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

Details

• Internal ID: 3d6099a5-c2fe-4866-88de-f43ec1aa685f
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (2R)-2-hydroxy-6-(2-hydroxyethyl)-2,5,7-trimethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2)(C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO)C)C(=O)[C@](C2)(C)O
• InChI: InChI=1S/C14H18O3/c1-8-6-10-7-14(3,17)13(16)12(10)9(2)11(8)4-5-15/h6,15,17H,4-5,7H2,1-3H3/t14-/m1/s1
• InChI Key: FQLXILLXEWJGFO-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• SCHEMBL13242320

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.9187	91.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6314	63.14%
BSEP inhibitior	-	0.8016	80.16%
P-glycoprotein inhibitior	-	0.9492	94.92%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	-	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7927	79.27%
CYP3A4 inhibition	-	0.8159	81.59%
CYP2C9 inhibition	-	0.8305	83.05%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	+	0.5578	55.78%
CYP2C8 inhibition	-	0.8914	89.14%
CYP inhibitory promiscuity	-	0.9073	90.73%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.9440	94.40%
Skin irritation	-	0.5291	52.91%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7277	72.77%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5059	50.59%
skin sensitisation	-	0.6381	63.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.6752	67.52%
Estrogen receptor binding	-	0.6916	69.16%
Androgen receptor binding	+	0.5607	56.07%
Thyroid receptor binding	-	0.5799	57.99%
Glucocorticoid receptor binding	+	0.5393	53.93%
Aromatase binding	-	0.8399	83.99%
PPAR gamma	-	0.6516	65.16%
Honey bee toxicity	-	0.9440	94.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7094	70.94%

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	96.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.09%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.23%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.67%	96.95%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.89%	80.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.64%	91.07%

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: 46849571
• NPASS: NPC75989
• LOTUS: LTS0255089
• wikiData: Q104999707