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1-[(4aR,8S,8aR)-3-[[(4aR,5S,8aS,9S)-9-hydroxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-2-yl]oxy]-8,8a-dimethyl-4,4a,5,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone

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 b9a62161-45c9-4ebb-ba0a-477f4a7f29cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name 1-[(4aR,8S,8aR)-3-[[(4aR,5S,8aS,9S)-9-hydroxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-2-yl]oxy]-8,8a-dimethyl-4,4a,5,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O4/c1-16-9-7-11-20-13-24(22(19(4)30)15-28(16,20)5)32-27-18(3)21-14-29(6)17(2)10-8-12-23(29)25(31)26(21)33-27/h16-17,20,23,25,31H,7-15H2,1-6H3/t16-,17-,20+,23+,25-,28+,29+/m0/s1
InChI Key NZBIQFAHPKZEGM-WBPHEPMBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O4
Molecular Weight 454.60 g/mol
Exact Mass 454.30830982 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 7.00
Atomic LogP (AlogP) 7.08
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(4aR,8S,8aR)-3-[[(4aR,5S,8aS,9S)-9-hydroxy-3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-2-yl]oxy]-8,8a-dimethyl-4,4a,5,6,7,8-hexahydro-1H-naphthalen-2-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 + 0.4905 49.05%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7717 77.17%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior - 0.3844 38.44%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.8800 88.00%
P-glycoprotein inhibitior + 0.7009 70.09%
P-glycoprotein substrate - 0.6161 61.61%
CYP3A4 substrate + 0.6734 67.34%
CYP2C9 substrate - 0.5976 59.76%
CYP2D6 substrate - 0.8395 83.95%
CYP3A4 inhibition - 0.6556 65.56%
CYP2C9 inhibition - 0.6475 64.75%
CYP2C19 inhibition + 0.6467 64.67%
CYP2D6 inhibition - 0.9180 91.80%
CYP1A2 inhibition + 0.8988 89.88%
CYP2C8 inhibition + 0.5790 57.90%
CYP inhibitory promiscuity - 0.6488 64.88%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5056 50.56%
Eye corrosion - 0.9933 99.33%
Eye irritation - 0.8791 87.91%
Skin irritation - 0.5814 58.14%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3687 36.87%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.6066 60.66%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5394 53.94%
Acute Oral Toxicity (c) IV 0.3655 36.55%
Estrogen receptor binding + 0.7969 79.69%
Androgen receptor binding + 0.6661 66.61%
Thyroid receptor binding + 0.5763 57.63%
Glucocorticoid receptor binding + 0.8509 85.09%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.6633 66.33%
Honey bee toxicity - 0.7440 74.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.72% 89.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.71% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.46% 91.11%
CHEMBL2581 P07339 Cathepsin D 85.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.76% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.41% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.22% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 84.64% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.39% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.97% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.80% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.84% 97.25%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.19% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.81% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.65% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.58% 97.09%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.55% 86.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.43% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.35% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.22% 96.77%
CHEMBL1871 P10275 Androgen Receptor 80.08% 96.43%

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 muliensis

Cross-Links

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PubChem 46193474
LOTUS LTS0114833
wikiData Q105187814