Ugonin k

Details

• Internal ID: 98bb065a-a3d4-4d40-9f23-ad7462247615
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-6-[[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]methyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): CC1(CCCC(=C)C1CC2=C(C=C3C(=C2O)C(=O)C=C(O3)C4=CC(=C(C=C4)O)O)OC)C
• SMILES (Isomeric): CC1(CCCC(=C)[C@@H]1CC2=C(C=C3C(=C2O)C(=O)C=C(O3)C4=CC(=C(C=C4)O)O)OC)C
• InChI: InChI=1S/C26H28O6/c1-14-6-5-9-26(2,3)17(14)11-16-22(31-4)13-23-24(25(16)30)20(29)12-21(32-23)15-7-8-18(27)19(28)10-15/h7-8,10,12-13,17,27-28,30H,1,5-6,9,11H2,2-4H3/t17-/m0/s1
• InChI Key: ROCKAKPPZWGROR-KRWDZBQOSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₆
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.18858861 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEMBL4088548
• SCHEMBL19665236
• 2-(3,4-dihydroxyphenyl)-6-[[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]methyl]-5-hydroxy-7-methoxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	-	0.7022	70.22%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7825	78.25%
OATP2B1 inhibitior	-	0.7072	70.72%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.8352	83.52%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7677	76.77%
P-glycoprotein inhibitior	+	0.6787	67.87%
P-glycoprotein substrate	-	0.5792	57.92%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.6851	68.51%
CYP2C9 inhibition	+	0.5386	53.86%
CYP2C19 inhibition	+	0.6212	62.12%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	+	0.5493	54.93%
CYP2C8 inhibition	+	0.8800	88.00%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7389	73.89%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.7974	79.74%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5401	54.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.4293	42.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6661	66.61%
skin sensitisation	-	0.8087	80.87%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9376	93.76%
Acute Oral Toxicity (c)	III	0.4466	44.66%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	+	0.8012	80.12%
Thyroid receptor binding	+	0.6074	60.74%
Glucocorticoid receptor binding	+	0.8276	82.76%
Aromatase binding	+	0.7412	74.12%
PPAR gamma	+	0.8343	83.43%
Honey bee toxicity	-	0.7085	70.85%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
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	99.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.45%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.94%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.50%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.73%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	89.90%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.67%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.61%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.40%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.29%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.92%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.63%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.21%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.03%	96.00%
CHEMBL3194	P02766	Transthyretin	82.40%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.34%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.99%	95.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.97%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.04%	86.92%
CHEMBL4530	P00488	Coagulation factor XIII	80.84%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.37%	94.03%

Plants that contains it

• Helminthostachys zeylanica

Cross-Links

• PubChem: 10365740
• LOTUS: LTS0032231
• wikiData: Q105242078