(2S,3R)-2,3-dihydroxy-6-(2-hydroxyethyl)-5-(hydroxymethyl)-2,7-dimethyl-3H-inden-1-one

Details

• Internal ID: d5fedbb1-9af3-4913-a88c-faa8beae698f
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (2S,3R)-2,3-dihydroxy-6-(2-hydroxyethyl)-5-(hydroxymethyl)-2,7-dimethyl-3H-inden-1-one
• SMILES (Canonical): CC1=C(C(=CC2=C1C(=O)C(C2O)(C)O)CO)CCO
• SMILES (Isomeric): CC1=C(C(=CC2=C1C(=O)[C@@]([C@@H]2O)(C)O)CO)CCO
• InChI: InChI=1S/C14H18O5/c1-7-9(3-4-15)8(6-16)5-10-11(7)13(18)14(2,19)12(10)17/h5,12,15-17,19H,3-4,6H2,1-2H3/t12-,14+/m1/s1
• InChI Key: RFVYBMNZVXGEKS-OCCSQVGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	-	0.5180	51.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8051	80.51%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.7945	79.45%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.8824	88.24%
P-glycoprotein inhibitior	-	0.9288	92.88%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.5945	59.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7919	79.19%
CYP3A4 inhibition	-	0.9115	91.15%
CYP2C9 inhibition	-	0.8764	87.64%
CYP2C19 inhibition	-	0.8340	83.40%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.6497	64.97%
CYP2C8 inhibition	-	0.6850	68.50%
CYP inhibitory promiscuity	-	0.9701	97.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6665	66.65%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.7358	73.58%
Skin irritation	-	0.6212	62.12%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5882	58.82%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4531	45.31%
Acute Oral Toxicity (c)	III	0.6324	63.24%
Estrogen receptor binding	-	0.7247	72.47%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	+	0.5475	54.75%
Glucocorticoid receptor binding	+	0.7139	71.39%
Aromatase binding	-	0.8166	81.66%
PPAR gamma	-	0.6904	69.04%
Honey bee toxicity	-	0.8293	82.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8669	86.69%

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	97.33%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.69%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.09%	97.25%
CHEMBL240	Q12809	HERG	88.21%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.07%	96.95%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.69%	96.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.10%	91.71%

Plants that contains it

• Pteris bella

Cross-Links

• PubChem: 21670044
• LOTUS: LTS0173004
• wikiData: Q105235665