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

Details

• Internal ID: d8fb3ec5-54f7-4411-b301-4d2da73467d9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 1,8-dihydroxy-6-methyl-2,3-dihydro-1H-cyclopenta[b]chromen-9-one
• SMILES (Canonical): CC1=CC(=C2C(=C1)OC3=C(C2=O)C(CC3)O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)OC3=C(C2=O)C(CC3)O)O
• InChI: InChI=1S/C13H12O4/c1-6-4-8(15)12-10(5-6)17-9-3-2-7(14)11(9)13(12)16/h4-5,7,14-15H,2-3H2,1H3
• InChI Key: LHEGTEUTDBMPBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 4
• 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	+	0.9816	98.16%
Caco-2	+	0.6340	63.40%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8034	80.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.8259	82.59%
P-glycoprotein inhibitior	-	0.9520	95.20%
P-glycoprotein substrate	-	0.9219	92.19%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.7115	71.15%
CYP2C9 inhibition	-	0.6234	62.34%
CYP2C19 inhibition	+	0.6028	60.28%
CYP2D6 inhibition	-	0.7548	75.48%
CYP1A2 inhibition	+	0.9199	91.99%
CYP2C8 inhibition	-	0.8297	82.97%
CYP inhibitory promiscuity	-	0.7874	78.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4981	49.81%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.6415	64.15%
Skin irritation	-	0.6442	64.42%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7915	79.15%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7710	77.10%
Acute Oral Toxicity (c)	III	0.3795	37.95%
Estrogen receptor binding	+	0.7006	70.06%
Androgen receptor binding	+	0.5964	59.64%
Thyroid receptor binding	-	0.5793	57.93%
Glucocorticoid receptor binding	+	0.7998	79.98%
Aromatase binding	-	0.6852	68.52%
PPAR gamma	+	0.7888	78.88%
Honey bee toxicity	-	0.9344	93.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.3795	37.95%

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	97.15%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.05%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.90%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.21%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.92%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.36%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.83%	92.94%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.28%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.61%	97.09%

Plants that contains it

• Paris mairei
• Paris polyphylla
• Paris polyphylla var. chinensis
• Trachycarpus fortunei
• Trillium erectum

Cross-Links

• PubChem: 10966363
• LOTUS: LTS0067394
• wikiData: Q104992594