5,7-Dihydroxy-2-methyl-6,8-bis(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: e30e4fe0-7ab5-44a2-aa66-a0a3f21dc3a8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2-methyl-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C(=C(C(=C2O1)CC=C(C)C)O)CC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C(=C(C(=C2O1)CC=C(C)C)O)CC=C(C)C)O
• InChI: InChI=1S/C20H24O4/c1-11(2)6-8-14-18(22)15(9-7-12(3)4)20-17(19(14)23)16(21)10-13(5)24-20/h6-7,10,22-23H,8-9H2,1-5H3
• InChI Key: GNRZYLVLEDQAKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 4
• 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	+	0.9901	99.01%
Caco-2	+	0.5421	54.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	+	0.5723	57.23%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6406	64.06%
P-glycoprotein inhibitior	-	0.6485	64.85%
P-glycoprotein substrate	-	0.8869	88.69%
CYP3A4 substrate	-	0.5358	53.58%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6682	66.82%
CYP2C9 inhibition	+	0.8254	82.54%
CYP2C19 inhibition	+	0.8703	87.03%
CYP2D6 inhibition	-	0.6789	67.89%
CYP1A2 inhibition	+	0.9044	90.44%
CYP2C8 inhibition	-	0.8664	86.64%
CYP inhibitory promiscuity	+	0.8828	88.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7426	74.26%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.8792	87.92%
Skin irritation	-	0.7196	71.96%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5841	58.41%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6194	61.94%
Acute Oral Toxicity (c)	III	0.6365	63.65%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	-	0.5334	53.34%
Glucocorticoid receptor binding	+	0.8266	82.66%
Aromatase binding	+	0.6359	63.59%
PPAR gamma	+	0.9325	93.25%
Honey bee toxicity	-	0.8937	89.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.57%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.71%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.39%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.36%	97.21%
CHEMBL1951	P21397	Monoamine oxidase A	83.76%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%

Plants that contains it

• Cneorum pulverulentum

Cross-Links

• PubChem: 11709662
• LOTUS: LTS0030364
• wikiData: Q105013205