Homoplantaginin

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	2bf2b978-f149-4091-b91c-9b518d301507
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric)	COC1=C(C=C2C(=C1O)C(=O)C=C(O2)C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI	InChI=1S/C22H22O11/c1-30-21-14(32-22-20(29)19(28)17(26)15(8-23)33-22)7-13-16(18(21)27)11(25)6-12(31-13)9-2-4-10(24)5-3-9/h2-7,15,17,19-20,22-24,26-29H,8H2,1H3/t15-,17-,19+,20-,22-/m1/s1
InChI Key	GCLAFEGUXXHIFT-IWLDQSELSA-N
Popularity	17 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂O₁₁
Molecular Weight	462.40 g/mol
Exact Mass	462.11621151 g/mol
Topological Polar Surface Area (TPSA)	175.00 Å²
XlogP	0.80
Atomic LogP (AlogP)	0.06
H-Bond Acceptor	11
H-Bond Donor	6
Rotatable Bonds	5

Synonyms

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17680-84-1

HISPIDULOSIDE

Dinatin 7-glucoside

(-)-Homoplantaginin

hispidulin-7-glucoside

6-Methoxyapigenin 7-O-glucoside

5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

UNII-396COT90TD

4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-

396COT90TD

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	-	0.4855	48.55%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5366	53.66%
OATP1B1 inhibitior	+	0.7261	72.61%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7636	76.36%
P-glycoprotein inhibitior	-	0.6904	69.04%
P-glycoprotein substrate	-	0.6342	63.42%
CYP3A4 substrate	+	0.6044	60.44%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.7569	75.69%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4657	46.57%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8949	89.49%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.7506	75.06%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.5877	58.77%
PPAR gamma	+	0.7303	73.03%
Honey bee toxicity	-	0.7491	74.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.28%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.89%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.13%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.87%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.40%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.18%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.76%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL3194	P02766	Transthyretin	84.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.98%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.80%	99.15%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.67%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.86%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.35%	97.09%

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.

Asphodeline damascena

Brassica nigra

Brodiaea californica