1,8-dihydroxy-2,3,3a,9a-tetrahydro-1H-cyclopenta[b]chromen-9-one

Details

• Internal ID: 265ce361-a362-4cf8-8567-efcac5141da0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 1,8-dihydroxy-2,3,3a,9a-tetrahydro-1H-cyclopenta[b]chromen-9-one
• InChI: InChI=1S/C12H12O4/c13-6-2-1-3-8-10(6)12(15)11-7(14)4-5-9(11)16-8/h1-3,7,9,11,13-14H,4-5H2
• InChI Key: YKORDYACRRUFHJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.11
• 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	+	0.9811	98.11%
Caco-2	+	0.5988	59.88%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7930	79.30%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9490	94.90%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.9751	97.51%
P-glycoprotein inhibitior	-	0.9716	97.16%
P-glycoprotein substrate	-	0.9082	90.82%
CYP3A4 substrate	-	0.5649	56.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7529	75.29%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.5510	55.10%
CYP2C19 inhibition	+	0.6509	65.09%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8692	86.92%
CYP2C8 inhibition	-	0.8892	88.92%
CYP inhibitory promiscuity	-	0.8278	82.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5021	50.21%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.6523	65.23%
Skin irritation	-	0.5810	58.10%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8411	84.11%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6963	69.63%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6633	66.33%
Acute Oral Toxicity (c)	I	0.3909	39.09%
Estrogen receptor binding	+	0.5763	57.63%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	+	0.5329	53.29%
Glucocorticoid receptor binding	-	0.5674	56.74%
Aromatase binding	-	0.8593	85.93%
PPAR gamma	+	0.6919	69.19%
Honey bee toxicity	-	0.9624	96.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6060	60.60%

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	96.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.41%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.70%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.65%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.83%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.43%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.91%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72670967
• LOTUS: LTS0239605
• wikiData: Q104201799