Swertisin

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	1e162057-2fb5-4006-a770-840c336f5522
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name	5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)	COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O)C4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric)	COC1=C(C(=C2C(=C1)OC(=CC2=O)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/C22H22O10/c1-30-13-7-14-16(11(25)6-12(31-14)9-2-4-10(24)5-3-9)19(27)17(13)22-21(29)20(28)18(26)15(8-23)32-22/h2-7,15,18,20-24,26-29H,8H2,1H3/t15-,18-,20+,21-,22+/m1/s1
InChI Key	ABRULANJVVJLFI-DGHBBABESA-N
Popularity	33 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂O₁₀
Molecular Weight	446.40 g/mol
Exact Mass	446.12129689 g/mol
Topological Polar Surface Area (TPSA)	166.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	0.39
H-Bond Acceptor	10
H-Bond Donor	6
Rotatable Bonds	4

Synonyms

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6991-10-2

Flavocommelitin

APIGENIN 6-GLUCOSYL-7-O-METHYL ETHER

6-C-glucopyranosyl-7-O-methylapigenin

NSC 641547

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

5,4'-dihydroxy-7-methoxy-6-C-beta-D-glucopyranosyl flavonoside

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

7-O-Methylapigenin 6-C-beta-D-glucopyranoside

CHEMBL486415

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	-	0.8805	88.05%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6233	62.33%
OATP2B1 inhibitior	-	0.5409	54.09%
OATP1B1 inhibitior	+	0.7393	73.93%
OATP1B3 inhibitior	+	0.9830	98.30%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5556	55.56%
P-glycoprotein inhibitior	-	0.6209	62.09%
P-glycoprotein substrate	-	0.6199	61.99%
CYP3A4 substrate	+	0.6186	61.86%
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	+	0.7690	76.90%
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	-	0.9010	90.10%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.5001	50.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.5460	54.60%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7625	76.25%
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	-	0.8580	85.80%
Acute Oral Toxicity (c)	III	0.6599	65.99%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	+	0.7969	79.69%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	-	0.4864	48.64%
PPAR gamma	+	0.7418	74.18%
Honey bee toxicity	-	0.7384	73.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
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	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.50%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.84%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.64%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.42%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.76%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.37%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.44%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.38%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.61%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.81%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.79%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	80.02%	94.45%

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.

Gentianella austriaca

Gentianopsis crinita

Gnetum gnemon