Ganhuangenin

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	451bf524-6f4e-4452-b726-1bcf5fc9bd93
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name	2-(3,6-dihydroxy-2-methoxyphenyl)-5,7-dihydroxy-8-methoxychromen-4-one
SMILES (Canonical)	COC1=C(C=CC(=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC)O)O
SMILES (Isomeric)	COC1=C(C=CC(=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC)O)O
InChI	InChI=1S/C17H14O8/c1-23-15-8(19)4-3-7(18)14(15)12-6-10(21)13-9(20)5-11(22)16(24-2)17(13)25-12/h3-6,18-20,22H,1-2H3
InChI Key	CPFJPTACQDZPLS-UHFFFAOYSA-N
Popularity	29 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₄O₈
Molecular Weight	346.30 g/mol
Exact Mass	346.06886740 g/mol
Topological Polar Surface Area (TPSA)	126.00 Å²
XlogP	2.30
Atomic LogP (AlogP)	2.30
H-Bond Acceptor	8
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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Viscidulin III

92519-91-0

ViscidulinIII

Sb 1

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

CHEMBL465771

2',5,5',7-Tetrahydroxy-6',8-dimethoxyflavone

5,7,3',6'-Tetrahydroxy-8,2'-dimethoxyflavone

2-(3,6-dihydroxy-2-methoxyphenyl)-5,7-dihydroxy-8-methoxy-4H-chromen-4-one

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

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	+	0.9440	94.40%
Caco-2	+	0.6628	66.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	+	0.5736	57.36%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7115	71.15%
P-glycoprotein inhibitior	-	0.4633	46.33%
P-glycoprotein substrate	-	0.8909	89.09%
CYP3A4 substrate	-	0.5359	53.59%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	-	0.7239	72.39%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.9009	90.09%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5559	55.59%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6303	63.03%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6270	62.70%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.9251	92.51%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.7346	73.46%
Glucocorticoid receptor binding	+	0.8210	82.10%
Aromatase binding	+	0.5434	54.34%
PPAR gamma	+	0.8122	81.22%
Honey bee toxicity	-	0.8779	87.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	98.74%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.57%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.29%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL3194	P02766	Transthyretin	87.46%	90.71%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.53%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.01%	90.00%

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.

Portulaca oleracea

Scutellaria baicalensis

Scutellaria lateriflora

Scutellaria pekinensis var. pekinensis

Scutellaria viscidula