25-23(32-27)14-20-11-8-10-17(3)30(20,6)29(25)31/h11,13,15,17,29,31H,7-10,12,14H2,1-6H3
InChI Key AJROVJPNYKHBBL-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H36O3
Molecular Weight 444.60 g/mol
Exact Mass 444.26644501 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 7.50
Atomic LogP (AlogP) 8.01
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4a,5-trimethyl-2-(3,5,9-trimethyl-6,7,8,9-tetrahydrobenzo[g][1]benzofuran-2-yl)-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9957 99.57%
Caco-2 + 0.5064 50.64%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6728 67.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8742 87.42%
OATP1B3 inhibitior + 0.9584 95.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9326 93.26%
P-glycoprotein inhibitior + 0.7141 71.41%
P-glycoprotein substrate - 0.5493 54.93%
CYP3A4 substrate + 0.6336 63.36%
CYP2C9 substrate - 0.6320 63.20%
CYP2D6 substrate + 0.3588 35.88%
CYP3A4 inhibition - 0.7812 78.12%
CYP2C9 inhibition - 0.7859 78.59%
CYP2C19 inhibition - 0.6558 65.58%
CYP2D6 inhibition - 0.9244 92.44%
CYP1A2 inhibition + 0.6414 64.14%
CYP2C8 inhibition + 0.7204 72.04%
CYP inhibitory promiscuity + 0.5507 55.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.3868 38.68%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.6409 64.09%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8442 84.42%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5218 52.18%
skin sensitisation - 0.8426 84.26%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.8836 88.36%
Acute Oral Toxicity (c) III 0.4313 43.13%
Estrogen receptor binding + 0.8511 85.11%
Androgen receptor binding + 0.6981 69.81%
Thyroid receptor binding + 0.6604 66.04%
Glucocorticoid receptor binding + 0.8049 80.49%
Aromatase binding + 0.7388 73.88%
PPAR gamma + 0.7951 79.51%
Honey bee toxicity - 0.8647 86.47%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.30% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.47% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.80% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.91% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.48% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.61% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.46% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL1871 P10275 Androgen Receptor 87.48% 96.43%
CHEMBL2581 P07339 Cathepsin D 86.46% 98.95%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 86.28% 86.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.38% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.64% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.96% 90.24%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 81.80% 95.34%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.19% 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.
Ligularia virgaurea

Cross-Links

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PubChem 77994330
LOTUS LTS0243272
wikiData Q104913348