(1aS)-1a-(3,4-dihydroxyphenyl)-4,6-dihydroxy-7a-(2,4,6-trihydroxyphenyl)oxireno[2,3-b]chromen-7-one

Details

• Internal ID: db271b09-4a35-416a-bf63-e9c90a4afeb7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (1aS)-1a-(3,4-dihydroxyphenyl)-4,6-dihydroxy-7a-(2,4,6-trihydroxyphenyl)oxireno[2,3-b]chromen-7-one
• InChI: InChI=1S/C21H14O10/c22-9-5-14(27)18(15(28)6-9)20-19(29)17-13(26)4-10(23)7-16(17)30-21(20,31-20)8-1-2-11(24)12(25)3-8/h1-7,22-28H/t20?,21-/m0/s1
• InChI Key: SBHYGQAFJHMNEF-LBAQZLPGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₁₀
• Molecular Weight: 426.30 g/mol
• Exact Mass: 426.05869664 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8426	84.26%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6103	61.03%
OATP2B1 inhibitior	+	0.5727	57.27%
OATP1B1 inhibitior	+	0.9504	95.04%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5693	56.93%
P-glycoprotein inhibitior	-	0.7456	74.56%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	0.8148	81.48%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	+	0.6070	60.70%
CYP2C9 inhibition	-	0.8587	85.87%
CYP2C19 inhibition	-	0.7702	77.02%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9095	90.95%
CYP2C8 inhibition	+	0.5785	57.85%
CYP inhibitory promiscuity	-	0.8716	87.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.8279	82.79%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7377	73.77%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7970	79.70%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7675	76.75%
Acute Oral Toxicity (c)	II	0.4266	42.66%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.7894	78.94%
Thyroid receptor binding	+	0.5255	52.55%
Glucocorticoid receptor binding	+	0.6771	67.71%
Aromatase binding	+	0.5217	52.17%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.7970	79.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9412	94.12%

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	99.07%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.46%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.33%	99.15%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.99%	94.45%
CHEMBL3194	P02766	Transthyretin	87.97%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.97%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.99%	93.40%
CHEMBL4208	P20618	Proteasome component C5	82.74%	90.00%

Plants that contains it

• Allium cepa

Cross-Links

• PubChem: 163185794
• LOTUS: LTS0211401
• wikiData: Q105249472