Hibiscetin

Details

• Internal ID: 36c17fbe-062a-45e3-bab6-d21d6b55c3d7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7,8-tetrahydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O
• InChI: InChI=1S/C15H10O9/c16-5-3-8(19)11(21)15-9(5)12(22)13(23)14(24-15)4-1-6(17)10(20)7(18)2-4/h1-3,16-21,23H
• InChI Key: ZPFXBGIJKDANBP-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₉
• Molecular Weight: 334.23 g/mol
• Exact Mass: 334.03248189 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 1

Synonyms

• 577-24-2
• 3,5,7,8-tetrahydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
• SCHEMBL12640014
• DTXSID101156102
• LMPK12113272
• 3,5,7,8,3',4',5'-heptahydroxyflavone
• 3,5,7,8-Tetrahydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	-	0.7934	79.34%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	+	0.5032	50.32%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9121	91.21%
P-glycoprotein inhibitior	-	0.9296	92.96%
P-glycoprotein substrate	-	0.8777	87.77%
CYP3A4 substrate	-	0.6059	60.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.6308	63.08%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.8975	89.75%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7961	79.61%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7156	71.56%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.7540	75.40%
Thyroid receptor binding	-	0.5245	52.45%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.6264	62.64%
PPAR gamma	+	0.8628	86.28%
Honey bee toxicity	-	0.9189	91.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9124	91.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.77%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.75%	94.00%
CHEMBL3194	P02766	Transthyretin	87.41%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.05%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.40%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.27%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.61%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.50%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.55%	95.64%

Plants that contains it

• Aframomum limbatum
• Andrographis paniculata
• Aristolochia zollingeriana
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Cedrus libani
• Cephalaria kotschyi
• Cerinthe minor
• Craspidospermum verticillatum
• Dioscorea japonica
• Ehretia dicksonii
• Hibiscus sabdariffa
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Larix gmelinii var. gmelinii
• Lotus corniculatus subsp. corniculatus
• Lotus japonicus
• Lupinus verbasciformis
• Melaleuca rhaphiophylla
• Sedum album
• Senna siamea
• Sextonia rubra
• Triaenophora rupestris
• Virola multinervia

Cross-Links

• PubChem: 15559735
• NPASS: NPC184467
• LOTUS: LTS0227959
• wikiData: Q104253446