3-(6-Hydroxy-2,7,13,15-tetramethyl-8,11-dioxatetracyclo[7.6.1.05,16.010,14]hexadeca-1(16),9,12,14-tetraen-7-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

Details

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Internal ID 2535c685-a107-4830-8dab-2b362d023949
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 3-(6-hydroxy-2,7,13,15-tetramethyl-8,11-dioxatetracyclo[7.6.1.05,16.010,14]hexadeca-1(16),9,12,14-tetraen-7-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one
SMILES (Canonical) CC1CCC2C(C(OC3=C4C(=C(C1=C23)C)C(=CO4)C)(C)C5=CC6(C(CCCC6=CC5=O)C)C)O
SMILES (Isomeric) CC1CCC2C(C(OC3=C4C(=C(C1=C23)C)C(=CO4)C)(C)C5=CC6(C(CCCC6=CC5=O)C)C)O
InChI InChI=1S/C30H36O4/c1-15-10-11-20-25-23(15)18(4)24-16(2)14-33-26(24)27(25)34-30(6,28(20)32)21-13-29(5)17(3)8-7-9-19(29)12-22(21)31/h12-15,17,20,28,32H,7-11H2,1-6H3
InChI Key PXLCJVXPHFFDDN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H36O4
Molecular Weight 460.60 g/mol
Exact Mass 460.26135963 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.80
H-Bond Acceptor 4
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-(6-Hydroxy-2,7,13,15-tetramethyl-8,11-dioxatetracyclo[7.6.1.05,16.010,14]hexadeca-1(16),9,12,14-tetraen-7-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-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 + 0.9942 99.42%
Caco-2 + 0.5919 59.19%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8305 83.05%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8433 84.33%
OATP1B3 inhibitior + 0.8689 86.89%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6571 65.71%
BSEP inhibitior + 0.9741 97.41%
P-glycoprotein inhibitior + 0.7681 76.81%
P-glycoprotein substrate - 0.5314 53.14%
CYP3A4 substrate + 0.6896 68.96%
CYP2C9 substrate - 0.7919 79.19%
CYP2D6 substrate - 0.8236 82.36%
CYP3A4 inhibition - 0.7191 71.91%
CYP2C9 inhibition + 0.5127 51.27%
CYP2C19 inhibition - 0.5068 50.68%
CYP2D6 inhibition - 0.8873 88.73%
CYP1A2 inhibition + 0.6950 69.50%
CYP2C8 inhibition + 0.7464 74.64%
CYP inhibitory promiscuity + 0.5336 53.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4879 48.79%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9236 92.36%
Skin irritation - 0.6506 65.06%
Skin corrosion - 0.9229 92.29%
Ames mutagenesis - 0.5228 52.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3755 37.55%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5323 53.23%
skin sensitisation - 0.8197 81.97%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8275 82.75%
Acute Oral Toxicity (c) I 0.3836 38.36%
Estrogen receptor binding + 0.7263 72.63%
Androgen receptor binding + 0.8036 80.36%
Thyroid receptor binding + 0.6054 60.54%
Glucocorticoid receptor binding + 0.8316 83.16%
Aromatase binding + 0.6473 64.73%
PPAR gamma + 0.7064 70.64%
Honey bee toxicity - 0.8446 84.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.29% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.86% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.69% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.47% 99.23%
CHEMBL2581 P07339 Cathepsin D 92.74% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.48% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.55% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.89% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.36% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.86% 89.05%
CHEMBL1871 P10275 Androgen Receptor 83.19% 96.43%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.79% 86.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.64% 90.08%
CHEMBL1937 Q92769 Histone deacetylase 2 81.61% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.04% 93.04%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.84% 85.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.39% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.17% 97.25%

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 162966113
LOTUS LTS0110145
wikiData Q105216232