5-Hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one

Details

• Internal ID: b8cdae62-d952-47e2-bd9e-6b9991dee0c4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C=CO3)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C=CO3)C=CC(O2)(C)C)C
• InChI: InChI=1S/C19H20O4/c1-11(2)5-6-12-16(21)15-14(20)8-10-22-18(15)13-7-9-19(3,4)23-17(12)13/h5,7-10,21H,6H2,1-4H3
• InChI Key: RHFQTJFWHWBGBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6235	62.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	0.7233	72.33%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4514	45.14%
P-glycoprotein inhibitior	-	0.4811	48.11%
P-glycoprotein substrate	-	0.7010	70.10%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.7384	73.84%
CYP2C9 inhibition	+	0.7855	78.55%
CYP2C19 inhibition	+	0.8505	85.05%
CYP2D6 inhibition	-	0.8770	87.70%
CYP1A2 inhibition	+	0.5556	55.56%
CYP2C8 inhibition	-	0.5957	59.57%
CYP inhibitory promiscuity	+	0.7002	70.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6895	68.95%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.7651	76.51%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.6417	64.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.6681	66.81%
Estrogen receptor binding	+	0.9211	92.11%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.6783	67.83%
Glucocorticoid receptor binding	+	0.8749	87.49%
Aromatase binding	+	0.7379	73.79%
PPAR gamma	+	0.8661	86.61%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	99.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.70%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.00%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	91.86%	90.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.11%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	86.35%	80.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.72%	91.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%

Plants that contains it

• Eriosema tuberosum
• Flemingia macrophylla

Cross-Links

• PubChem: 10710237
• LOTUS: LTS0069838
• wikiData: Q105236324