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

Details

• Internal ID: fda132e7-f44f-4fe7-aea6-3720e4524272
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-hydroxy-2-methyl-6,8-bis(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C(=C2)CC=C(C)C)O)CC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C(=C2)CC=C(C)C)O)CC=C(C)C
• InChI: InChI=1S/C20H24O3/c1-12(2)6-8-15-11-17-18(21)10-14(5)23-20(17)16(19(15)22)9-7-13(3)4/h6-7,10-11,22H,8-9H2,1-5H3
• InChI Key: DKHTZXZJRSOXSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5860	58.60%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5324	53.24%
P-glycoprotein inhibitior	-	0.5299	52.99%
P-glycoprotein substrate	-	0.8446	84.46%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.8660	86.60%
CYP2C9 inhibition	+	0.7304	73.04%
CYP2C19 inhibition	+	0.8780	87.80%
CYP2D6 inhibition	-	0.8267	82.67%
CYP1A2 inhibition	+	0.8588	85.88%
CYP2C8 inhibition	-	0.8062	80.62%
CYP inhibitory promiscuity	+	0.7950	79.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7396	73.96%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.8248	82.48%
Skin irritation	-	0.7048	70.48%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5851	58.51%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6418	64.18%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6928	69.28%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.8940	89.40%
Androgen receptor binding	+	0.7523	75.23%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8464	84.64%
Aromatase binding	+	0.7370	73.70%
PPAR gamma	+	0.8962	89.62%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.43%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.96%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.78%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.19%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.76%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.20%	90.71%

Plants that contains it

• Cneorum pulverulentum

Cross-Links

• PubChem: 162867635
• LOTUS: LTS0238536
• wikiData: Q104983296