(3,6,8-Trihydroxy-3-methyl-1-oxo-4H-isochromen-4-yl) (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate

Details

• Internal ID: 581b2685-9289-4d05-847b-2462bca156cb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3,6,8-trihydroxy-3-methyl-1-oxo-4H-isochromen-4-yl) (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate
• SMILES (Canonical): CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OC3C4=C(C(=CC(=C4)O)O)C(=O)OC3(C)O)O
• SMILES (Isomeric): CC1=C2COC(=O)C2=C(C(=C1OC)C/C=C(\C)/CCC(=O)OC3C4=C(C(=CC(=C4)O)O)C(=O)OC3(C)O)O
• InChI: InChI=1S/C27H28O11/c1-12(5-7-15-22(31)21-17(11-36-25(21)32)13(2)23(15)35-4)6-8-19(30)37-24-16-9-14(28)10-18(29)20(16)26(33)38-27(24,3)34/h5,9-10,24,28-29,31,34H,6-8,11H2,1-4H3/b12-5+
• InChI Key: HFLIGULWCMOSDN-LFYBBSHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₁
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.16316171 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• (3,6,8-Trihydroxy-3-methyl-1-oxo-4H-isochromen-4-yl) (E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8735	87.35%
Caco-2	-	0.7751	77.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7755	77.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4793	47.93%
P-glycoprotein inhibitior	+	0.7140	71.40%
P-glycoprotein substrate	-	0.5239	52.39%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	+	0.6142	61.42%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	-	0.8008	80.08%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.5657	56.57%
CYP2C8 inhibition	+	0.7607	76.07%
CYP inhibitory promiscuity	-	0.6565	65.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6412	64.12%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8887	88.87%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9126	91.26%
Acute Oral Toxicity (c)	I	0.5102	51.02%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.7163	71.63%
Thyroid receptor binding	-	0.5406	54.06%
Glucocorticoid receptor binding	+	0.7966	79.66%
Aromatase binding	+	0.7522	75.22%
PPAR gamma	+	0.6207	62.07%
Honey bee toxicity	-	0.7156	71.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	99.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.65%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.18%	95.17%
CHEMBL4208	P20618	Proteasome component C5	94.04%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.87%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.37%	99.17%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	92.16%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.12%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	90.47%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.05%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.36%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.75%	99.15%
CHEMBL2535	P11166	Glucose transporter	86.46%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.49%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	84.10%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.92%	96.12%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.96%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%

Plants that contains it

• Dryopteris aitoniana

Cross-Links

• PubChem: 10119161
• LOTUS: LTS0064624
• wikiData: Q105140330