3,9,10-Trihydro xydibenzo[b,d]pyran-6-one

Details

• Internal ID: eb531a66-60f0-4bc8-a555-b0a73253fc4e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3,9,10-trihydroxybenzo[c]chromen-6-one
• SMILES (Canonical): C1=CC2=C(C=C1O)OC(=O)C3=C2C(=C(C=C3)O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)OC(=O)C3=C2C(=C(C=C3)O)O
• InChI: InChI=1S/C13H8O5/c14-6-1-2-7-10(5-6)18-13(17)8-3-4-9(15)12(16)11(7)8/h1-5,14-16H
• InChI Key: ROGCIIVCQYMMOJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₅
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.03717335 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9087	90.87%
Caco-2	-	0.8268	82.68%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.6786	67.86%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8941	89.41%
P-glycoprotein inhibitior	-	0.9086	90.86%
P-glycoprotein substrate	-	0.8720	87.20%
CYP3A4 substrate	-	0.6091	60.91%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8076	80.76%
CYP2C19 inhibition	-	0.9208	92.08%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	+	0.7367	73.67%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	-	0.8757	87.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.9648	96.48%
Skin irritation	+	0.6579	65.79%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9023	90.23%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8137	81.37%
Acute Oral Toxicity (c)	II	0.5589	55.89%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	+	0.9255	92.55%
Thyroid receptor binding	+	0.6069	60.69%
Glucocorticoid receptor binding	+	0.9631	96.31%
Aromatase binding	+	0.7195	71.95%
PPAR gamma	+	0.8185	81.85%
Honey bee toxicity	-	0.8878	88.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9480	94.80%

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	99.52%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.20%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.40%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.65%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL3194	P02766	Transthyretin	90.72%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.73%	98.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.03%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.69%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	88.67%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	82.71%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.27%	85.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

• Acacia fasciculifera

Cross-Links

• PubChem: 86011171
• LOTUS: LTS0108194
• wikiData: Q105242199