Gancaonin R

Details

• Internal ID: 7a3c9330-253c-4344-87be-57d4687c8852
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-enyl)benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C(C(=C(C=C1O)O)CC=C(C)C)CCC2=CC(=C(C=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C=C1O)O)CC=C(C)C)CCC2=CC(=C(C=C2)O)O)C
• InChI: InChI=1S/C24H30O4/c1-15(2)5-9-19-18(11-7-17-8-12-21(25)24(28)13-17)20(10-6-16(3)4)23(27)14-22(19)26/h5-6,8,12-14,25-28H,7,9-11H2,1-4H3
• InChI Key: QFAPONVNJTUMHF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• 7R4D58E9BQ
• 134958-53-5
• UNII-7R4D58E9BQ
• 4-(2-(2,6-Bis((2E)-3-methylbut-2-enyl)-3,5-dihydroxyphenyl)ethyl)benzene-1,2-diol
• DTXSID70159155
• 5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-enyl)benzene-1,3-diol
• 1,2-BENZENEDIOL, 4-(2-(3,5-DIHYDROXY-2,6-BIS(3-METHYL-2-BUTENYL)PHENYL)ETHYL)-
• 5-(2-(3,4-DIHYDROXYPHENYL)ETHYL)-4,6-BIS(3-METHYLBUT-2-ENYL)BENZENE-1,3-DIOL
• 4-{2-[2,6-Bis((2E)-3-methylbut-2-enyl)-3,5-dihydroxyphenyl]ethyl}benzene-1,2-diol
• DTXCID4081646
• Dihydrostilbene base + 4O, 2Prenyl
• 3,3',4',5-Tetrahydroxy-2,6-diprenylbibenzyl
• 2,6-Diisopentenyl-3,3'4',5-Tetrahydroxybibenzyl
• 4-(2-(3,5-DIHYDROXY-2,6-BIS(3-METHYL-2-BUTEN-1-YL)PHENYL)ETHYL)-1,2-BENZENEDIOL
• 5-[2-(3,4-dihydroxyphenyl)ethyl]-4,6-bis(3-methylbut-2-en-1-yl)benzene-1,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.6543	65.43%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8218	82.18%
OATP2B1 inhibitior	+	0.5769	57.69%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8051	80.51%
P-glycoprotein inhibitior	+	0.5957	59.57%
P-glycoprotein substrate	-	0.8733	87.33%
CYP3A4 substrate	-	0.6259	62.59%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	-	0.5879	58.79%
CYP2C9 inhibition	+	0.7343	73.43%
CYP2C19 inhibition	+	0.6640	66.40%
CYP2D6 inhibition	-	0.7140	71.40%
CYP1A2 inhibition	+	0.7232	72.32%
CYP2C8 inhibition	-	0.7558	75.58%
CYP inhibitory promiscuity	+	0.6619	66.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.7430	74.30%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.6818	68.18%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.8455	84.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8083	80.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.5554	55.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7479	74.79%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	+	0.9117	91.17%
Androgen receptor binding	+	0.9006	90.06%
Thyroid receptor binding	+	0.7373	73.73%
Glucocorticoid receptor binding	+	0.7714	77.14%
Aromatase binding	+	0.6964	69.64%
PPAR gamma	+	0.9090	90.90%
Honey bee toxicity	-	0.8245	82.45%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.49%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.19%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.11%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.27%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.85%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.27%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.86%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.51%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.95%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.72%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.21%	95.17%

Plants that contains it

• Glycyrrhiza
• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 480815
• NPASS: NPC228322
• LOTUS: LTS0251329
• wikiData: Q83027473