Isoscoparin

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	dfd29f9d-b53e-4ed6-a72b-0b83023d6986
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name	5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)	COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C=C(C(=C3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI	InChI=1S/C22H22O11/c1-31-13-4-8(2-3-9(13)24)12-5-10(25)16-14(32-12)6-11(26)17(19(16)28)22-21(30)20(29)18(27)15(7-23)33-22/h2-6,15,18,20-24,26-30H,7H2,1H3/t15-,18-,20+,21-,22+/m1/s1
InChI Key	KOMUHHCFAXYRPO-DGHBBABESA-N
Popularity	4 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)	186.00 Å²
XlogP	0.20
Atomic LogP (AlogP)	0.10
H-Bond Acceptor	11
H-Bond Donor	7
Rotatable Bonds	4

Synonyms

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20013-23-4

C-Glucosyl-6 chrysoeriol

Chrysoeriol 6-C-glucoside

Isoscoparine

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

(1S)-1,5-anhydro-1-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol

C05990

Kaempherol 3-O-beta-sophoroside

CHEBI:18200

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	+	0.6545	65.45%
Caco-2	-	0.9158	91.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6233	62.33%
OATP2B1 inhibitior	+	0.5911	59.11%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7241	72.41%
P-glycoprotein inhibitior	-	0.5865	58.65%
P-glycoprotein substrate	-	0.7213	72.13%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	-	0.8386	83.86%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8015	80.15%
CYP2C8 inhibition	+	0.7307	73.07%
CYP inhibitory promiscuity	-	0.6314	63.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8693	86.93%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5129	51.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.4917	49.17%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8802	88.02%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.7108	71.08%
Thyroid receptor binding	-	0.5081	50.81%
Glucocorticoid receptor binding	+	0.6647	66.47%
Aromatase binding	+	0.5690	56.90%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.7443	74.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4258	42.58%

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	99.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.99%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.64%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.59%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.76%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.55%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.96%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	87.21%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.54%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.29%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.15%	96.00%

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.

Achillea pseudopectinata

Aglaia australiensis

Allagopappus viscosissimus

Arenaria kansuensis

Arrhenatherum elatius

Astragalus pterocephalus

Astragalus spinosus

Atuna excelsa subsp. racemosa