4-[8-(hydroxymethyl)-8-methyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol

Details

• Internal ID: d7a8eddf-76b1-4dca-bc14-67c82e032b03
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 4-[8-(hydroxymethyl)-8-methyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]benzene-1,3-diol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)O)O)CO
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)O)O)CO
• InChI: InChI=1S/C20H20O5/c1-20(11-21)7-6-16-18(25-20)5-2-12-8-13(10-24-19(12)16)15-4-3-14(22)9-17(15)23/h2-7,9,13,21-23H,8,10-11H2,1H3
• InChI Key: UPOWHKWYGHUXCY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8168	81.68%
Caco-2	+	0.7439	74.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6273	62.73%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8303	83.03%
P-glycoprotein inhibitior	-	0.6608	66.08%
P-glycoprotein substrate	+	0.7243	72.43%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6557	65.57%
CYP3A4 inhibition	-	0.7827	78.27%
CYP2C9 inhibition	-	0.7066	70.66%
CYP2C19 inhibition	-	0.6171	61.71%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	-	0.7973	79.73%
CYP2C8 inhibition	+	0.6546	65.46%
CYP inhibitory promiscuity	+	0.6219	62.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.5839	58.39%
Skin irritation	-	0.8057	80.57%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4349	43.49%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8450	84.50%
Acute Oral Toxicity (c)	III	0.4822	48.22%
Estrogen receptor binding	+	0.9358	93.58%
Androgen receptor binding	+	0.7259	72.59%
Thyroid receptor binding	+	0.7141	71.41%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	+	0.6441	64.41%
PPAR gamma	+	0.8641	86.41%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9025	90.25%

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	98.43%	91.11%
CHEMBL236	P41143	Delta opioid receptor	98.14%	99.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL240	Q12809	HERG	97.33%	89.76%
CHEMBL233	P35372	Mu opioid receptor	95.48%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.48%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	91.55%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.63%	100.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	89.33%	96.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.05%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.89%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.59%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.27%	94.80%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.17%	99.09%
CHEMBL5555	O00767	Acyl-CoA desaturase	84.87%	97.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.60%	99.15%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.38%	91.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.32%	89.05%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.78%	93.99%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.76%	96.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.58%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.31%	85.11%
CHEMBL4208	P20618	Proteasome component C5	82.75%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.91%	85.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.86%	93.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.77%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.68%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.22%	95.78%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.05%	96.39%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.63%	95.56%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 16733846
• LOTUS: LTS0181731
• wikiData: Q105276914