Gancaonin X

Details

• Internal ID: 50b035e5-266b-4489-aa76-1f5e80f3d3d2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
• IUPAC Name: 2-(2,2-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-7-yl)-5-methoxyphenol
• InChI: InChI=1S/C21H22O4/c1-21(2)7-6-13-8-14-9-15(12-24-19(14)11-20(13)25-21)17-5-4-16(23-3)10-18(17)22/h4-8,10-11,15,22H,9,12H2,1-3H3
• InChI Key: DRIPWQOGMJYOPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• SCHEMBL29378417
• CHEBI:174551
• DTXSID301127284
• 2'-Hydroxy-4'-methoxy-6'',6''-dimethylpyrano[2'',3'':7,6]isoflavan
• 2-(2,2-dimethyl-7,8-dihydro-6H-pyrano[3,2-g]chromen-7-yl)-5-methoxyphenol
• 160825-65-0
• Phenol, 2-(7,8-dihydro-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-ba(2)]dipyran-7-yl)-5-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	+	0.9163	91.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8262	82.62%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	-	0.4923	49.23%
P-glycoprotein substrate	+	0.7758	77.58%
CYP3A4 substrate	+	0.6599	65.99%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.6000	60.00%
CYP2C19 inhibition	+	0.9012	90.12%
CYP2D6 inhibition	-	0.7460	74.60%
CYP1A2 inhibition	+	0.6118	61.18%
CYP2C8 inhibition	+	0.7106	71.06%
CYP inhibitory promiscuity	+	0.7648	76.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.6956	69.56%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4018	40.18%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7269	72.69%
Acute Oral Toxicity (c)	III	0.4262	42.62%
Estrogen receptor binding	+	0.9480	94.80%
Androgen receptor binding	+	0.6101	61.01%
Thyroid receptor binding	+	0.7511	75.11%
Glucocorticoid receptor binding	-	0.4726	47.26%
Aromatase binding	-	0.5260	52.60%
PPAR gamma	+	0.8251	82.51%
Honey bee toxicity	-	0.8625	86.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

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	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.64%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.16%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL233	P35372	Mu opioid receptor	92.02%	97.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.74%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.70%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.20%	95.89%
CHEMBL4208	P20618	Proteasome component C5	89.47%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.36%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.53%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.80%	93.40%
CHEMBL236	P41143	Delta opioid receptor	86.62%	99.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.16%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.19%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.70%	97.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.46%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.15%	91.07%
CHEMBL2535	P11166	Glucose transporter	82.81%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.76%	100.00%
CHEMBL3820	P35557	Hexokinase type IV	82.33%	91.96%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.16%	96.77%

Plants that contains it

• Glycyrrhiza uralensis

Cross-Links

• PubChem: 101666683
• NPASS: NPC146527