Gardenin C

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	ae3c8cab-54a4-42cb-bc44-60d1bfbaa27f
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name	5-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6,7,8-trimethoxychromen-4-one
SMILES (Canonical)	COC1=CC(=CC(=C1OC)O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O
SMILES (Isomeric)	COC1=CC(=CC(=C1OC)O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O
InChI	InChI=1S/C20H20O9/c1-24-13-7-9(6-11(22)16(13)25-2)12-8-10(21)14-15(23)18(26-3)20(28-5)19(27-4)17(14)29-12/h6-8,22-23H,1-5H3
InChI Key	FWJPIXFUGYRDQG-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₀O₉
Molecular Weight	404.40 g/mol
Exact Mass	404.11073221 g/mol
Topological Polar Surface Area (TPSA)	113.00 Å²
XlogP	2.90
Atomic LogP (AlogP)	2.91
H-Bond Acceptor	9
H-Bond Donor	2
Rotatable Bonds	6

Synonyms

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29550-05-8

3',5-Dihydroxy-4',5',6,7,8-pentamethoxyflavone

UNII-TJ3J698F99

TJ3J698F99

Flavone, 3',5-dihydroxy-4',5',6,7,8-pentamethoxy-

4H-1-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6,7,8-trimethoxy-

5-Hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one

C20H20O9

4',5',6,7,8-Pentamethoxy-3',5-dihydroxyflavone

GARDENIN C [MI]

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.7443	74.43%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6367	63.67%
P-glycoprotein inhibitior	+	0.7785	77.85%
P-glycoprotein substrate	-	0.8498	84.98%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.6666	66.66%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.6541	65.41%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5673	56.73%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7351	73.51%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8552	85.52%
Androgen receptor binding	+	0.6747	67.47%
Thyroid receptor binding	+	0.6581	65.81%
Glucocorticoid receptor binding	+	0.7018	70.18%
Aromatase binding	+	0.7328	73.28%
PPAR gamma	+	0.7030	70.30%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8969	89.69%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.45%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.67%	98.11%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.47%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.80%	99.17%
CHEMBL3194	P02766	Transthyretin	86.74%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.19%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.22%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.35%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.