Luteolinidin

Details

• Internal ID: 9445a37c-e7ba-4767-b2d8-59484ac7fd45
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)chromenylium-5,7-diol
• SMILES (Canonical): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2)O)O)O)O
• InChI: InChI=1S/C15H10O5/c16-9-6-12(18)10-2-4-14(20-15(10)7-9)8-1-3-11(17)13(19)5-8/h1-7H,(H3-,16,17,18,19)/p+1
• InChI Key: GDNIGMNXEKGFIP-UHFFFAOYSA-O
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁O₅+
• Molecular Weight: 271.24 g/mol
• Exact Mass: 271.06064845 g/mol
• Topological Polar Surface Area (TPSA): 81.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• Luteolinidin cation
• Luteolinidin ion
• UNII-935OS7WHP6
• 935OS7WHP6
• 16975-93-2
• 2-(3,4-dihydroxyphenyl)chromenylium-5,7-diol
• CHEBI:6584
• 1-Benzopyrylium, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-
• NSC693578
• Luteolidin
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium
• SCHEMBL676808
• 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromenylium
• CHEMBL1275834
• 5,7,3',4'-Tetrahydroxyflavylium
• BDBM50347144
• NCI60_033512
• C08652
• Q3062931
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1$l^{4}-chromen-1-ylium
• 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium(1+), 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6814	68.14%
Caco-2	+	0.7320	73.20%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Nucleus	0.5152	51.52%
OATP2B1 inhibitior	-	0.5356	53.56%
OATP1B1 inhibitior	+	0.9526	95.26%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7717	77.17%
P-glycoprotein inhibitior	-	0.8818	88.18%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	-	0.5918	59.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7444	74.44%
CYP3A4 inhibition	-	0.5630	56.30%
CYP2C9 inhibition	-	0.5711	57.11%
CYP2C19 inhibition	-	0.8312	83.12%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	+	0.7858	78.58%
CYP2C8 inhibition	+	0.8107	81.07%
CYP inhibitory promiscuity	+	0.5837	58.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.9720	97.20%
Skin irritation	+	0.5094	50.94%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7452	74.52%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7631	76.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	II	0.5939	59.39%
Estrogen receptor binding	+	0.9324	93.24%
Androgen receptor binding	+	0.8968	89.68%
Thyroid receptor binding	+	0.7310	73.10%
Glucocorticoid receptor binding	+	0.9511	95.11%
Aromatase binding	+	0.9367	93.67%
PPAR gamma	+	0.9328	93.28%
Honey bee toxicity	-	0.8597	85.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8832	88.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.20%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.89%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.68%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	92.68%	98.35%
CHEMBL3194	P02766	Transthyretin	87.52%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.78%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL3438	Q05513	Protein kinase C zeta	82.11%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.65%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.00%	92.68%

Plants that contains it

• Imperata cylindrica
• Sinningia cardinalis

Cross-Links

• PubChem: 441701
• LOTUS: LTS0102344
• wikiData: Q3062931