(3aS,5R)-4,5-Dihydro-7-methoxy-1,5,8-trimethylnaphtho(2,1-b)furan-2(3aH)-one

Details

• Internal ID: fa550afd-8ea8-4394-a729-32ea1e0793b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,5R)-7-methoxy-1,5,8-trimethyl-4,5-dihydro-3aH-benzo[e][1]benzofuran-2-one
• InChI: InChI=1S/C16H18O3/c1-8-6-14-15(10(3)16(17)19-14)12-5-9(2)13(18-4)7-11(8)12/h5,7-8,14H,6H2,1-4H3/t8-,14+/m1/s1
• InChI Key: CEVWVTGBJBHAMO-CLAHSXSESA-N
• Popularity: 2 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: 2.90
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 123914-48-7
• C09936
• CHEBI:5676
• DTXSID10154144
• (3aS,5R)-7-methoxy-1,5,8-trimethyl-4,5-dihydro-3aH-benzo[e][1]benzofuran-2-one
• Q27106858
• Naphtho(2,1-b)furan-2(3aH)-one, 4,5-dihydro-7-methoxy-1,5,8-trimethyl-, (3aS-trans)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9209	92.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6733	67.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5751	57.51%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.7915	79.15%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.5497	54.97%
CYP2C9 inhibition	+	0.5248	52.48%
CYP2C19 inhibition	+	0.6652	66.52%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	+	0.8129	81.29%
CYP2C8 inhibition	-	0.7336	73.36%
CYP inhibitory promiscuity	+	0.8873	88.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.3948	39.48%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.6951	69.51%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6106	61.06%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5449	54.49%
Acute Oral Toxicity (c)	III	0.4823	48.23%
Estrogen receptor binding	+	0.6299	62.99%
Androgen receptor binding	+	0.6048	60.48%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	-	0.5327	53.27%
Aromatase binding	-	0.7676	76.76%
PPAR gamma	+	0.5257	52.57%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.53%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.38%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.37%	97.14%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.28%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.06%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.77%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.58%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.00%	96.09%

Plants that contains it

• Heritiera littoralis

Cross-Links

• PubChem: 130118
• LOTUS: LTS0023278
• wikiData: Q27106858