3a-Methoxy-1,5,8-trimethyl-1,9b-dihydrobenzo[e][1]benzofuran-2-one

Details

• Internal ID: be62dc9b-afaf-45b8-9a99-411e933ce0b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3a-methoxy-1,5,8-trimethyl-1,9b-dihydrobenzo[e][1]benzofuran-2-one
• SMILES (Canonical): CC1C2C3=C(C=CC(=C3)C)C(=CC2(OC1=O)OC)C
• SMILES (Isomeric): CC1C2C3=C(C=CC(=C3)C)C(=CC2(OC1=O)OC)C
• InChI: InChI=1S/C16H18O3/c1-9-5-6-12-10(2)8-16(18-4)14(13(12)7-9)11(3)15(17)19-16/h5-8,11,14H,1-4H3
• InChI Key: PAYGLZYMXFSCSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8905	89.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6944	69.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9706	97.06%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7214	72.14%
P-glycoprotein inhibitior	-	0.7945	79.45%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.5609	56.09%
CYP2C9 inhibition	-	0.7551	75.51%
CYP2C19 inhibition	+	0.7831	78.31%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	+	0.8041	80.41%
CYP2C8 inhibition	+	0.4883	48.83%
CYP inhibitory promiscuity	+	0.9264	92.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4532	45.32%
Eye corrosion	-	0.9500	95.00%
Eye irritation	-	0.6223	62.23%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.9844	98.44%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4216	42.16%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7301	73.01%
skin sensitisation	-	0.6408	64.08%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.8200	82.00%
Acute Oral Toxicity (c)	IV	0.3775	37.75%
Estrogen receptor binding	+	0.6401	64.01%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	-	0.5297	52.97%
Glucocorticoid receptor binding	-	0.6399	63.99%
Aromatase binding	-	0.5513	55.13%
PPAR gamma	+	0.5460	54.60%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	94.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.24%	98.95%
CHEMBL240	Q12809	HERG	92.01%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.65%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.41%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.84%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.28%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	81.35%	93.31%
CHEMBL4581	P52732	Kinesin-like protein 1	80.09%	93.18%

Plants that contains it

• Chromolaena laevigata

Cross-Links

• PubChem: 162955826
• LOTUS: LTS0134736
• wikiData: Q105204952