2-[3,4-dihydroxy-2-[[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]methyl]phenyl]-5,7-dihydroxy-3-methoxychromen-4-one

Details

• Internal ID: d213885a-0368-41a6-98c5-a21366f0b052
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 2-prenylated flavones
• IUPAC Name: 2-[3,4-dihydroxy-2-[[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]methyl]phenyl]-5,7-dihydroxy-3-methoxychromen-4-one
• SMILES (Canonical): CC1=CCCC(C1CC2=C(C=CC(=C2O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC)(C)C
• SMILES (Isomeric): CC1=CCCC([C@@H]1CC2=C(C=CC(=C2O)O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC)(C)C
• InChI: InChI=1S/C26H28O7/c1-13-6-5-9-26(2,3)17(13)12-16-15(7-8-18(28)22(16)30)24-25(32-4)23(31)21-19(29)10-14(27)11-20(21)33-24/h6-8,10-11,17,27-30H,5,9,12H2,1-4H3/t17-/m1/s1
• InChI Key: DKEBDGCVXCFMIM-QGZVFWFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₇
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.18350323 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	-	0.5788	57.88%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7401	74.01%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.8821	88.21%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8707	87.07%
P-glycoprotein inhibitior	+	0.6758	67.58%
P-glycoprotein substrate	+	0.6256	62.56%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.7479	74.79%
CYP2C9 inhibition	+	0.5618	56.18%
CYP2C19 inhibition	+	0.6173	61.73%
CYP2D6 inhibition	-	0.8209	82.09%
CYP1A2 inhibition	+	0.6171	61.71%
CYP2C8 inhibition	+	0.8998	89.98%
CYP inhibitory promiscuity	+	0.5135	51.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7428	74.28%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7776	77.76%
Skin irritation	-	0.7508	75.08%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7429	74.29%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8346	83.46%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7827	78.27%
Acute Oral Toxicity (c)	III	0.3784	37.84%
Estrogen receptor binding	+	0.9129	91.29%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	+	0.6586	65.86%
Glucocorticoid receptor binding	+	0.8978	89.78%
Aromatase binding	+	0.7862	78.62%
PPAR gamma	+	0.8198	81.98%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.52%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.20%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.35%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.25%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.44%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.87%	90.00%
CHEMBL3194	P02766	Transthyretin	88.25%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.32%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.86%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.29%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	85.24%	94.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.19%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.05%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.67%	96.12%
CHEMBL233	P35372	Mu opioid receptor	82.30%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.97%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.81%	93.40%

Plants that contains it

• Helminthostachys zeylanica

Cross-Links

• PubChem: 10095377
• LOTUS: LTS0263916
• wikiData: Q104983105