2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enoxymethyl)chromen-4-one

Details

• Internal ID: 07db1642-d60c-4d6d-9838-ba65c3520371
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enoxymethyl)chromen-4-one
• SMILES (Canonical): CC(=CCOCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O)C
• SMILES (Isomeric): CC(=CCOCC1=C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O)C
• InChI: InChI=1S/C21H20O7/c1-11(2)5-6-27-10-14-20(26)19-17(25)8-13(22)9-18(19)28-21(14)12-3-4-15(23)16(24)7-12/h3-5,7-9,22-25H,6,10H2,1-2H3
• InChI Key: CBVYNPBPPIHKOV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	+	0.5634	56.34%
Blood Brain Barrier	-	0.6379	63.79%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7603	76.03%
OATP2B1 inhibitior	+	0.5785	57.85%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8179	81.79%
P-glycoprotein inhibitior	-	0.4576	45.76%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	0.6339	63.39%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	+	0.6432	64.32%
CYP2C19 inhibition	+	0.7013	70.13%
CYP2D6 inhibition	-	0.7660	76.60%
CYP1A2 inhibition	+	0.7336	73.36%
CYP2C8 inhibition	+	0.8956	89.56%
CYP inhibitory promiscuity	+	0.8158	81.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7468	74.68%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.5911	59.11%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6552	65.52%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7476	74.76%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	+	0.9044	90.44%
Androgen receptor binding	+	0.8913	89.13%
Thyroid receptor binding	+	0.6291	62.91%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.6968	69.68%
PPAR gamma	+	0.9015	90.15%
Honey bee toxicity	-	0.7687	76.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.98%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.85%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.70%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.17%	99.17%
CHEMBL3194	P02766	Transthyretin	89.31%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.53%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.44%	86.92%

Plants that contains it

• Ophioglossum petiolatum

Cross-Links

• PubChem: 11474580
• LOTUS: LTS0165041
• wikiData: Q104952866