(4S,4aS,5S,8aS)-4-methoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol

Details

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Internal ID 5b43d25b-4999-43c2-94bd-548df7a868fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name (4S,4aS,5S,8aS)-4-methoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol
SMILES (Canonical) CC1CCCC2(C1(C(C3=C(C2)OC=C3C)OC)C)O
SMILES (Isomeric) C[C@H]1CCC[C@]2([C@@]1([C@@H](C3=C(C2)OC=C3C)OC)C)O
InChI InChI=1S/C16H24O3/c1-10-9-19-12-8-16(17)7-5-6-11(2)15(16,3)14(18-4)13(10)12/h9,11,14,17H,5-8H2,1-4H3/t11-,14+,15-,16-/m0/s1
InChI Key SIYTYNVDUNLHNR-MWNCTCPHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H24O3
Molecular Weight 264.36 g/mol
Exact Mass 264.17254462 g/mol
Topological Polar Surface Area (TPSA) 42.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.39
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 (4S,4aS,5S,8aS)-4-methoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-8a-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 + 0.8378 83.78%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5947 59.47%
OATP2B1 inhibitior - 0.8541 85.41%
OATP1B1 inhibitior + 0.9064 90.64%
OATP1B3 inhibitior + 0.9047 90.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.8194 81.94%
P-glycoprotein inhibitior - 0.8907 89.07%
P-glycoprotein substrate - 0.8618 86.18%
CYP3A4 substrate + 0.6008 60.08%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.7026 70.26%
CYP3A4 inhibition - 0.7947 79.47%
CYP2C9 inhibition - 0.6186 61.86%
CYP2C19 inhibition - 0.5994 59.94%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition + 0.5599 55.99%
CYP2C8 inhibition - 0.6289 62.89%
CYP inhibitory promiscuity - 0.8543 85.43%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7700 77.00%
Carcinogenicity (trinary) Non-required 0.5325 53.25%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.7888 78.88%
Skin irritation - 0.6573 65.73%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.6624 66.24%
Human Ether-a-go-go-Related Gene inhibition - 0.6018 60.18%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5094 50.94%
skin sensitisation - 0.8733 87.33%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8670 86.70%
Acute Oral Toxicity (c) III 0.3739 37.39%
Estrogen receptor binding + 0.6948 69.48%
Androgen receptor binding + 0.6219 62.19%
Thyroid receptor binding + 0.6846 68.46%
Glucocorticoid receptor binding - 0.5443 54.43%
Aromatase binding - 0.5090 50.90%
PPAR gamma + 0.6440 64.40%
Honey bee toxicity - 0.8635 86.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9465 94.65%

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 96.10% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.49% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.70% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 85.61% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.50% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 84.51% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.64% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.51% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.14% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.06% 94.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.04% 86.00%

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.
Farfugium japonicum
Ligularia kanaitzensis
Ligularia subspicata

Cross-Links

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PubChem 5318265
NPASS NPC208040
LOTUS LTS0070350
wikiData Q105254134