4-Methoxy-3,4a,5-trimethyl-4,6,7,9-tetrahydrobenzo[f][1]benzofuran-5-ol

Details

• Internal ID: 154d303a-e5e8-4d66-bf16-fcb9fa86d330
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 4-methoxy-3,4a,5-trimethyl-4,6,7,9-tetrahydrobenzo[f][1]benzofuran-5-ol
• SMILES (Canonical): CC1=COC2=C1C(C3(C(=CCCC3(C)O)C2)C)OC
• SMILES (Isomeric): CC1=COC2=C1C(C3(C(=CCCC3(C)O)C2)C)OC
• InChI: InChI=1S/C16H22O3/c1-10-9-19-12-8-11-6-5-7-15(2,17)16(11,3)14(18-4)13(10)12/h6,9,14,17H,5,7-8H2,1-4H3
• InChI Key: DSJQHSACDXMDHK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7769	77.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8548	85.48%
P-glycoprotein inhibitior	-	0.9157	91.57%
P-glycoprotein substrate	-	0.8784	87.84%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	+	0.5894	58.94%
CYP2D6 substrate	-	0.7234	72.34%
CYP3A4 inhibition	-	0.6472	64.72%
CYP2C9 inhibition	-	0.6468	64.68%
CYP2C19 inhibition	+	0.5379	53.79%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	+	0.7156	71.56%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	-	0.5930	59.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.7901	79.01%
Skin irritation	-	0.6367	63.67%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4239	42.39%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8166	81.66%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8000	80.00%
Acute Oral Toxicity (c)	IV	0.3462	34.62%
Estrogen receptor binding	-	0.5679	56.79%
Androgen receptor binding	+	0.6235	62.35%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	-	0.5427	54.27%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.5996	59.96%
Honey bee toxicity	-	0.8333	83.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9855	98.55%

Targets

Proven Targets:

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	91.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.56%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.08%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%

Plants that contains it

• Euryops jacksonii

Cross-Links

• PubChem: 14890347
• LOTUS: LTS0127602
• wikiData: Q104987865