7,7a(2)-Dihydroxy[6,6a(2)-bi-2H-1-benzopyran]-2,2a(2)-dione

Details

• Internal ID: f5dd1f4d-bb42-4967-b025-c12ecba88438
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-6-(7-hydroxy-2-oxochromen-6-yl)chromen-2-one
• InChI: InChI=1S/C18H10O6/c19-13-7-15-9(1-3-17(21)23-15)5-11(13)12-6-10-2-4-18(22)24-16(10)8-14(12)20/h1-8,19-20H
• InChI Key: OHYPGJGCEJEXMH-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₀O₆
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.04773803 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 7,7'-Dihydroxy-2H,2'H-[6,6'-bi-1-benzopyran]-2,2'-dione
• 7,7a(2)-Dihydroxy[6,6a(2)-bi-2H-1-benzopyran]-2,2a(2)-dione
• 15575-52-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	-	0.8248	82.48%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8669	86.69%
OATP2B1 inhibitior	-	0.6826	68.26%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6363	63.63%
P-glycoprotein inhibitior	-	0.7467	74.67%
P-glycoprotein substrate	-	0.9563	95.63%
CYP3A4 substrate	-	0.7200	72.00%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.8772	87.72%
CYP2C9 inhibition	+	0.9373	93.73%
CYP2C19 inhibition	-	0.7524	75.24%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.8881	88.81%
CYP2C8 inhibition	-	0.9150	91.50%
CYP inhibitory promiscuity	-	0.8423	84.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9930	99.30%
Eye irritation	+	0.8386	83.86%
Skin irritation	+	0.5287	52.87%
Skin corrosion	-	0.9765	97.65%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7576	75.76%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4656	46.56%
Acute Oral Toxicity (c)	II	0.7014	70.14%
Estrogen receptor binding	+	0.8516	85.16%
Androgen receptor binding	+	0.8455	84.55%
Thyroid receptor binding	-	0.6205	62.05%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.8624	86.24%
Honey bee toxicity	-	0.9503	95.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9679	96.79%

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	94.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.31%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.82%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.78%	85.11%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.58%	80.78%
CHEMBL1951	P21397	Monoamine oxidase A	82.47%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%

Plants that contains it

• Euphorbia quinquecostata
• Ruta corsica

Cross-Links

• PubChem: 12300127
• LOTUS: LTS0031380
• wikiData: Q104399262