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

Details

• Internal ID: 19dc0cf4-f4f4-4332-bd3e-bc22683ecb01
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (3R)-6-[(1R)-1,2-dihydroxyethyl]-3-hydroxy-2,2,5,7-tetramethyl-3H-inden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1C(CO)O)C)C(=O)C(C2O)(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1[C@H](CO)O)C)C(=O)C([C@@H]2O)(C)C
• InChI: InChI=1S/C15H20O4/c1-7-5-9-12(8(2)11(7)10(17)6-16)14(19)15(3,4)13(9)18/h5,10,13,16-18H,6H2,1-4H3/t10-,13+/m0/s1
• InChI Key: SKHPCRTXXIZWSU-GXFFZTMASA-N
• Popularity: 0 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: 0.70
• Atomic LogP (AlogP): 1.59
• 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	+	0.9868	98.68%
Caco-2	+	0.5999	59.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7449	74.49%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.8994	89.94%
P-glycoprotein substrate	-	0.8414	84.14%
CYP3A4 substrate	+	0.5297	52.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8141	81.41%
CYP3A4 inhibition	-	0.8420	84.20%
CYP2C9 inhibition	-	0.9034	90.34%
CYP2C19 inhibition	-	0.8428	84.28%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	+	0.6604	66.04%
CYP2C8 inhibition	-	0.7313	73.13%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.4838	48.38%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5671	56.71%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.5782	57.82%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6289	62.89%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	+	0.6015	60.15%
Androgen receptor binding	-	0.5796	57.96%
Thyroid receptor binding	+	0.6154	61.54%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	-	0.7134	71.34%
PPAR gamma	-	0.5552	55.52%
Honey bee toxicity	-	0.8803	88.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.6623	66.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.53%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.43%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.75%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.15%	90.71%

Plants that contains it

• Microlepia speluncae

Cross-Links

• PubChem: 163091029
• LOTUS: LTS0015352
• wikiData: Q105254831