(3S,4R)-8-hydroxy-7-(hydroxymethyl)-3,4-dimethyl-3,4-dihydroisochromen-1-one

Details

• Internal ID: 64df7eeb-3694-4c85-8b0c-1660eacee9a4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3S,4R)-8-hydroxy-7-(hydroxymethyl)-3,4-dimethyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C12H14O4/c1-6-7(2)16-12(15)10-9(6)4-3-8(5-13)11(10)14/h3-4,6-7,13-14H,5H2,1-2H3/t6-,7-/m0/s1
• InChI Key: NKBUOKRVRGFIDM-BQBZGAKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	+	0.5994	59.94%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7133	71.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9522	95.22%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.8735	87.35%
CYP3A4 substrate	+	0.5142	51.42%
CYP2C9 substrate	+	0.6277	62.77%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.7604	76.04%
CYP2C9 inhibition	-	0.7966	79.66%
CYP2C19 inhibition	-	0.7641	76.41%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.5629	56.29%
CYP2C8 inhibition	-	0.7760	77.60%
CYP inhibitory promiscuity	-	0.5990	59.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7831	78.31%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.5352	53.52%
Skin irritation	-	0.7066	70.66%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7400	74.00%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8195	81.95%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.5658	56.58%
Estrogen receptor binding	+	0.5327	53.27%
Androgen receptor binding	+	0.5998	59.98%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	-	0.6239	62.39%
Aromatase binding	-	0.6645	66.45%
PPAR gamma	-	0.6951	69.51%
Honey bee toxicity	-	0.9452	94.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8306	83.06%

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	98.06%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.37%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.61%	96.09%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.96%	91.23%

Plants that contains it

• Phleum pratense

Cross-Links

• PubChem: 101630976
• LOTUS: LTS0091837
• wikiData: Q105180443