(3R)-3-hydroxy-6-(2-hydroxyethyl)-5-(hydroxymethyl)-2,2,7-trimethyl-3H-inden-1-one

Details

• Internal ID: 9537958c-4a21-4478-9078-ca9d685f5de3
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (3R)-3-hydroxy-6-(2-hydroxyethyl)-5-(hydroxymethyl)-2,2,7-trimethyl-3H-inden-1-one
• InChI: InChI=1S/C15H20O4/c1-8-10(4-5-16)9(7-17)6-11-12(8)14(19)15(2,3)13(11)18/h6,13,16-18H,4-5,7H2,1-3H3/t13-/m1/s1
• InChI Key: XHCCHLDFCJSAGA-CYBMUJFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.6907	69.07%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7818	78.18%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.7589	75.89%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9274	92.74%
P-glycoprotein inhibitior	-	0.8947	89.47%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7742	77.42%
CYP3A4 inhibition	-	0.8796	87.96%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.8292	82.92%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.6694	66.94%
CYP2C8 inhibition	-	0.5814	58.14%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5702	57.02%
Skin irritation	-	0.6590	65.90%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5397	53.97%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4751	47.51%
Acute Oral Toxicity (c)	III	0.6567	65.67%
Estrogen receptor binding	-	0.6020	60.20%
Androgen receptor binding	-	0.5467	54.67%
Thyroid receptor binding	+	0.5299	52.99%
Glucocorticoid receptor binding	+	0.6610	66.10%
Aromatase binding	-	0.7824	78.24%
PPAR gamma	-	0.5529	55.29%
Honey bee toxicity	-	0.8890	88.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9153	91.53%

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	97.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL240	Q12809	HERG	92.40%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.09%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.01%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	84.44%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.05%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%

Plants that contains it

• Pteris fauriei

Cross-Links

• PubChem: 46848405
• NPASS: NPC54466