2,3-dihydroxy-6-(2-hydroxyethyl)-2,5,7-trimethyl-3H-inden-1-one

Details

• Internal ID: 27eb47ca-2b70-46db-9879-11825644a197
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: 2,3-dihydroxy-6-(2-hydroxyethyl)-2,5,7-trimethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2O)(C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2O)(C)O
• InChI: InChI=1S/C14H18O4/c1-7-6-10-11(8(2)9(7)4-5-15)13(17)14(3,18)12(10)16/h6,12,15-16,18H,4-5H2,1-3H3
• InChI Key: HHBZLLWEBWEQEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.6815	68.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9038	90.38%
P-glycoprotein inhibitior	-	0.9366	93.66%
P-glycoprotein substrate	-	0.7496	74.96%
CYP3A4 substrate	+	0.5312	53.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7919	79.19%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.9018	90.18%
CYP2C19 inhibition	-	0.9054	90.54%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.5148	51.48%
CYP2C8 inhibition	-	0.7191	71.91%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6600	66.00%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.6476	64.76%
Skin irritation	-	0.5617	56.17%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6861	68.61%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6410	64.10%
skin sensitisation	-	0.6967	69.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4728	47.28%
Acute Oral Toxicity (c)	III	0.6719	67.19%
Estrogen receptor binding	-	0.6218	62.18%
Androgen receptor binding	-	0.5643	56.43%
Thyroid receptor binding	+	0.5776	57.76%
Glucocorticoid receptor binding	+	0.6364	63.64%
Aromatase binding	-	0.8256	82.56%
PPAR gamma	-	0.5816	58.16%
Honey bee toxicity	-	0.8617	86.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.3928	39.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.03%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL240	Q12809	HERG	92.26%	89.76%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.97%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.50%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.25%	91.07%

Plants that contains it

• Pteris bella

Cross-Links

• PubChem: 73819931
• LOTUS: LTS0123904
• wikiData: Q105028145