Digicitrin

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	445550dc-57c9-4020-a6df-3d4adaa7c773
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
IUPAC Name	5-hydroxy-2-(3-hydroxy-4,5-dimethoxyphenyl)-3,6,7,8-tetramethoxychromen-4-one
SMILES (Canonical)	COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)OC
SMILES (Isomeric)	COC1=CC(=CC(=C1OC)O)C2=C(C(=O)C3=C(C(=C(C(=C3O2)OC)OC)OC)O)OC
InChI	InChI=1S/C21H22O10/c1-25-11-8-9(7-10(22)16(11)26-2)15-18(27-3)13(23)12-14(24)19(28-4)21(30-6)20(29-5)17(12)31-15/h7-8,22,24H,1-6H3
InChI Key	GIEYELPGDHOPHM-UHFFFAOYSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₂O₁₀
Molecular Weight	434.40 g/mol
Exact Mass	434.12129689 g/mol
Topological Polar Surface Area (TPSA)	122.00 Å²
XlogP	3.10
Atomic LogP (AlogP)	2.92
H-Bond Acceptor	10
H-Bond Donor	2
Rotatable Bonds	7

Synonyms

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5065-10-1

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

CHEMBL470677

LMPK12113366

AKOS040763205

5,3'-dihydroxy-3,6,7,8,4',5'-hexamethoxyflavone

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	+	0.7145	71.45%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5680	56.80%
P-glycoprotein inhibitior	+	0.7578	75.78%
P-glycoprotein substrate	-	0.8296	82.96%
CYP3A4 substrate	+	0.5162	51.62%
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	+	0.6923	69.23%
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	-	0.6163	61.63%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4301	43.01%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4642	46.42%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.5530	55.30%
Thyroid receptor binding	+	0.6500	65.00%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.7233	72.33%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
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	98.43%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.53%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.59%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.76%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.47%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.46%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.63%	98.21%
CHEMBL3194	P02766	Transthyretin	80.08%	90.71%

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.

Baccharis magellanica

Beilschmiedia volckii

Chrysosplenium echinus

Cirsium nipponicum var. incomptum