Gardenin E

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	473871b1-504b-4c44-b4f5-ceaf8a78881d
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name	2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
SMILES (Canonical)	COC1=C(C=C(C=C1O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)O
SMILES (Isomeric)	COC1=C(C=C(C=C1O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)O
InChI	InChI=1S/C19H18O9/c1-24-15-10(21)5-8(6-11(15)22)12-7-9(20)13-14(23)17(25-2)19(27-4)18(26-3)16(13)28-12/h5-7,21-23H,1-4H3
InChI Key	PKCHTMJVPXNXSA-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₁₈O₉
Molecular Weight	390.30 g/mol
Exact Mass	390.09508215 g/mol
Topological Polar Surface Area (TPSA)	124.00 Å²
XlogP	2.60
Atomic LogP (AlogP)	2.61
H-Bond Acceptor	9
H-Bond Donor	3
Rotatable Bonds	5

Synonyms

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29550-07-0

3',5,5'-Trihydroxy-4',6,7,8-tetramethoxyflavone

UNII-1P0VUS02QZ

1P0VUS02QZ

2-(3,5-dihydroxy-4-methoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one

Flavone, 3',5,5'-trihydroxy-4',6,7,8-tetramethoxy-

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

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

GARDENIN E [MI]

SCHEMBL2139264

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	+	0.9417	94.17%
Caco-2	+	0.7650	76.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7103	71.03%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6238	62.38%
P-glycoprotein inhibitior	+	0.6866	68.66%
P-glycoprotein substrate	-	0.8975	89.75%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	-	0.5973	59.73%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.6124	61.24%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5764	57.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5265	52.65%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7791	77.91%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8155	81.55%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.6538	65.38%
Glucocorticoid receptor binding	+	0.6696	66.96%
Aromatase binding	+	0.6506	65.06%
PPAR gamma	+	0.6773	67.73%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8724	87.24%

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	98.96%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.30%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.72%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.23%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.41%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.93%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.39%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.04%	94.45%
CHEMBL3194	P02766	Transthyretin	83.29%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.14%	99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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