5-Hydroxy-3-(1-hydroxy-3-methylbut-2-enyl)-2-(4-methoxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one

Details

• Internal ID: c26bd0ba-b30a-4fb7-a08b-896011dbe668
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 5-hydroxy-3-(1-hydroxy-3-methylbut-2-enyl)-2-(4-methoxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC(=CC(C1=C(OC2=C(C1=O)C(=CC3=C2C=CC(O3)(C)C)O)C4=CC=C(C=C4)OC)O)C
• SMILES (Isomeric): CC(=CC(C1=C(OC2=C(C1=O)C(=CC3=C2C=CC(O3)(C)C)O)C4=CC=C(C=C4)OC)O)C
• InChI: InChI=1S/C26H26O6/c1-14(2)12-18(27)21-23(29)22-19(28)13-20-17(10-11-26(3,4)32-20)25(22)31-24(21)15-6-8-16(30-5)9-7-15/h6-13,18,27-28H,1-5H3
• InChI Key: AEULKVUZCRFRBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₆
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.17293854 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 6
• 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	+	0.9908	99.08%
Caco-2	-	0.5783	57.83%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8572	85.72%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9110	91.10%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7325	73.25%
P-glycoprotein inhibitior	+	0.8774	87.74%
P-glycoprotein substrate	-	0.5572	55.72%
CYP3A4 substrate	+	0.6591	65.91%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	+	0.5786	57.86%
CYP2C9 inhibition	+	0.8283	82.83%
CYP2C19 inhibition	+	0.9586	95.86%
CYP2D6 inhibition	-	0.8062	80.62%
CYP1A2 inhibition	-	0.5625	56.25%
CYP2C8 inhibition	+	0.7100	71.00%
CYP inhibitory promiscuity	+	0.8982	89.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Danger	0.4644	46.44%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.6473	64.73%
Skin irritation	-	0.7692	76.92%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4578	45.78%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.8404	84.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5223	52.23%
Acute Oral Toxicity (c)	III	0.7132	71.32%
Estrogen receptor binding	+	0.8718	87.18%
Androgen receptor binding	+	0.8571	85.71%
Thyroid receptor binding	+	0.7332	73.32%
Glucocorticoid receptor binding	+	0.9171	91.71%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.8000	80.00%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	99.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.67%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.14%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.95%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.50%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.23%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.46%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.06%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.88%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.32%	97.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.67%	87.67%
CHEMBL1907	P15144	Aminopeptidase N	83.43%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.58%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.56%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.50%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%

Plants that contains it

• Artocarpus altilis

Cross-Links

• PubChem: 11070113
• LOTUS: LTS0005749
• wikiData: Q104910585