Gerberinside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

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Details

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Internal ID	b7bc4abd-66b3-4bd9-89bd-d195453feed7
Taxonomy	Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
IUPAC Name	5-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
SMILES (Canonical)	CC1=C2C(=CC=C1)OC(=O)C=C2OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric)	CC1=C2C(=CC=C1)OC(=O)C=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI	InChI=1S/C16H18O8/c1-7-3-2-4-8-12(7)9(5-11(18)22-8)23-16-15(21)14(20)13(19)10(6-17)24-16/h2-5,10,13-17,19-21H,6H2,1H3/t10-,13-,14+,15-,16-/m1/s1
InChI Key	DXBGTODWNFZHCD-LMXXTMHSSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₈O₈
Molecular Weight	338.31 g/mol
Exact Mass	338.10016753 g/mol
Topological Polar Surface Area (TPSA)	126.00 Å²
XlogP	-0.20
Atomic LogP (AlogP)	-0.72
H-Bond Acceptor	8
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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76474-54-9

5-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

DTXSID40227279

AKOS040734390

2H-1-Benzopyran-2-one, 4-(beta-D-glucopyranosyloxy)-5-methyl-

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	-	0.5998	59.98%
Caco-2	-	0.7924	79.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9166	91.66%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.8833	88.33%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9417	94.17%
CYP2C9 inhibition	-	0.9552	95.52%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	-	0.7387	73.87%
CYP inhibitory promiscuity	-	0.8183	81.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4039	40.39%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6796	67.96%
skin sensitisation	-	0.9235	92.35%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.6607	66.07%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5732	57.32%
Thyroid receptor binding	-	0.6153	61.53%
Glucocorticoid receptor binding	+	0.5826	58.26%
Aromatase binding	-	0.5752	57.52%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7355	73.55%

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
CHEMBL220	P22303	Acetylcholinesterase	99.69%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.28%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.80%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.43%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.89%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.57%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.10%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.15%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.00%	99.17%

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.