(7R)-7-(hydroxymethyl)-5,7-dimethyl-4,6-dihydro-3H-cyclopenta[g]isochromene-1,8-dione

Details

• Internal ID: 6e9be79d-e399-419e-a26d-f29e1a67736b
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (7R)-7-(hydroxymethyl)-5,7-dimethyl-4,6-dihydro-3H-cyclopenta[g]isochromene-1,8-dione
• SMILES (Canonical): CC1=C2CCOC(=O)C2=CC3=C1CC(C3=O)(C)CO
• SMILES (Isomeric): CC1=C2CCOC(=O)C2=CC3=C1C[C@](C3=O)(C)CO
• InChI: InChI=1S/C15H16O4/c1-8-9-3-4-19-14(18)11(9)5-10-12(8)6-15(2,7-16)13(10)17/h5,16H,3-4,6-7H2,1-2H3/t15-/m1/s1
• InChI Key: BLSOWDMSEJCMGU-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9611	96.11%
Caco-2	+	0.7839	78.39%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7767	77.67%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.5669	56.69%
BSEP inhibitior	-	0.7653	76.53%
P-glycoprotein inhibitior	-	0.9397	93.97%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.7449	74.49%
CYP2C9 inhibition	-	0.8349	83.49%
CYP2C19 inhibition	-	0.8463	84.63%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.7444	74.44%
CYP2C8 inhibition	-	0.8768	87.68%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9916	99.16%
Eye irritation	+	0.7542	75.42%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7744	77.44%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5152	51.52%
skin sensitisation	-	0.9137	91.37%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6522	65.22%
Acute Oral Toxicity (c)	III	0.5066	50.66%
Estrogen receptor binding	+	0.5429	54.29%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	-	0.5817	58.17%
Glucocorticoid receptor binding	-	0.6047	60.47%
Aromatase binding	-	0.6858	68.58%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9327	93.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.13%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.74%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.94%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.69%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.39%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	81.44%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.07%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16095091
• LOTUS: LTS0117370
• wikiData: Q104938142