Gancaonin P

Details

• Internal ID: 8c772dc0-cfba-4b0e-b8a2-cd469b1baffc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC(=C(C2=O)O)C3=CC(=C(C=C3)O)O)O)C
• InChI: InChI=1S/C20H18O7/c1-9(2)3-5-11-13(22)8-15-16(17(11)24)18(25)19(26)20(27-15)10-4-6-12(21)14(23)7-10/h3-4,6-8,21-24,26H,5H2,1-2H3
• InChI Key: OCIIFJFJVOTFTN-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 129145-54-6
• 6-prenylquercetin
• 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
• 2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-6-(3-methyl-but-2-enyl)-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-buten-1-yl)-
• CHEMBL463452
• SCHEMBL1170933
• DTXSID90156080
• CHEBI:175755
• OCIIFJFJVOTFTN-UHFFFAOYSA-N
• LMPK12112285
• 2-(3,4-dihydroxyphenyl)-3 ,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one
• 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
• 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	-	0.7915	79.15%
Blood Brain Barrier	-	0.6379	63.79%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6318	63.18%
OATP2B1 inhibitior	-	0.5360	53.60%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7166	71.66%
P-glycoprotein inhibitior	-	0.6010	60.10%
P-glycoprotein substrate	-	0.7770	77.70%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.6299	62.99%
CYP2C9 inhibition	+	0.8580	85.80%
CYP2C19 inhibition	+	0.7404	74.04%
CYP2D6 inhibition	-	0.7656	76.56%
CYP1A2 inhibition	+	0.7468	74.68%
CYP2C8 inhibition	+	0.8206	82.06%
CYP inhibitory promiscuity	+	0.8530	85.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7154	71.54%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.5942	59.42%
Skin irritation	-	0.7129	71.29%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4930	49.30%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.7073	70.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9047	90.47%
Acute Oral Toxicity (c)	III	0.5604	56.04%
Estrogen receptor binding	+	0.9477	94.77%
Androgen receptor binding	+	0.8430	84.30%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.9120	91.20%
Aromatase binding	+	0.7422	74.22%
PPAR gamma	+	0.9505	95.05%
Honey bee toxicity	-	0.8268	82.68%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	99.51%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.47%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.33%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.12%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.27%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.94%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.02%	98.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.00%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.94%	83.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.32%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.07%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.50%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.16%	89.34%
CHEMBL3194	P02766	Transthyretin	80.41%	90.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.30%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Anaxagorea luzonensis
• Broussonetia papyrifera
• Dorstenia mannii
• Glycyrrhiza
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 5481966
• NPASS: NPC157784
• LOTUS: LTS0225351
• wikiData: Q83024091