(3R)-3,6-dihydroxy-8,8-dimethyl-1-oxo-3,4,7,9-tetrahydrocyclopenta[h]isochromene-5-carbaldehyde

Details

• Internal ID: a5180c42-a417-4ea0-808e-a7dedec884dc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-3,6-dihydroxy-8,8-dimethyl-1-oxo-3,4,7,9-tetrahydrocyclopenta[h]isochromene-5-carbaldehyde
• InChI: InChI=1S/C15H16O5/c1-15(2)4-8-9(5-15)13(18)10(6-16)7-3-11(17)20-14(19)12(7)8/h6,11,17-18H,3-5H2,1-2H3/t11-/m1/s1
• InChI Key: BDEDPKFUFGCVCJ-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	+	0.5917	59.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8166	81.66%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9223	92.23%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.8459	84.59%
CYP3A4 substrate	+	0.5553	55.53%
CYP2C9 substrate	+	0.6258	62.58%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8454	84.54%
CYP2C9 inhibition	-	0.7407	74.07%
CYP2C19 inhibition	-	0.8393	83.93%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.6944	69.44%
CYP2C8 inhibition	-	0.8599	85.99%
CYP inhibitory promiscuity	-	0.9587	95.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.8579	85.79%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7182	71.82%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6777	67.77%
Acute Oral Toxicity (c)	I	0.5347	53.47%
Estrogen receptor binding	+	0.5539	55.39%
Androgen receptor binding	+	0.5711	57.11%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	-	0.8393	83.93%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	97.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.33%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.02%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.03%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.20%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.94%	91.49%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.25%	85.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.21%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	81.25%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122706780
• LOTUS: LTS0010934
• wikiData: Q104923972