12-[(4-Hydroxy-3-methoxyphenyl)methyl]-5-methoxy-11-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-4-ol

Details

• Internal ID: f5e9416b-ab46-48ac-b5a7-40f1a8a5aa86
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 12-[(4-hydroxy-3-methoxyphenyl)methyl]-5-methoxy-11-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-trien-4-ol
• SMILES (Canonical): COC1=C(C=C2C3C(C(CC2=C1)CO3)CC4=CC(=C(C=C4)O)OC)O
• SMILES (Isomeric): COC1=C(C=C2C3C(C(CC2=C1)CO3)CC4=CC(=C(C=C4)O)OC)O
• InChI: InChI=1S/C20H22O5/c1-23-18-6-11(3-4-16(18)21)5-14-13-7-12-8-19(24-2)17(22)9-15(12)20(14)25-10-13/h3-4,6,8-9,13-14,20-22H,5,7,10H2,1-2H3
• InChI Key: VQGIJSURBZWSHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.7523	75.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8241	82.41%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.8993	89.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8142	81.42%
P-glycoprotein inhibitior	-	0.5937	59.37%
P-glycoprotein substrate	-	0.5778	57.78%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.6793	67.93%
CYP2C9 inhibition	+	0.8199	81.99%
CYP2C19 inhibition	+	0.8993	89.93%
CYP2D6 inhibition	-	0.6315	63.15%
CYP1A2 inhibition	+	0.8676	86.76%
CYP2C8 inhibition	+	0.7611	76.11%
CYP inhibitory promiscuity	+	0.8929	89.29%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8818	88.18%
Carcinogenicity (trinary)	Non-required	0.5509	55.09%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.7507	75.07%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7524	75.24%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7662	76.62%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9042	90.42%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	-	0.5150	51.50%
Thyroid receptor binding	+	0.6876	68.76%
Glucocorticoid receptor binding	+	0.6902	69.02%
Aromatase binding	+	0.5451	54.51%
PPAR gamma	+	0.6015	60.15%
Honey bee toxicity	-	0.8484	84.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.9821	98.21%

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	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.91%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.05%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.04%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.02%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.06%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.34%	93.99%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.04%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.83%	95.56%

Plants that contains it

• Haplophyllum cappadocicum
• Viburnum foetidum

Cross-Links

• PubChem: 162930979
• LOTUS: LTS0197232
• wikiData: Q104400627