Flavylium

Details

• Internal ID: 8539eabe-5540-47da-a1ee-c68525c77ff7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Anthocyanidins
• IUPAC Name: 2-phenylchromenylium
• SMILES (Canonical): C1=CC=C(C=C1)C2=[O+]C3=CC=CC=C3C=C2
• SMILES (Isomeric): C1=CC=C(C=C1)C2=[O+]C3=CC=CC=C3C=C2
• InChI: InChI=1S/C15H11O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-11H/q+1
• InChI Key: NWKFECICNXDNOQ-UHFFFAOYSA-N
• Popularity: 9,928 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁O+
• Molecular Weight: 207.25 g/mol
• Exact Mass: 207.080989970 g/mol
• Topological Polar Surface Area (TPSA): 1.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 11029-12-2
• 2-phenylchromenylium
• Enocyanin
• Anthocyanins
• ANTHOCYANIN
• Anthocyanins, grape
• Enocianina
• Oenocyanin
• UNII-F02KPB2508
• Anthocyanidins
• 14051-53-7
• 1-Benzopyrylium, 2-phenyl-
• SCHEMBL342020
• 2-Phenyl-1-benzopyran-1-ium
• CHEBI:36121
• DTXSID60864302
• F02KPB2508
• 2-phenyl-1$l^{4}-chromen-1-ylium
• Q-200643
• Q27116709
• InChI=1/C15H11O/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-11H/q+

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.8168	81.68%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4789	47.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5318	53.18%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.9693	96.93%
CYP3A4 substrate	-	0.7506	75.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7216	72.16%
CYP3A4 inhibition	-	0.7768	77.68%
CYP2C9 inhibition	-	0.7893	78.93%
CYP2C19 inhibition	+	0.6321	63.21%
CYP2D6 inhibition	-	0.8497	84.97%
CYP1A2 inhibition	+	0.7654	76.54%
CYP2C8 inhibition	-	0.6849	68.49%
CYP inhibitory promiscuity	+	0.5713	57.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4305	43.05%
Eye corrosion	-	0.8931	89.31%
Eye irritation	+	0.9745	97.45%
Skin irritation	+	0.7081	70.81%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6082	60.82%
Micronuclear	+	0.5042	50.42%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6279	62.79%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.7748	77.48%
Acute Oral Toxicity (c)	III	0.6219	62.19%
Estrogen receptor binding	+	0.9533	95.33%
Androgen receptor binding	+	0.6814	68.14%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.7357	73.57%
Aromatase binding	+	0.9478	94.78%
PPAR gamma	+	0.8399	83.99%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.9500	95.00%
Fish aquatic toxicity	+	0.6459	64.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.18%	90.17%
CHEMBL240	Q12809	HERG	90.01%	89.76%
CHEMBL3959	P16083	Quinone reductase 2	86.77%	89.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.62%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.43%	86.33%

Plants that contains it

• Allium cepa
• Callistephus chinensis
• Cichorium intybus
• Cichorium pumilum
• Citrus × aurantium
• Citrus trifoliata
• Croton tiglium
• Narcissus tazetta
• Senecio scandens
• Sorghum bicolor
• Tradescantia pallida
• Ziziphus jujuba

Cross-Links

• PubChem: 145858
• NPASS: NPC184560
• LOTUS: LTS0064383
• wikiData: Q27116709