Delphinidin Chloride

Details

• Internal ID: ba716220-17f0-4580-aa8a-1526dc176958
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol chloride
• InChI: InChI=1S/C15H10O7.ClH/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6;/h1-5H,(H5-,16,17,18,19,20,21);1H
• InChI Key: FFNDMZIBVDSQFI-UHFFFAOYSA-N
• Popularity: 363 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁ClO₇
• Molecular Weight: 338.69 g/mol
• Exact Mass: 338.0193304 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

• 528-53-0
• 3,3',4',5,5',7-Hexahydroxyflavylium chloride
• 2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol;chloride
• DTXSID701019982
• RefChem:131633
• DTXCID901477839
• PARAFFIN
• Delphinidin (chloride)
• 1-Benzopyrylium, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride
• 2-(3,4,5-trihydroxyphenyl)chromenylium-3,5,7-triol chloride
• MFCD00016663
• 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium chloride
• 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)benzopyrylium chloride
• Delphinidin Chloride (~80% purity)
• Delphinidine; Delphinidol; Ephdine; IdB 1056;Delfinidol chloride; Delphinidin
• CHEMBL590878
• IdB-1056
• Delphinidin chloride, analytical standard
• CCRIS 2518
• UNII-EM6MD4AEHE
• EINECS 208-437-0
• DELPHINIDIN [MI]
• SCHEMBL22369
• Flavylium 3,3',4',5,5',7-hexahydroxy-, chloride
• orb1684655
• SCHEMBL29692969
• HY-N2409R
• Delphinidin (chloride) (Standard)
• GLXC-10984
• 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium chloride
• BCP15819
• HY-N2409
• MSK40109
• 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium chloride (1:1)
• AKOS027326494
• FD44902
• AC-35150
• AS-78369
• DA-52424
• DA-56587
• FP180833
• CS-0022610
• E88811
• Q367258
• 2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium-3,5,7-triol
• 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium chloride
• 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)chromenyliumchloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7989	79.89%
Caco-2	-	0.6650	66.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Nucleus	0.5855	58.55%
OATP2B1 inhibitior	-	0.5025	50.25%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8102	81.02%
P-glycoprotein inhibitior	-	0.8798	87.98%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	-	0.6003	60.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7975	79.75%
CYP3A4 inhibition	+	0.5593	55.93%
CYP2C9 inhibition	-	0.5814	58.14%
CYP2C19 inhibition	-	0.7844	78.44%
CYP2D6 inhibition	-	0.8477	84.77%
CYP1A2 inhibition	+	0.7471	74.71%
CYP2C8 inhibition	+	0.6640	66.40%
CYP inhibitory promiscuity	+	0.5820	58.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5895	58.95%
Eye corrosion	-	0.9755	97.55%
Eye irritation	+	0.9554	95.54%
Skin irritation	-	0.5436	54.36%
Skin corrosion	-	0.8783	87.83%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6420	64.20%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.7634	76.34%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7283	72.83%
Acute Oral Toxicity (c)	II	0.5617	56.17%
Estrogen receptor binding	+	0.8470	84.70%
Androgen receptor binding	+	0.8057	80.57%
Thyroid receptor binding	+	0.6951	69.51%
Glucocorticoid receptor binding	+	0.8901	89.01%
Aromatase binding	+	0.8773	87.73%
PPAR gamma	+	0.9189	91.89%
Honey bee toxicity	-	0.9134	91.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9251	92.51%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	6.27 nM	IC50	via Super-PRED
CHEMBL2424	Q04760	Glyoxalase I	1900 nM	IC50	PMID: 20801663
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	5.09 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.36%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.52%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.47%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	91.36%	91.49%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.06%	92.68%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.76%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	87.16%	97.90%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.89%	94.00%
CHEMBL3194	P02766	Transthyretin	86.61%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.48%	95.64%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.46%	91.38%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.67%	83.10%

Plants that contains it

• Abutilon theophrasti
• Vitex negundo

Cross-Links

• PubChem: 68245
• NPASS: NPC250432
• ChEMBL: CHEMBL590878