(2S,3S)-3-hydroxy-6-(2-hydroxyethyl)-2-(hydroxymethyl)-5,7-dimethyl-2,3-dihydroinden-1-one

Details

• Internal ID: 34269b4a-32ea-4885-ab7c-faf5c101e0ae
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (2S,3S)-3-hydroxy-6-(2-hydroxyethyl)-2-(hydroxymethyl)-5,7-dimethyl-2,3-dihydroinden-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1CCO)C)C(=O)C(C2O)CO
• SMILES (Isomeric): CC1=CC2=C(C(=C1CCO)C)C(=O)[C@H]([C@@H]2O)CO
• InChI: InChI=1S/C14H18O4/c1-7-5-10-12(8(2)9(7)3-4-15)14(18)11(6-16)13(10)17/h5,11,13,15-17H,3-4,6H2,1-2H3/t11-,13+/m0/s1
• InChI Key: XMAICHRFWUSSEF-WCQYABFASA-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: 0.80
• Atomic LogP (AlogP): 0.68
• 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	+	0.9864	98.64%
Caco-2	+	0.5527	55.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7022	70.22%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.8913	89.13%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	-	0.5390	53.90%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7924	79.24%
CYP3A4 inhibition	-	0.8080	80.80%
CYP2C9 inhibition	-	0.8771	87.71%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.5391	53.91%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7429	74.29%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.5757	57.57%
Skin irritation	-	0.6930	69.30%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7684	76.84%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5294	52.94%
skin sensitisation	-	0.7033	70.33%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4922	49.22%
Acute Oral Toxicity (c)	III	0.7465	74.65%
Estrogen receptor binding	-	0.6440	64.40%
Androgen receptor binding	+	0.5299	52.99%
Thyroid receptor binding	+	0.6165	61.65%
Glucocorticoid receptor binding	-	0.5425	54.25%
Aromatase binding	-	0.8963	89.63%
PPAR gamma	-	0.5497	54.97%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4126	41.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.48%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.80%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	82.06%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%

Plants that contains it

• Pteris bella

Cross-Links

• PubChem: 21670040
• LOTUS: LTS0035336
• wikiData: Q105330610