1-(5,9,10-Trihydroxy-2,2,8,8-tetramethyl-9,10-dihydropyrano[2,3-f]chromen-6-yl)ethanone

Details

• Internal ID: 281290f1-9c7e-4b3e-b42c-9a9870cd5448
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 1-(5,9,10-trihydroxy-2,2,8,8-tetramethyl-9,10-dihydropyrano[2,3-f]chromen-6-yl)ethanone
• InChI: InChI=1S/C18H22O6/c1-8(19)10-12(20)9-6-7-17(2,3)23-14(9)11-13(21)16(22)18(4,5)24-15(10)11/h6-7,13,16,20-22H,1-5H3
• InChI Key: DHWMEIUMQKRKAS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	-	0.6014	60.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9846	98.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6511	65.11%
P-glycoprotein inhibitior	-	0.7850	78.50%
P-glycoprotein substrate	-	0.6800	68.00%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.7340	73.40%
CYP2C9 inhibition	-	0.7426	74.26%
CYP2C19 inhibition	-	0.6423	64.23%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	+	0.6586	65.86%
CYP2C8 inhibition	-	0.7659	76.59%
CYP inhibitory promiscuity	-	0.6291	62.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5409	54.09%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.5523	55.23%
Skin irritation	-	0.6141	61.41%
Skin corrosion	-	0.8711	87.11%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5490	54.90%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6570	65.70%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5854	58.54%
Acute Oral Toxicity (c)	III	0.6801	68.01%
Estrogen receptor binding	+	0.8799	87.99%
Androgen receptor binding	-	0.5779	57.79%
Thyroid receptor binding	+	0.7352	73.52%
Glucocorticoid receptor binding	+	0.8512	85.12%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.8130	81.30%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9515	95.15%

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	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.19%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.91%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.20%	85.14%

Plants that contains it

• Melicope erromangensis

Cross-Links

• PubChem: 163026517
• LOTUS: LTS0180794
• wikiData: Q104980945