1-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]ethanone

Details

• Internal ID: 3821a648-b70b-49a3-8d63-ced6859d104e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]ethanone
• InChI: InChI=1S/C11H12O5/c1-5(12)11-9(15)4-7-8(14)2-6(13)3-10(7)16-11/h2-3,9,11,13-15H,4H2,1H3/t9-,11-/m0/s1
• InChI Key: NCWNPMLWLHPEHL-ONGXEEELSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9591	95.91%
Caco-2	-	0.6276	62.76%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5212	52.12%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.8813	88.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.9135	91.35%
CYP3A4 substrate	-	0.5600	56.00%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	+	0.4347	43.47%
CYP3A4 inhibition	-	0.7192	71.92%
CYP2C9 inhibition	-	0.8868	88.68%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	+	0.6518	65.18%
CYP2C8 inhibition	-	0.8692	86.92%
CYP inhibitory promiscuity	-	0.7726	77.26%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.7036	70.36%
Skin irritation	-	0.5263	52.63%
Skin corrosion	-	0.8958	89.58%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5726	57.26%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5464	54.64%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	-	0.7355	73.55%
Androgen receptor binding	-	0.5923	59.23%
Thyroid receptor binding	-	0.5392	53.92%
Glucocorticoid receptor binding	-	0.6520	65.20%
Aromatase binding	-	0.8178	81.78%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4540	45.40%

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	98.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.32%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.56%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.46%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.39%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.10%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.36%	94.80%

Plants that contains it

• Gouania leptostachya

Cross-Links

• PubChem: 162867611
• LOTUS: LTS0074362
• wikiData: Q105177418