6-[5-[(4,6-Dihydroxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 8c92d6c4-a7db-434c-9d07-2b0cacc9efa8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 6-[5-[(4,6-dihydroxy-3-oxo-1-benzofuran-2-ylidene)methyl]-2,3-dihydroxyphenyl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C(=CC(=C3)C=C4C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)C6=CC(=C(C=C6)O)O
• SMILES (Isomeric): C1C(OC2=C(C1=O)C(=C(C(=C2)O)C3=C(C(=CC(=C3)C=C4C(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)C6=CC(=C(C=C6)O)O
• InChI: InChI=1S/C30H20O12/c31-13-7-17(34)26-22(8-13)42-24(29(26)39)5-11-3-14(28(38)20(37)4-11)25-18(35)10-23-27(30(25)40)19(36)9-21(41-23)12-1-2-15(32)16(33)6-12/h1-8,10,21,31-35,37-38,40H,9H2
• InChI Key: RMZGHKUKGHAYHG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₂
• Molecular Weight: 572.50 g/mol
• Exact Mass: 572.09547607 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9057	90.57%
Caco-2	-	0.9010	90.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	+	0.5750	57.50%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.9886	98.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6131	61.31%
P-glycoprotein inhibitior	+	0.7370	73.70%
P-glycoprotein substrate	-	0.7418	74.18%
CYP3A4 substrate	+	0.6180	61.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7993	79.93%
CYP3A4 inhibition	+	0.5854	58.54%
CYP2C9 inhibition	+	0.7444	74.44%
CYP2C19 inhibition	-	0.5881	58.81%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	+	0.5900	59.00%
CYP2C8 inhibition	+	0.6606	66.06%
CYP inhibitory promiscuity	+	0.5998	59.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4731	47.31%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7907	79.07%
Skin irritation	-	0.6517	65.17%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7756	77.56%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7488	74.88%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5856	58.56%
Acute Oral Toxicity (c)	II	0.3691	36.91%
Estrogen receptor binding	+	0.7595	75.95%
Androgen receptor binding	+	0.8059	80.59%
Thyroid receptor binding	+	0.5446	54.46%
Glucocorticoid receptor binding	+	0.7541	75.41%
Aromatase binding	-	0.4824	48.24%
PPAR gamma	+	0.7005	70.05%
Honey bee toxicity	-	0.6275	62.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9650	96.50%

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%
CHEMBL1951	P21397	Monoamine oxidase A	99.58%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	97.86%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.99%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.17%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.38%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.36%	99.23%
CHEMBL3194	P02766	Transthyretin	93.98%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	89.46%	83.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.40%	99.15%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.47%	85.11%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.12%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.92%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.57%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.66%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.61%	86.33%

Plants that contains it

• Campylopus clavatus

Cross-Links

• PubChem: 163001667
• LOTUS: LTS0078947
• wikiData: Q105241172