Pelargonidin chloride

Details

• Internal ID: bd7ad122-f5da-43fe-9953-e8d478869b81
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)chromenylium-3,5,7-triol;chloride
• SMILES (Canonical): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2O)O)O)O.[Cl-]
• SMILES (Isomeric): C1=CC(=CC=C1C2=[O+]C3=CC(=CC(=C3C=C2O)O)O)O.[Cl-]
• InChI: InChI=1S/C15H10O5.ClH/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15;/h1-7H,(H3-,16,17,18,19);1H
• InChI Key: YPVZJXMTXCOTJN-UHFFFAOYSA-N
• Popularity: 1,815 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁ClO₅
• Molecular Weight: 306.70 g/mol
• Exact Mass: 306.0295011 g/mol
• Topological Polar Surface Area (TPSA): 81.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 134-04-3
• Pelargonidin
• PELARGONIDIN (CHLORIDE)
• 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride
• Pelargonidol chloride
• Pelargonidinchloride
• 3,4',5,7-Tetrahydroxyflavylium chloride
• 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)benzopyrylium chloride
• UNII-DFL6200791
• CHEBI:28510
• 1-Benzopyrylium, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-, chloride
• EINECS 205-127-7
• 2-(4-hydroxyphenyl)chromenylium-3,5,7-triol;chloride
• DFL6200791
• 3,5,7-trihydroxy-2-(4-hydroxyphenyl)chromenylium chloride
• CHEMBL591036
• C15H11O5.Cl
• MFCD00017589
• 3,4',5,7-tetrahydroxy-2-phenylbenzopyrylium chloride
• Pelargonidin(chloride)
• PELARGONIDIN [MI]
• D0O3DI
• SCHEMBL20591
• Pelargonidin;Pelargonidol chloride
• DTXSID001020859
• BCP24005
• CS-W012086
• HY-W011370
• AC-34446
• LS-193059
• FT-0631777
• 2-(4-hydroxyphenyl)chromenylium-3,5,7-triol
• A806724
• J-006474
• Q27103746

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8707	87.07%
Caco-2	-	0.7123	71.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.5774	57.74%
OATP2B1 inhibitior	-	0.5236	52.36%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	-	0.3328	33.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4543	45.43%
P-glycoprotein inhibitior	-	0.8278	82.78%
P-glycoprotein substrate	-	0.8906	89.06%
CYP3A4 substrate	-	0.5948	59.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7854	78.54%
CYP3A4 inhibition	+	0.6185	61.85%
CYP2C9 inhibition	+	0.7753	77.53%
CYP2C19 inhibition	+	0.6250	62.50%
CYP2D6 inhibition	-	0.8118	81.18%
CYP1A2 inhibition	+	0.7665	76.65%
CYP2C8 inhibition	+	0.8016	80.16%
CYP inhibitory promiscuity	+	0.7622	76.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5949	59.49%
Eye corrosion	-	0.9759	97.59%
Eye irritation	+	0.9762	97.62%
Skin irritation	-	0.5110	51.10%
Skin corrosion	-	0.8914	89.14%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8637	86.37%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7799	77.99%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6446	64.46%
Acute Oral Toxicity (c)	II	0.5045	50.45%
Estrogen receptor binding	+	0.9594	95.94%
Androgen receptor binding	+	0.8991	89.91%
Thyroid receptor binding	+	0.7891	78.91%
Glucocorticoid receptor binding	+	0.9411	94.11%
Aromatase binding	+	0.9632	96.32%
PPAR gamma	+	0.9527	95.27%
Honey bee toxicity	-	0.9040	90.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9120	91.20%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2424	Q04760	Glyoxalase I	16400 nM	IC50	PMID: 20801663
CHEMBL4523454	Q9H255	Olfactory receptor 51E2	0.42 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1929	P47989	Xanthine dehydrogenase	97.47%	96.12%
CHEMBL242	Q92731	Estrogen receptor beta	97.15%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.62%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.25%	99.15%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	86.19%	86.79%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.56%	93.10%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.89%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.97%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.73%	95.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.60%	91.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.85%	96.69%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.84%	91.38%
CHEMBL3438	Q05513	Protein kinase C zeta	80.67%	88.48%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.61%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.46%	96.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.14%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Euphorbia hirta

Cross-Links

• PubChem: 67249
• NPASS: NPC97432
• ChEMBL: CHEMBL591036