3,5,8a-Trimethyl-6,9-dihydrobenzo[f][1]benzofuran-4-one

Details

• Internal ID: bfb5e1ea-3d3a-4307-8ed7-7c3fd62838f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3,5,8a-trimethyl-6,9-dihydrobenzo[f][1]benzofuran-4-one
• SMILES (Canonical): CC1=C2C(=O)C3=C(CC2(C=CC1)C)OC=C3C
• SMILES (Isomeric): CC1=C2C(=O)C3=C(CC2(C=CC1)C)OC=C3C
• InChI: InChI=1S/C15H16O2/c1-9-5-4-6-15(3)7-11-12(10(2)8-17-11)14(16)13(9)15/h4,6,8H,5,7H2,1-3H3
• InChI Key: ZAUXXSQCVPKKPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

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	+	0.8608	86.08%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4950	49.50%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6681	66.81%
P-glycoprotein inhibitior	-	0.9190	91.90%
P-glycoprotein substrate	-	0.8851	88.51%
CYP3A4 substrate	+	0.5686	56.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7525	75.25%
CYP2C9 inhibition	-	0.5795	57.95%
CYP2C19 inhibition	+	0.7142	71.42%
CYP2D6 inhibition	-	0.8966	89.66%
CYP1A2 inhibition	+	0.5292	52.92%
CYP2C8 inhibition	-	0.8921	89.21%
CYP inhibitory promiscuity	+	0.7084	70.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3696	36.96%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.7292	72.92%
Skin irritation	-	0.6865	68.65%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5883	58.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.6568	65.68%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.5863	58.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8002	80.02%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	-	0.7326	73.26%
Androgen receptor binding	-	0.5342	53.42%
Thyroid receptor binding	-	0.6023	60.23%
Glucocorticoid receptor binding	-	0.5986	59.86%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	-	0.5230	52.30%
Honey bee toxicity	-	0.9036	90.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9621	96.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.25%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.67%	96.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.64%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.32%	96.77%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.55%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	85.51%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.28%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL3180	O00748	Carboxylesterase 2	80.85%	90.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.84%	86.00%

Plants that contains it

• Commiphora myrrha
• Ocotea pulchella

Cross-Links

• PubChem: 86216918
• LOTUS: LTS0238434
• wikiData: Q104202260