(3R)-6-(2-chloroethyl)-3-hydroxy-2,2,5,7-tetramethyl-3H-inden-1-one

Details

• Internal ID: ae13dfb9-8ae4-4ae5-85e1-798107b10bb6
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (3R)-6-(2-chloroethyl)-3-hydroxy-2,2,5,7-tetramethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCCl)C)C(=O)C(C2O)(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCCl)C)C(=O)C([C@@H]2O)(C)C
• InChI: InChI=1S/C15H19ClO2/c1-8-7-11-12(9(2)10(8)5-6-16)14(18)15(3,4)13(11)17/h7,13,17H,5-6H2,1-4H3/t13-/m1/s1
• InChI Key: OMTXVTRMPMAOCK-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉ClO₂
• Molecular Weight: 266.76 g/mol
• Exact Mass: 266.1073575 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8650	86.50%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7560	75.60%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7727	77.27%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.8461	84.61%
CYP3A4 substrate	+	0.5749	57.49%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.7658	76.58%
CYP3A4 inhibition	-	0.9137	91.37%
CYP2C9 inhibition	-	0.7890	78.90%
CYP2C19 inhibition	-	0.6873	68.73%
CYP2D6 inhibition	-	0.8931	89.31%
CYP1A2 inhibition	+	0.6462	64.62%
CYP2C8 inhibition	-	0.5728	57.28%
CYP inhibitory promiscuity	-	0.8794	87.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7044	70.44%
Carcinogenicity (trinary)	Non-required	0.6387	63.87%
Eye corrosion	-	0.9275	92.75%
Eye irritation	+	0.6620	66.20%
Skin irritation	+	0.5121	51.21%
Skin corrosion	-	0.7841	78.41%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7134	71.34%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5930	59.30%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5885	58.85%
Acute Oral Toxicity (c)	III	0.6210	62.10%
Estrogen receptor binding	+	0.6285	62.85%
Androgen receptor binding	-	0.5870	58.70%
Thyroid receptor binding	+	0.6226	62.26%
Glucocorticoid receptor binding	+	0.6334	63.34%
Aromatase binding	-	0.7961	79.61%
PPAR gamma	+	0.6904	69.04%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9346	93.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.27%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.32%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.54%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%

Plants that contains it

• Artemisia lactiflora
• Attalea phalerata
• Catalpa ovata
• Citrus medica
• Crepidiastrum sonchifolium
• Dipsacus inermis
• Duguetia calycina
• Garcinia pyrifera
• Greenwayodendron oliveri
• Jacaranda mimosifolia
• Ophryosporus floribundus
• Payena lucida
• Phalaris canariensis
• Philotheca spicata
• Plumbagella micrantha
• Pteridium aquilinum
• Quassia indica
• Rivina humilis

Cross-Links

• PubChem: 23260004
• NPASS: NPC36875
• LOTUS: LTS0242930
• wikiData: Q105194507