4H-1-Benzopyran-4-one, 2,3-dihydro-2-(hydroxymethyl)-

Details

• Internal ID: 9f003a3f-c77d-418c-9102-f02da1072016
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-(hydroxymethyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=CC=CC=C2C1=O)CO
• SMILES (Isomeric): C1C(OC2=CC=CC=C2C1=O)CO
• InChI: InChI=1S/C10H10O3/c11-6-7-5-9(12)8-3-1-2-4-10(8)13-7/h1-4,7,11H,5-6H2
• InChI Key: RLGCSXCBIHAHBM-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-(hydroxymethyl)-2,3-dihydrochromen-4-one
• RefChem:909938
• 116543-90-9
• 4H-1-Benzopyran-4-one, 2,3-dihydro-2-(hydroxymethyl)-
• 2-(Hydroxymethyl)chroman-4-one
• 2-(hydroxymethyl)-3,4-dihydro-2H-1-benzopyran-4-one
• SCHEMBL6746035
• 2-(Hydroxymethyl)-2,3-dihydro-4H-1-benzopyran-4-one
• SCHEMBL30997908
• 2-(hydroxymethyl)-chroman-4-one
• DTXSID80555689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8728	87.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.9874	98.74%
P-glycoprotein substrate	-	0.9435	94.35%
CYP3A4 substrate	-	0.6531	65.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6620	66.20%
CYP3A4 inhibition	-	0.9485	94.85%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	+	0.6594	65.94%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	+	0.7726	77.26%
CYP2C8 inhibition	-	0.9291	92.91%
CYP inhibitory promiscuity	-	0.7234	72.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9511	95.11%
Eye irritation	+	0.9229	92.29%
Skin irritation	-	0.5367	53.67%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7717	77.17%
Micronuclear	-	0.5201	52.01%
Hepatotoxicity	-	0.5319	53.19%
skin sensitisation	-	0.5961	59.61%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7347	73.47%
Acute Oral Toxicity (c)	II	0.5375	53.75%
Estrogen receptor binding	-	0.8777	87.77%
Androgen receptor binding	-	0.7393	73.93%
Thyroid receptor binding	-	0.7319	73.19%
Glucocorticoid receptor binding	-	0.7824	78.24%
Aromatase binding	-	0.8212	82.12%
PPAR gamma	+	0.5364	53.64%
Honey bee toxicity	-	0.7800	78.00%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.7296	72.96%

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	94.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.36%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.44%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14089213
• LOTUS: LTS0207997
• wikiData: Q77425323