2H-Chromene

Details

• Internal ID: 0fb504d2-98a4-47ea-9c7f-a5ab1022dce5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 2H-chromene
• SMILES (Canonical): C1C=CC2=CC=CC=C2O1
• SMILES (Isomeric): C1C=CC2=CC=CC=C2O1
• InChI: InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-6H,7H2
• InChI Key: KYNSBQPICQTCGU-UHFFFAOYSA-N
• Popularity: 1,069 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O
• Molecular Weight: 132.16 g/mol
• Exact Mass: 132.057514874 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 254-04-6
• 2H-1-BENZOPYRAN
• Benzopyran
• 1,2-Benzopyran
• delta-3-Chromene
• 3-Chromene
• 1,2-Chromene
• BRN 0109871
• UNII-7U3W6XRV5U
• 7U3W6XRV5U
• 5-17-02-00019 (Beilstein Handbook Reference)
• chrom-3-ene
• 2H-benzo[b]pyran
• Benzopyran (6CI)
• alpha-5:6-benzopyran
• SCHEMBL9208
• SCHEMBL5393578
• SCHEMBL7618970
• 1,2-BENZOPYRAN [MI]
• CHEBI:35601
• DTXSID80180051
• KYNSBQPICQTCGU-UHFFFAOYSA-N
• AKOS004907959
• LS-38963
• EN300-156549
• N13096
• A902112

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9737	97.37%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4747	47.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9697	96.97%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8795	87.95%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.9634	96.34%
CYP3A4 substrate	-	0.6923	69.23%
CYP2C9 substrate	+	0.6236	62.36%
CYP2D6 substrate	+	0.3605	36.05%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	+	0.5492	54.92%
CYP2C19 inhibition	+	0.9039	90.39%
CYP2D6 inhibition	-	0.7163	71.63%
CYP1A2 inhibition	+	0.9551	95.51%
CYP2C8 inhibition	-	0.9109	91.09%
CYP inhibitory promiscuity	+	0.8641	86.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5411	54.11%
Eye corrosion	-	0.7590	75.90%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7705	77.05%
Skin corrosion	-	0.8889	88.89%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6889	68.89%
Micronuclear	-	0.6559	65.59%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.6986	69.86%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.7192	71.92%
Estrogen receptor binding	-	0.7835	78.35%
Androgen receptor binding	-	0.6522	65.22%
Thyroid receptor binding	-	0.8803	88.03%
Glucocorticoid receptor binding	-	0.9107	91.07%
Aromatase binding	-	0.7514	75.14%
PPAR gamma	-	0.8215	82.15%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.8131	81.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.05%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.14%	91.11%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	89.43%	92.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.81%	93.81%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 9211
• NPASS: NPC204268
• LOTUS: LTS0192070
• wikiData: Q421311