1,3,8-trihydroxy-6-methyl-2,3-dihydro-1H-cyclopenta[b]chromen-9-one

Details

• Internal ID: 6f35647c-2670-45e6-bd6f-55ba0c2c771d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 1,3,8-trihydroxy-6-methyl-2,3-dihydro-1H-cyclopenta[b]chromen-9-one
• InChI: InChI=1S/C13H12O5/c1-5-2-6(14)10-9(3-5)18-13-8(16)4-7(15)11(13)12(10)17/h2-3,7-8,14-16H,4H2,1H3
• InChI Key: QLQRHWHIJOAONW-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): 87.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.28
• 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	+	0.9742	97.42%
Caco-2	+	0.5595	55.95%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5637	56.37%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7584	75.84%
P-glycoprotein inhibitior	-	0.9565	95.65%
P-glycoprotein substrate	-	0.8487	84.87%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	+	0.5926	59.26%
CYP2C9 inhibition	-	0.7075	70.75%
CYP2C19 inhibition	-	0.6101	61.01%
CYP2D6 inhibition	-	0.7420	74.20%
CYP1A2 inhibition	+	0.9114	91.14%
CYP2C8 inhibition	-	0.8060	80.60%
CYP inhibitory promiscuity	-	0.5980	59.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.6593	65.93%
Skin irritation	-	0.5583	55.83%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.6936	69.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8174	81.74%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7246	72.46%
Acute Oral Toxicity (c)	III	0.6463	64.63%
Estrogen receptor binding	+	0.6694	66.94%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	-	0.5220	52.20%
Glucocorticoid receptor binding	+	0.7955	79.55%
Aromatase binding	-	0.6262	62.62%
PPAR gamma	+	0.8278	82.78%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4082	40.82%

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	95.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.78%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.49%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.39%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.14%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.15%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.01%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162916794
• LOTUS: LTS0132924
• wikiData: Q104195946