1-(3,4-Dihydroxy-5-methoxy-2,2,8,8-tetramethyl-3,4-dihydropyrano[2,3-h]chromen-6-yl)ethanone

Details

• Internal ID: aff293e7-a5d5-4f40-a424-38f395cf2c54
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 1-(3,4-dihydroxy-5-methoxy-2,2,8,8-tetramethyl-3,4-dihydropyrano[2,3-h]chromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C2C(=C3C(=C1OC)C(C(C(O3)(C)C)O)O)C=CC(O2)(C)C
• SMILES (Isomeric): CC(=O)C1=C2C(=C3C(=C1OC)C(C(C(O3)(C)C)O)O)C=CC(O2)(C)C
• InChI: InChI=1S/C19H24O6/c1-9(20)11-14-10(7-8-18(2,3)24-14)15-12(16(11)23-6)13(21)17(22)19(4,5)25-15/h7-8,13,17,21-22H,1-6H3
• InChI Key: MMFKNXYKDBZWKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	+	0.5742	57.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7128	71.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6856	68.56%
P-glycoprotein inhibitior	-	0.7427	74.27%
P-glycoprotein substrate	-	0.7497	74.97%
CYP3A4 substrate	+	0.5773	57.73%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.5396	53.96%
CYP2C9 inhibition	-	0.9045	90.45%
CYP2C19 inhibition	+	0.5782	57.82%
CYP2D6 inhibition	-	0.7421	74.21%
CYP1A2 inhibition	+	0.5634	56.34%
CYP2C8 inhibition	-	0.7244	72.44%
CYP inhibitory promiscuity	-	0.5666	56.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4654	46.54%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.6009	60.09%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6476	64.76%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6862	68.62%
skin sensitisation	-	0.7855	78.55%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5120	51.20%
Acute Oral Toxicity (c)	III	0.6473	64.73%
Estrogen receptor binding	+	0.8665	86.65%
Androgen receptor binding	-	0.6407	64.07%
Thyroid receptor binding	+	0.6708	67.08%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.5498	54.98%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.8111	81.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9192	91.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.10%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	89.50%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.61%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.49%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.57%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.04%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Melicope erromangensis

Cross-Links

• PubChem: 74070503
• LOTUS: LTS0182472
• wikiData: Q105167706