4-Chromanone

Details

• Internal ID: 27b0203c-9e4e-4d83-98c9-6f0bebb99afa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2,3-dihydrochromen-4-one
• SMILES (Canonical): C1COC2=CC=CC=C2C1=O
• SMILES (Isomeric): C1COC2=CC=CC=C2C1=O
• InChI: InChI=1S/C9H8O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4H,5-6H2
• InChI Key: MSTDXOZUKAQDRL-UHFFFAOYSA-N
• Popularity: 221 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.16 g/mol
• Exact Mass: 148.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 491-37-2
• Chromanone
• 4H-1-Benzopyran-4-one, 2,3-dihydro-
• 2,3-dihydrochromen-4-one
• DTXSID3060081
• RefChem:98630
• DTXCID1040667
• CHEBI:38763
• 207-736-3
• Chroman-4-one
• 2,3-Dihydro-1-benzopyran-4-one
• 2,3-Dihydro-4H-chromen-4-one
• 3,4-dihydro-2H-1-benzopyran-4-one
• MFCD00006840
• 1341-36-2
• 2,3-DIHYDRO-4H-1-BENZOPYRAN-4-ONE
• Isochromanone
• EINECS 207-736-3
• dihydrochromone
• 4-chromanon
• 4-Chromanone, 97%
• 2H-[1]benzopyran-4-one
• 2H-Chromen-4(3H)-one
• SCHEMBL28794
• 2,3-Dihydro-4-benzopyranone
• SCHEMBL209097
• SCHEMBL224107
• CHEMBL453987
• orb3027288
• SCHEMBL2876637
• SCHEMBL3104230
• SCHEMBL3185228
• SCHEMBL3354711
• SCHEMBL10885954
• SCHEMBL29384996
• CHEBI:180567
• 2,3-Dihydro-2-benzopyran-4-one
• 3,4-dihydro-2H-benzopyran-4-one
• ALBB-019685
• STR01088
• 2,3-Dihydro-4H-chromen-4-one #
• NSC174058
• SBB056286
• STK801790
• AKOS000120888
• AB00814
• AC-3079
• BS-3822
• CS-W007464
• NSC 174058
• NSC-174058
• BP-12827
• SY003783
• DB-027561
• DB-333930
• C1175
• NS00022233
• ST45026871
• EN300-18584
• AB-131/40347218
• F317966
• Z85920466
• F0001-1283
• InChI=1/C9H8O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4H,5-6H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9424	94.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9646	96.46%
OATP1B3 inhibitior	+	0.9825	98.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8964	89.64%
P-glycoprotein inhibitior	-	0.9910	99.10%
P-glycoprotein substrate	-	0.9852	98.52%
CYP3A4 substrate	-	0.6398	63.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6559	65.59%
CYP3A4 inhibition	-	0.9099	90.99%
CYP2C9 inhibition	+	0.7186	71.86%
CYP2C19 inhibition	+	0.9391	93.91%
CYP2D6 inhibition	-	0.8636	86.36%
CYP1A2 inhibition	+	0.9761	97.61%
CYP2C8 inhibition	-	0.9520	95.20%
CYP inhibitory promiscuity	-	0.6405	64.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4765	47.65%
Eye corrosion	-	0.8173	81.73%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.5210	52.10%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7605	76.05%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.6207	62.07%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6988	69.88%
Acute Oral Toxicity (c)	III	0.7762	77.62%
Estrogen receptor binding	-	0.8628	86.28%
Androgen receptor binding	-	0.6362	63.62%
Thyroid receptor binding	-	0.8363	83.63%
Glucocorticoid receptor binding	-	0.9240	92.40%
Aromatase binding	-	0.7210	72.10%
PPAR gamma	-	0.7143	71.43%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.7204	72.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.82%	91.11%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	86.84%	92.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.05%	88.84%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.23%	93.40%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 68110
• LOTUS: LTS0178606
• wikiData: Q72460786