7,9-dihydroxy-4-methyl-10,10a-dihydro-4aH-pyrano[3,2-b]chromen-2-one

Details

• Internal ID: 78dd2ef9-0dd0-4854-8cdd-997487bf9708
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 7,9-dihydroxy-4-methyl-10,10a-dihydro-4aH-pyrano[3,2-b]chromen-2-one
• SMILES (Canonical): CC1=CC(=O)OC2C1OC3=CC(=CC(=C3C2)O)O
• SMILES (Isomeric): CC1=CC(=O)OC2C1OC3=CC(=CC(=C3C2)O)O
• InChI: InChI=1S/C13H12O5/c1-6-2-12(16)17-11-5-8-9(15)3-7(14)4-10(8)18-13(6)11/h2-4,11,13-15H,5H2,1H3
• InChI Key: UTIAKKYPXWEEIG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9664	96.64%
Caco-2	+	0.5753	57.53%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7159	71.59%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.9120	91.20%
CYP3A4 substrate	-	0.5279	52.79%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7173	71.73%
CYP2C9 inhibition	+	0.5067	50.67%
CYP2C19 inhibition	-	0.6070	60.70%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	-	0.5935	59.35%
CYP2C8 inhibition	-	0.7932	79.32%
CYP inhibitory promiscuity	+	0.5079	50.79%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9818	98.18%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.7487	74.87%
Skin irritation	-	0.6134	61.34%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4674	46.74%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5860	58.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5143	51.43%
Acute Oral Toxicity (c)	III	0.4211	42.11%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6305	63.05%
Thyroid receptor binding	-	0.5530	55.30%
Glucocorticoid receptor binding	-	0.4864	48.64%
Aromatase binding	-	0.6541	65.41%
PPAR gamma	+	0.5769	57.69%
Honey bee toxicity	-	0.9159	91.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8515	85.15%

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	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.33%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.60%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	93.02%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.49%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.45%	96.12%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.01%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.19%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.81%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.81%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.26%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.95%	94.80%

Plants that contains it

• Xanthium strumarium subsp. strumarium

Cross-Links

• PubChem: 5315332
• NPASS: NPC256494