(4-Formyl-6-hydroxy-9-methoxy-5-methyl-5,6-dihydrobenzo[f][1]benzofuran-3-yl)methyl acetate

Details

• Internal ID: 14a0c338-6c6e-434f-b888-304fe0a3b090
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4-formyl-6-hydroxy-9-methoxy-5-methyl-5,6-dihydrobenzo[f][1]benzofuran-3-yl)methyl acetate
• SMILES (Canonical): CC1C(C=CC2=C1C(=C3C(=COC3=C2OC)COC(=O)C)C=O)O
• SMILES (Isomeric): CC1C(C=CC2=C1C(=C3C(=COC3=C2OC)COC(=O)C)C=O)O
• InChI: InChI=1S/C18H18O6/c1-9-14(21)5-4-12-15(9)13(6-19)16-11(7-23-10(2)20)8-24-18(16)17(12)22-3/h4-6,8-9,14,21H,7H2,1-3H3
• InChI Key: PCAFGGQXOZHYOM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5594	55.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.8501	85.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8048	80.48%
P-glycoprotein inhibitior	-	0.5646	56.46%
P-glycoprotein substrate	-	0.7075	70.75%
CYP3A4 substrate	+	0.5904	59.04%
CYP2C9 substrate	-	0.8136	81.36%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.6835	68.35%
CYP2C9 inhibition	+	0.7647	76.47%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	+	0.5593	55.93%
CYP2C8 inhibition	+	0.4567	45.67%
CYP inhibitory promiscuity	+	0.6236	62.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9550	95.50%
Skin irritation	-	0.7923	79.23%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	+	0.6109	61.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.6788	67.88%
Micronuclear	+	0.5692	56.92%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7253	72.53%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7526	75.26%
Acute Oral Toxicity (c)	II	0.4286	42.86%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6436	64.36%
Thyroid receptor binding	-	0.5762	57.62%
Glucocorticoid receptor binding	+	0.7763	77.63%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.7280	72.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.24%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.50%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.57%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.45%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.69%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.33%	96.00%

Plants that contains it

• Roldana angulifolia

Cross-Links

• PubChem: 163079333
• LOTUS: LTS0235861
• wikiData: Q105205564